Cannabis Compound Database: Showing Compound Card for FAD (CDB004898)

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Record Information

Version

1.0

Created at

2020-04-17 18:48:16 UTC

Updated at

2020-12-07 19:11:13 UTC

CannabisDB ID

CDB004898

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

FAD

Description

FAD, also known as adeflavin or flamitajin b, belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. FAD is a drug which is used to treat eye diseases caused by vitamin b2 deficiency, such as keratitis and blepharitis. FAD is a strong basic compound (based on its pKa). FAD exists in all living species, ranging from bacteria to humans. In humans, FAD is involved in the metabolic disorder called the medium chain acyl-coa dehydrogenase deficiency (mcad) pathway. Outside of the human body, FAD has been detected, but not quantified in, several different foods, such as other bread, passion fruits, asparagus, kelps, and green bell peppers. This could make FAD a potential biomarker for the consumption of these foods. A FAD in which the substituent at position 10 of the flavin nucleus is a 5'-adenosyldiphosphoribityl group. FAD is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Adenosine 5'-(trihydrogen pyrophosphate), 5'-5'-ester with riboflavine	ChEBI
Adenosine 5'-[3-(riboflavin-5'-yl) dihydrogen diphosphate]	ChEBI
Flavin adenine dinucleotide	ChEBI
FLAVIN-adenine dinucleotide	ChEBI
Riboflavin 5'-(trihydrogen diphosphate), 5'-5'-ester with adenosine	ChEBI
Riboflavin 5'-adenosine diphosphate	ChEBI
Adeflavin	Kegg
Adenosine 5'-(trihydrogen pyrophosphoric acid), 5'-5'-ester with riboflavine	Generator
Adenosine 5'-[3-(riboflavin-5'-yl) dihydrogen diphosphoric acid]	Generator
Riboflavin 5'-(trihydrogen diphosphoric acid), 5'-5'-ester with adenosine	Generator
Riboflavin 5'-adenosine diphosphoric acid	Generator
1H-Purin-6-amine flavin dinucleotide	HMDB
1H-Purin-6-amine flavine dinucleotide	HMDB
Adenine-flavin dinucleotide	HMDB
Adenine-flavine dinucleotide	HMDB
Adenine-riboflavin dinuceotide	HMDB
Adenine-riboflavin dinucleotide	HMDB
Adenine-riboflavine dinucleotide	HMDB
Flamitajin b	HMDB
Flanin F	HMDB
Flavin adenine dinucleotide oxidized	HMDB
Flavine adenosine diphosphate	HMDB
Flavine-adenine dinucleotide	HMDB
Flavitan	HMDB
Flaziren	HMDB
Isoalloxazine-adenine dinucleotide	HMDB
Riboflavin-adenine dinucleotide	HMDB
Riboflavine-adenine dinucleotide	HMDB
Dinucleotide, flavin-adenine	HMDB

Chemical Formula

C₂₇H₃₃N₉O₁₅P₂

Average Molecular Weight

785.55

Monoisotopic Molecular Weight

785.1571

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid

Traditional Name

flavine-adenine dinucleotide

CAS Registry Number

146-14-5

SMILES

CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=NC(=O)NC(=O)C1=N2

InChI Identifier

InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1

InChI Key

VWWQXMAJTJZDQX-UYBVJOGSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Flavin nucleotides

Sub Class

Not Available

Direct Parent

Flavin nucleotides

Alternative Parents

Substituents

Flavin nucleotide
(3'->5')-dinucleotide
(3'->5')-dinucleotide or analogue
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Flavin
Isoalloxazine
Pentose-5-phosphate
Pentose phosphate
Glycosyl compound
N-glycosyl compound
Diazanaphthalene
Pentose monosaccharide
Pteridine
6-aminopurine
Quinoxaline
Organic pyrophosphate
Monosaccharide phosphate
Imidazopyrimidine
Purine
Monoalkyl phosphate
Aminopyrimidine
Pyrimidone
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Benzenoid
Alkyl phosphate
Phosphoric acid ester
Pyrimidine
Pyrazine
Tetrahydrofuran
Azole
Vinylogous amide
Heteroaromatic compound
Imidazole
Secondary alcohol
Lactam
Polyol
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Hydrocarbon derivative
Primary amine
Alcohol
Amine
Organic nitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

flavin adenine dinucleotide (CHEBI:16238 )

Ontology

Physiological effect

Health effect:

Health condition:

Anorexia nervosa

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Biological location:

Organ and components:

Liver

Tissue and substructures:

Biofluid and excreta:

Subcellular:

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5 mg/mL	Not Available
logP	-1.336	Wikipedia

Predicted Properties

Property	Value	Source
logP	-0.78	ALOGPS
logP	-4.7	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	1.85	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	356.42 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	177.43 m³·mol⁻¹	ChemAxon
Polarizability	70.53 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	FAD, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0170-1032960400-cdd3286ebb1dea7c4f54	Spectrum
Predicted GC-MS	FAD, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TMS_1_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TMS_1_7, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TMS_1_8, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TMS_1_9, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TBDMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TBDMS_1_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TBDMS_1_7, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TBDMS_1_8, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	FAD, TBDMS_1_9, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-000i-0001200900-b0740b3d33d50996ccde	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000m-0105900000-3abff26d5bb35f8527b8	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-0931700000-73f360589a13230eea7a	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000j-0908600300-b1eccda8ebae8b9e4cc1	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-0900000000-bdb826f9c3cbc09eff9b	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-00di-0019800000-00ad56b6b6a3bb4516e6	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000b-0009400000-667064ca470a5c341974	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000j-0509700500-8766cb874f927ed5a795	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-0900000000-3125e04c09a14c62f22a	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-00di-0019700000-78c46ea4b4f562757e56	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000b-0009400000-94b845d2c8d082b9484c	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-001i-0000100900-6bac7b7f631dfc074a0c	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-001i-0920000000-49c9d4fb9b57a59f45a5	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-000i-0003900000-572f0b1bd59f71ab3c5f	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-000i-0003900000-d2ede6a2e7183f1c32a3	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-001i-0000100900-78554afbc26abe26af35	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-001i-0930000000-274da0a01c651b791733	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-000i-0003900000-55939cda9e14fc582757	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-000i-0003900000-db784762434fac3d351f	2012-08-31	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0932110400-f05626487523221c34de	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0930000000-86c3d6490bc3a27e053a	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052r-0980000000-58a46c839e0e520474d7	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-8482400900-2c4839849821d2807c57	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001l-5920100000-b38889aa3d09576e2f3e	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a7l-3900000000-f7144f6355fab252a516	2016-09-12	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum

Pathways

Name	SMPDB/Pathwhiz	KEGG
Citric Acid Cycle
Glycerol Phosphate Shuttle		Not Available
Riboflavin Metabolism
Aspartate Metabolism
Canavan Disease		Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Dihydrolipoyl dehydrogenase, mitochondrial	DLD	7q31-q32	P09622	details
Long-chain specific acyl-CoA dehydrogenase, mitochondrial	ACADL	2q34	P28330	details
Short-chain specific acyl-CoA dehydrogenase, mitochondrial	ACADS	12q24.31	P16219	details
Medium-chain specific acyl-CoA dehydrogenase, mitochondrial	ACADM	1p31	P11310	details
NADH-ubiquinone oxidoreductase chain 1	MT-ND1		P03886	details
NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 1	NDUFB1	14q32.12	O75438	details
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	ENPP1	6q22-q23	P22413	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial	NDUFS2	1q23	O75306	details
Succinate dehydrogenase cytochrome b560 subunit, mitochondrial	SDHC	1q23.3	Q99643	details
Peroxisomal sarcosine oxidase	PIPOX	17q11.2	Q9P0Z9	details
Peroxisomal N(1)-acetyl-spermine/spermidine oxidase	PAOX	10q26.3	Q6QHF9	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 12	NDUFA12	12q22	Q9UI09	details
NADH-cytochrome b5 reductase 3	CYB5R3	22q13.2	P00387	details
Aldehyde oxidase	AOX1	2q33	Q06278	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 1	NDUFA1		O15239	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 4-like 2	NDUFA4L2	12q13.3	Q9NRX3	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 3	NDUFA3	19q13.42	O95167	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 8	NDUFA8	9q33.2	P51970	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 4	NDUFA4	7p21.3	O00483	details
NADH-ubiquinone oxidoreductase chain 4L	MT-ND4L		P03901	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 11	NDUFA11	19p13.3	Q86Y39	details
Thioredoxin reductase 1, cytoplasmic	TXNRD1	12q23-q24.1	Q16881	details
Lathosterol oxidase	SC5DL	11q23.3	O75845	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 4, mitochondrial	NDUFS4	5q11.1	O43181	details
Ribosyldihydronicotinamide dehydrogenase [quinone]	NQO2	6p25.2	P16083	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 3, mitochondrial	NDUFS3	11p11.11	O75489	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 5	NDUFS5	1p34.2-p33	O43920	details
NADH dehydrogenase [ubiquinone] flavoprotein 2, mitochondrial	NDUFV2	18p11.22	P19404	details
Dimethylaniline monooxygenase [N-oxide-forming] 5	FMO5	1q21.1	P49326	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 10, mitochondrial	NDUFA10	2q37.3	O95299	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 6	NDUFA6	22q13.2	P56556	details
Peroxisomal acyl-coenzyme A oxidase 1	ACOX1	17q25.1	Q15067	details
D-aspartate oxidase	DDO	6q21	Q99489	details
NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 4	NDUFB4	3q13.33	O95168	details
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	SDHA	5p15	P31040	details
Heme oxygenase 2	HMOX2	16p13.3	P30519	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 8, mitochondrial	NDUFS8	11q13	O00217	details
Squalene monooxygenase	SQLE	8q24.1	Q14534	details
NADH-ubiquinone oxidoreductase chain 2	MT-ND2		P03891	details
Dimethylaniline monooxygenase [N-oxide-forming] 2	FMO2	1q24.3	Q99518	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 7	NDUFA7	19p13.2	O95182	details
Thioredoxin reductase 2, mitochondrial	TXNRD2	22q11.21	Q9NNW7	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 2	NDUFA2	5q31	O43678	details
Methionine synthase	MTR	1q43	Q99707	details
Amine oxidase [flavin-containing] B	MAOB	Xp11.23	P27338	details
NADH-ubiquinone oxidoreductase 75 kDa subunit, mitochondrial	NDUFS1	2q33-q34	P28331	details
NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 5, mitochondrial	NDUFB5	3q26.33	O43674	details
Peroxisomal acyl-coenzyme A oxidase 2	ACOX2	3p14.3	Q99424	details
Dimethylaniline monooxygenase [N-oxide-forming] 4	FMO4	1q24.3	P31512	details
Isovaleryl-CoA dehydrogenase, mitochondrial	IVD	15q14-q15	P26440	details
Amine oxidase [flavin-containing] A	MAOA	Xp11.3	P21397	details
NADH dehydrogenase [ubiquinone] 1 subunit C2	NDUFC2	11q14.1	O95298	details
Dimethylaniline monooxygenase [N-oxide-forming] 3	FMO3	1q24.3	P31513	details
NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 3	NDUFB3	2q31.3	O43676	details
NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 7	NDUFB7	19p13.12	P17568	details
Acyl carrier protein, mitochondrial	NDUFAB1	16p12.2	O14561	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 5	NDUFA5	7q32	Q16718	details
Electron transfer flavoprotein-ubiquinone oxidoreductase, mitochondrial	ETFDH	4q32-q35	Q16134	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 9, mitochondrial	NDUFA9	12p13.3	Q16795	details
NADH-ubiquinone oxidoreductase chain 4	MT-ND4		P03905	details
Succinate dehydrogenase [ubiquinone] cytochrome b small subunit, mitochondrial	SDHD	11q23	O14521	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 7, mitochondrial	NDUFS7	19p13.3	O75251	details
Xanthine dehydrogenase/oxidase	XDH	2p23.1	P47989	details
NADPH--cytochrome P450 reductase	POR	7q11.2	P16435	details
Dihydroorotate dehydrogenase (quinone), mitochondrial	DHODH	16q22	Q02127	details
Dimethylaniline monooxygenase [N-oxide-forming] 1	FMO1	1q24.3	Q01740	details
NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial	NDUFV1	11q13	P49821	details
NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 9	NDUFB9	8q13.3	Q9Y6M9	details
Methylenetetrahydrofolate reductase	MTHFR	1p36.3	P42898	details
NADH-ubiquinone oxidoreductase chain 6	MT-ND6		P03923	details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 13	NDUFA13	19p13.2	Q9P0J0	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 6, mitochondrial	NDUFS6	5p15.33	O75380	details
Peroxisomal acyl-coenzyme A oxidase 3	ACOX3	4p15.3	O15254	details
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	SDHB	1p36.1-p35	P21912	details
Ectonucleotide pyrophosphatase/phosphodiesterase family member 3	ENPP3	6q22	O14638	details
Glutathione reductase, mitochondrial	GSR	8p21.1	P00390	details
Glycerol-3-phosphate dehydrogenase, mitochondrial	GPD2	2q24.1	P43304	details
Heme oxygenase 1	HMOX1	22q13.1	P09601	details
Retinal dehydrogenase 1	ALDH1A1	9q21.13	P00352	details
Choline dehydrogenase, mitochondrial	CHDH	3p21.1	Q8NE62	details
Glutaryl-CoA dehydrogenase, mitochondrial	GCDH	19p13.2	Q92947	details
Dimethylglycine dehydrogenase, mitochondrial	DMGDH	5q14.1	Q9UI17	details
NADPH:adrenodoxin oxidoreductase, mitochondrial	FDXR	17q24-q25	P22570	details
Retinal dehydrogenase 2	ALDH1A2	15q21.3	O94788	details
D-amino-acid oxidase	DAO	12q24	P14920	details
Methionine synthase reductase	MTRR	5p15.31	Q9UBK8	details
tRNA-dihydrouridine synthase 2-like	DUS2L	16q22.1	Q9NX74	details
Flavin reductase (NADPH)	BLVRB	19q13.1-q13.2	P30043	details
Dihydropyrimidine dehydrogenase [NADP(+)]	DPYD	1p22	Q12882	details
Sarcosine dehydrogenase, mitochondrial	SARDH	9q33-q34	Q9UL12	details
Nitric oxide synthase, inducible	NOS2	17q11.2-q12	P35228	details
Nitric oxide synthase, brain	NOS1	12q24.2-q24.31	P29475	details
Nitric oxide synthase, endothelial	NOS3	7q36	P29474	details
Protoporphyrinogen oxidase	PPOX	1q22	P50336	details
NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 11, mitochondrial	NDUFB11		Q9NX14	details
Alkyldihydroxyacetonephosphate synthase, peroxisomal	AGPS	2q31.2	O00116	details
Short/branched chain specific acyl-CoA dehydrogenase, mitochondrial	ACADSB	10q26.13	P45954	details
NAD(P)H dehydrogenase [quinone] 1	NQO1	16q22.1	P15559	details
Putative dimethylaniline monooxygenase [N-oxide-forming] 6	FMO6P		O60774	details
Delta(24)-sterol reductase	DHCR24	1p32.3	Q15392	details
Proline dehydrogenase 1, mitochondrial	PRODH	22q11.21	O43272	details
D-2-hydroxyglutarate dehydrogenase, mitochondrial	D2HGDH	2q37.3	Q8N465	details
L-2-hydroxyglutarate dehydrogenase, mitochondrial	L2HGDH	14q21.3	Q9H9P8	details
Bifunctional ATP-dependent dihydroxyacetone kinase/FAD-AMP lyase (cyclizing)	DAK	11q12.2	Q3LXA3	details
Kynurenine 3-monooxygenase	KMO	1q42-q44	O15229	details
Spermine oxidase	SMOX	20p13	Q9NWM0	details
Dual oxidase 2	DUOX2	15q15.3	Q9NRD8	details
Probable D-lactate dehydrogenase, mitochondrial	LDHD	16q23.1	Q86WU2	details
Isobutyryl-CoA dehydrogenase, mitochondrial	ACAD8	11q25	Q9UKU7	details
Acyl-CoA dehydrogenase family member 9, mitochondrial	ACAD9	3q21.3	Q9H845	details
Probable proline dehydrogenase 2	PRODH2	19q13.1	Q9UF12	details
Dual oxidase 1	DUOX1	15q15.3	Q9NRD9	details
Thioredoxin reductase 3	TXNRD3	3q21.3	Q86VQ6	details
NADH-cytochrome b5 reductase 1	CYB5R1	1q32.1	Q9UHQ9	details
NADH-cytochrome b5 reductase 2	CYB5R2	11p15.4	Q6BCY4	details
Cytochrome b5 reductase 4	CYB5R4	6pter-q22.33	Q7L1T6	details
NADH-cytochrome b5 reductase-like	CYB5RL	1p32.3	Q6IPT4	details
Putative uncharacterized protein DKFZp686B0215	DKFZp686B0215		Q5HYI4	details
FAD synthase	FLAD1	1q21.3	Q8NFF5	details
Ubiquinone biosynthesis monooxygenase COQ6	COQ6		Q9Y2Z9	details
NADPH oxidase 5	NOX5	15q23	Q96PH1	details
NADPH oxidase 3	NOX3	6q25.3	Q9HBY0	details
Metalloreductase STEAP3	STEAP3	2q14.2	Q658P3	details
Very long-chain specific acyl-CoA dehydrogenase, mitochondrial	ACADVL	17p13.1	P49748	details
Acyl-coenzyme A oxidase-like protein	ACOXL	2q13	Q9NUZ1	details
FAD-linked sulfhydryl oxidase ALR	GFER	16p13.3-p13.12	P55789	details
Lysine-specific histone demethylase 1B	KDM1B	6p22.3	Q8NB78	details
tRNA-dihydrouridine synthase 1-like	DUS1L	17q25.3	Q6P1R4	details
tRNA-dihydrouridine synthase 3-like	DUS3L	19p13.3	Q96G46	details
tRNA-dihydrouridine synthase 4-like	DUS4L	7q22-q31	O95620	details
FAD-dependent oxidoreductase domain-containing protein 1	FOXRED1	11q24.2	Q96CU9	details
FAD-dependent oxidoreductase domain-containing protein 2	FOXRED2	22q12.3	Q8IWF2	details
Lysine-specific histone demethylase 1A	KDM1A	1p36.12	O60341	details
Protein-methionine sulfoxide oxidase MICAL1	MICAL1	6q21	Q8TDZ2	details
Protein-methionine sulfoxide oxidase MICAL2	MICAL2	11p15.3	O94851	details
Protein-methionine sulfoxide oxidase MICAL3	MICAL3	22q11.21	Q7RTP6	details
NADPH-dependent diflavin oxidoreductase 1	NDOR1	9q34.3	Q9UHB4	details
NADPH oxidase 1	NOX1		Q9Y5S8	details
NADPH oxidase 4	NOX4	11q14.2-q21	Q9NPH5	details
L-amino-acid oxidase	IL4I1	19q13.3-q13.4	Q96RQ9	details
Oxidoreductase NAD-binding domain-containing protein 1	OXNAD1	3p25-p24	Q96HP4	details
Prenylcysteine oxidase 1	PCYOX1	2p13.3	Q9UHG3	details
Prenylcysteine oxidase-like	PCYOX1L	5q32	Q8NBM8	details
[Pyruvate dehydrogenase [acetyl-transferring]]-phosphatase 2, mitochondrial	PDP2	16q22.1	Q9P2J9	details
Pyridine nucleotide-disulfide oxidoreductase domain-containing protein 1	PYROXD1	12p12.1	Q8WU10	details
Sulfhydryl oxidase 1	QSOX1	1q24	O00391	details
Sulfhydryl oxidase 2	QSOX2	9q34.3	Q6ZRP7	details
Renalase	RNLS	10q23.31	Q5VYX0	details
All-trans-retinol 13,14-reductase	RETSAT	2p11.2	Q6NUM9	details
Sulfide:quinone oxidoreductase, mitochondrial	SQRDL	15q15	Q9Y6N5	details
Metalloreductase STEAP1	STEAP1	7q21	Q9UHE8	details
Metalloreductase STEAP2	STEAP2	7q21	Q8NFT2	details
Metalloreductase STEAP4	STEAP4	7q21.12	Q687X5	details
NADH dehydrogenase (Ubiquinone) 1 beta subcomplex, 2, 8kDa	NDUFB2	7q34	A4D1T5	details

Transporters

Protein Name	Gene Name	Locus	Uniprot ID	Details
NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 11	NDUFA11	19p13.3	Q86Y39	details
Acyl carrier protein, mitochondrial	NDUFAB1	16p12.2	O14561	details
Nitric oxide synthase, inducible	NOS2	17q11.2-q12	P35228	details

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	ENPP1	6q22-q23	P22413	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial	NDUFS2	1q23	O75306	details
Succinate dehydrogenase cytochrome b560 subunit, mitochondrial	SDHC	1q23.3	Q99643	details
Aldehyde oxidase	AOX1	2q33	Q06278	details
Lathosterol oxidase	SC5DL	11q23.3	O75845	details
Ribosyldihydronicotinamide dehydrogenase [quinone]	NQO2	6p25.2	P16083	details
NADH dehydrogenase [ubiquinone] flavoprotein 2, mitochondrial	NDUFV2	18p11.22	P19404	details
Heme oxygenase 2	HMOX2	16p13.3	P30519	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 8, mitochondrial	NDUFS8	11q13	O00217	details
Methionine synthase	MTR	1q43	Q99707	details
NADH-ubiquinone oxidoreductase 75 kDa subunit, mitochondrial	NDUFS1	2q33-q34	P28331	details
Electron transfer flavoprotein-ubiquinone oxidoreductase, mitochondrial	ETFDH	4q32-q35	Q16134	details
Succinate dehydrogenase [ubiquinone] cytochrome b small subunit, mitochondrial	SDHD	11q23	O14521	details
NADH dehydrogenase [ubiquinone] iron-sulfur protein 7, mitochondrial	NDUFS7	19p13.3	O75251	details
Xanthine dehydrogenase/oxidase	XDH	2p23.1	P47989	details
NADPH--cytochrome P450 reductase	POR	7q11.2	P16435	details
NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial	NDUFV1	11q13	P49821	details
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	SDHB	1p36.1-p35	P21912	details
Ectonucleotide pyrophosphatase/phosphodiesterase family member 3	ENPP3	6q22	O14638	details
Glycerol-3-phosphate dehydrogenase, mitochondrial	GPD2	2q24.1	P43304	details
Heme oxygenase 1	HMOX1	22q13.1	P09601	details
Methionine synthase reductase	MTRR	5p15.31	Q9UBK8	details
Dihydropyrimidine dehydrogenase [NADP(+)]	DPYD	1p22	Q12882	details
Nitric oxide synthase, inducible	NOS2	17q11.2-q12	P35228	details
Nitric oxide synthase, brain	NOS1	12q24.2-q24.31	P29475	details
Nitric oxide synthase, endothelial	NOS3	7q36	P29474	details
Cytochrome b-245 heavy chain	CYBB		P04839	details
Bifunctional ATP-dependent dihydroxyacetone kinase/FAD-AMP lyase (cyclizing)	DAK	11q12.2	Q3LXA3	details
Dual oxidase 2	DUOX2	15q15.3	Q9NRD8	details
Dual oxidase 1	DUOX1	15q15.3	Q9NRD9	details
Cytochrome b5 reductase 4	CYB5R4	6pter-q22.33	Q7L1T6	details
NADPH oxidase 5	NOX5	15q23	Q96PH1	details
NADPH oxidase 3	NOX3	6q25.3	Q9HBY0	details
Metalloreductase STEAP3	STEAP3	2q14.2	Q658P3	details
Lysine-specific histone demethylase 1B	KDM1B	6p22.3	Q8NB78	details
tRNA-dihydrouridine synthase 3-like	DUS3L	19p13.3	Q96G46	details
Protein-methionine sulfoxide oxidase MICAL1	MICAL1	6q21	Q8TDZ2	details
Protein-methionine sulfoxide oxidase MICAL2	MICAL2	11p15.3	O94851	details
Protein-methionine sulfoxide oxidase MICAL3	MICAL3	22q11.21	Q7RTP6	details
NADPH-dependent diflavin oxidoreductase 1	NDOR1	9q34.3	Q9UHB4	details
NADPH oxidase 1	NOX1		Q9Y5S8	details
NADPH oxidase 4	NOX4	11q14.2-q21	Q9NPH5	details
[Pyruvate dehydrogenase [acetyl-transferring]]-phosphatase 2, mitochondrial	PDP2	16q22.1	Q9P2J9	details
Metalloreductase STEAP1	STEAP1	7q21	Q9UHE8	details
Metalloreductase STEAP2	STEAP2	7q21	Q8NFT2	details
Metalloreductase STEAP4	STEAP4	7q21.12	Q687X5	details

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	ENPP1	6q22-q23	P22413	details
Ectonucleotide pyrophosphatase/phosphodiesterase family member 3	ENPP3	6q22	O14638	details
Retinal dehydrogenase 2	ALDH1A2	15q21.3	O94788	details
Nitric oxide synthase, brain	NOS1	12q24.2-q24.31	P29475	details

Transcriptional Factors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Heme oxygenase 1	HMOX1	22q13.1	P09601	details
Nitric oxide synthase, brain	NOS1	12q24.2-q24.31	P29475	details
Isobutyryl-CoA dehydrogenase, mitochondrial	ACAD8	11q25	Q9UKU7	details
Lysine-specific histone demethylase 1A	KDM1A	1p36.12	O60341	details

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0001248

DrugBank ID

DB03147

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Flavin_adenine_dinucleotide

METLIN ID

6106

PubChem Compound

643975

PDB ID

Not Available

ChEBI ID

16238

References

General References

Not Available

Only showing the first 10 proteins. There are 211 proteins in total.

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Enzymes

Enzyme Details

1. Dihydrolipoyl dehydrogenase, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Lipoamide dehydrogenase is a component of the glycine cleavage system as well as of the alpha-ketoacid dehydrogenase complexes. Involved in the hyperactivation of spermatazoa during capacitation and in the spermatazoal acrosome reaction.
Gene Name:: DLD
Uniprot ID:: P09622
Molecular weight:: 54176.91

Enzyme Details

2. Long-chain specific acyl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Not Available
Gene Name:: ACADL
Uniprot ID:: P28330
Molecular weight:: 47655.275

Enzyme Details

3. Short-chain specific acyl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Not Available
Gene Name:: ACADS
Uniprot ID:: P16219
Molecular weight:: 44296.705

Enzyme Details

4. Medium-chain specific acyl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: This enzyme is specific for acyl chain lengths of 4 to 16.
Gene Name:: ACADM
Uniprot ID:: P11310
Molecular weight:: 46587.98

Enzyme Details

5. NADH-ubiquinone oxidoreductase chain 1

General function:: Involved in oxidation reduction
Specific function:: Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:: MT-ND1
Uniprot ID:: P03886
Molecular weight:: 35660.055

Enzyme Details

6. NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 1

General function:: Involved in NADH dehydrogenase activity
Specific function:: Accessory subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I), that is believed not to be involved in catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone
Gene Name:: NDUFB1
Uniprot ID:: O75438
Molecular weight:: 6961.2

Enzyme Details

7. Ectonucleotide pyrophosphatase/phosphodiesterase family member 1

General function:: Involved in catalytic activity
Specific function:: Involved primarily in ATP hydrolysis at the plasma membrane. Plays a role in regulating pyrophosphate levels, and functions in bone mineralization and soft tissue calcification. In vitro, has a broad specificity, hydrolyzing other nucleoside 5' triphosphates such as GTP, CTP, TTP and UTP to their corresponding monophosphates with release of pyrophosphate and diadenosine polyphosphates, and also 3',5'-cAMP to AMP. May also be involved in the regulation of the availability of nucleotide sugars in the endoplasmic reticulum and Golgi, and the regulation of purinergic signaling. Appears to modulate insulin sensitivity.
Gene Name:: ENPP1
Uniprot ID:: P22413
Molecular weight:: 104923.58

Enzyme Details

8. NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial

General function:: Involved in oxidoreductase activity, acting on NADH or NADPH
Specific function:: Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:: NDUFS2
Uniprot ID:: O75306
Molecular weight:: 51851.59

Enzyme Details

9. Succinate dehydrogenase cytochrome b560 subunit, mitochondrial

General function:: Involved in succinate dehydrogenase activity
Specific function:: Membrane-anchoring subunit of succinate dehydrogenase (SDH) that is involved in complex II of the mitochondrial electron transport chain and is responsible for transferring electrons from succinate to ubiquinone (coenzyme Q).
Gene Name:: SDHC
Uniprot ID:: Q99643
Molecular weight:: 16650.185

Enzyme Details

10. Peroxisomal sarcosine oxidase

General function:: Involved in oxidoreductase activity
Specific function:: Metabolizes sarcosine, L-pipecolic acid and L-proline.
Gene Name:: PIPOX
Uniprot ID:: Q9P0Z9
Molecular weight:: 44065.515

Transporters

Enzyme Details

1. NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 11

General function:: Involved in protein transporter activity
Specific function:: Accessory subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I), that is believed not to be involved in catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone
Gene Name:: NDUFA11
Uniprot ID:: Q86Y39
Molecular weight:: 14852.0

Enzyme Details

2. Acyl carrier protein, mitochondrial

General function:: Involved in acyl carrier activity
Specific function:: Carrier of the growing fatty acid chain in fatty acid biosynthesis in mitochondria. Accessory and non-catalytic subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I), which functions in the transfer of electrons from NADH to the respiratory chain
Gene Name:: NDUFAB1
Uniprot ID:: O14561
Molecular weight:: 17417.1

Enzyme Details

3. Nitric oxide synthase, inducible

General function:: Involved in oxidoreductase activity
Specific function:: Produces nitric oxide (NO) which is a messenger molecule with diverse functions throughout the body. In macrophages, NO mediates tumoricidal and bactericidal actions. Also has nitrosylase activity and mediates cysteine S-nitrosylation of cytoplasmic target proteins such COX2.
Gene Name:: NOS2
Uniprot ID:: P35228
Molecular weight:: 131116.3

Only showing the first 10 proteins. There are 211 proteins in total.

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Showing Compound Card for FAD (CDB004898)

Structure for CDB004898 (FAD)

Enzymes

Transporters