Cannabis Compound Database: Showing Compound Card for Molybdopterin (CDB005171)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (6) Show 11 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 19:16:28 UTC

Updated at

2020-11-18 16:39:28 UTC

CannabisDB ID

CDB005171

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Molybdopterin

Description

Molybdopterin belongs to the class of organic compounds known as pyranopterins and derivatives. These are pterin derivatives in which a pyran ring is fused either to the pyrimidine ring or the pyrazine ring of the pterin moiety. One of these enzymes is a radical SAM, a family of enzymes often associated with C—X bond-forming reactions (X S, N). Molybdopterin is a moderately basic compound (based on its pKa). Molybdopterin exists in all living organisms, ranging from bacteria to humans. In this case, the tungsten-selenium pair has been speculated to function analogously to the molybdenum-sulfur pairing of some molybdenum cofactor-requiring enzymes. The only molybdenum-containing enzymes that do not feature molybdopterins are the nitrogenases (enzymes that fix nitrogen) (iii) the conversion of cPMP into molybdopterin (MPT),. Molybdopterin is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₀H₁₆MoN₅O₈PS₂

Average Molecular Weight

525.31

Monoisotopic Molecular Weight

526.9232

IUPAC Name

molybdenum(2+) ion 8-[(hydrogen phosphonooxy)methyl]-2-imino-6,7-disulfanyl-1H,2H,5H,5aH,8H,9aH,10H-pyrano[3,2-g]pteridin-4-olate dihydrate

Traditional Name

molybdenum(2+) ion 8-[(hydrogen phosphonooxy)methyl]-2-imino-6,7-disulfanyl-1H,5H,5aH,8H,9aH,10H-pyrano[3,2-g]pteridin-4-olate dihydrate

CAS Registry Number

220399-50-8

SMILES

O.O.[Mo++].[H]C1(COP(O)([O-])=O)OC2([H])NC3=C(NC2([H])C(S)=C1S)C([O-])=NC(=N)N3

InChI Identifier

InChI=1S/C10H14N5O6PS2.Mo.2H2O/c11-10-14-7-4(8(16)15-10)12-3-6(24)5(23)2(21-9(3)13-7)1-20-22(17,18)19;;;/h2-3,9,12,23-24H,1H2,(H2,17,18,19)(H4,11,13,14,15,16);;2*1H2/q;+2;;/p-2

InChI Key

VUKICSJFFDCESC-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranopterins and derivatives. These are pterin derivatives in which a pyran ring is fused either to the pyrimidine ring or the pyrazine ring of the pterin moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Pyranopterins and derivatives

Alternative Parents

Substituents

Pyranopterin
Secondary aliphatic/aromatic amine
Organic phosphoric acid derivative
Phosphoric acid ester
Pyran
Pyrimidine
Alkyl phosphate
Heteroaromatic compound
Alkylthiol
Oxacycle
Secondary amine
Thioenol
Azacycle
Organic transition metal salt
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organosulfur compound
Organic nitrogen compound
Organonitrogen compound
Organic zwitterion
Organic salt
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.86	ALOGPS
logP	-1.9	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	1.19	ChemAxon
pKa (Strongest Basic)	2.91	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	174.18 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	119.21 m³·mol⁻¹	ChemAxon
Polarizability	34.18 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Not Available

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0001490000-bf4dfec34731bf10ebad	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-1606490000-e83ef8869348bf49af28	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-020r-4982200000-b29a94b7f07e6ea22651	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-05e9-9606040000-926bcbb9296f4a9cd5e0	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9101010000-2dd652c6c798de5919fb	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-58324c83b689024dc935	2015-09-15	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Aldehyde oxidase	AOX1	2q33	Q06278	details
Xanthine dehydrogenase/oxidase	XDH	2p23.1	P47989	details
Molybdopterin synthase sulfur carrier subunit	MOCS2	5q11	O96033	details
Molybdopterin synthase catalytic subunit	MOCS2	5q11	O96007	details
Adenylyltransferase and sulfurtransferase MOCS3	MOCS3	20q13.13	O95396	details
Molybdenum cofactor sulfurase	MOCOS	18q12	Q96EN8	details

Transporters

Not Available

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Aldehyde oxidase	AOX1	2q33	Q06278	details
Xanthine dehydrogenase/oxidase	XDH	2p23.1	P47989	details
Adenylyltransferase and sulfurtransferase MOCS3	MOCS3	20q13.13	O95396	details
Gephyrin	GPHN	14q23.3	Q9NQX3	details
Molybdenum cofactor sulfurase	MOCOS	18q12	Q96EN8	details

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0002206

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Molybdopterin

METLIN ID

Not Available

PubChem Compound

131750325

PDB ID

Not Available

ChEBI ID

Not Available

References

General References

Not Available

Only showing the first 10 proteins. There are 11 proteins in total.

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Enzymes

Enzyme Details

1. Aldehyde oxidase

General function:: Involved in oxidoreductase activity
Specific function:: Not Available
Gene Name:: AOX1
Uniprot ID:: Q06278
Molecular weight:: 147916.735

Enzyme Details

2. Xanthine dehydrogenase/oxidase

General function:: Involved in oxidoreductase activity
Specific function:: Key enzyme in purine degradation. Catalyzes the oxidation of hypoxanthine to xanthine. Catalyzes the oxidation of xanthine to uric acid. Contributes to the generation of reactive oxygen species. Has also low oxidase activity towards aldehydes (in vitro).
Gene Name:: XDH
Uniprot ID:: P47989
Molecular weight:: 146422.99

Enzyme Details

3. Molybdopterin synthase sulfur carrier subunit

General function:: Involved in Mo-molybdopterin cofactor biosynthetic process
Specific function:: Acts as a sulfur carrier required for molybdopterin biosynthesis. Component of the molybdopterin synthase complex that catalyzes the conversion of precursor Z into molybdopterin by mediating the incorporation of 2 sulfur atoms into precursor Z to generate a dithiolene group. In the complex, serves as sulfur donor by being thiocarboxylated (-COSH) at its C-terminus by MOCS3. After interaction with MOCS2B, the sulfur is then transferred to precursor Z to form molybdopterin.
Gene Name:: MOCS2
Uniprot ID:: O96033
Molecular weight:: 9755.235

Enzyme Details

4. Molybdopterin synthase catalytic subunit

General function:: Involved in Mo-molybdopterin cofactor biosynthetic process
Specific function:: Catalytic subunit of the molybdopterin synthase complex, a complex that catalyzes the conversion of precursor Z into molybdopterin. Acts by mediating the incorporation of 2 sulfur atoms from thiocarboxylated MOCS2A into precursor Z to generate a dithiolene group.
Gene Name:: MOCS2
Uniprot ID:: O96007
Molecular weight:: 20943.735

Enzyme Details

5. Adenylyltransferase and sulfurtransferase MOCS3

General function:: Involved in catalytic activity
Specific function:: Plays a central role in 2-thiolation of mcm(5)S(2)U at tRNA wobble positions of tRNA(Lys), tRNA(Glu) and tRNA(Gln). Also essential during biosynthesis of the molybdenum cofactor. Acts by mediating the C-terminal thiocarboxylation of sulfur carriers URM1 and MOCS2A. Its N-terminus first activates URM1 and MOCS2A as acyl-adenylates (-COAMP), then the persulfide sulfur on the catalytic cysteine is transferred to URM1 and MOCS2A to form thiocarboxylation (-COSH) of their C-terminus. The reaction probably involves hydrogen sulfide that is generated from the persulfide intermediate and that acts as nucleophile towards URM1 and MOCS2A. Subsequently, a transient disulfide bond is formed. Does not use thiosulfate as sulfur donor; NFS1 probably acting as a sulfur donor for thiocarboxylation reactions.
Gene Name:: MOCS3
Uniprot ID:: O95396
Molecular weight:: 49668.685

Enzyme Details

6. Molybdenum cofactor sulfurase

General function:: Involved in metabolic process
Specific function:: Sulfurates the molybdenum cofactor. Sulfation of molybdenum is essential for xanthine dehydrogenase (XDH) and aldehyde oxidase (ADO) enzymes in which molybdenum cofactor is liganded by 1 oxygen and 1 sulfur atom in active form. In vitro, the C-terminal domain is able to reduce N-hydroxylated prodrugs, such as benzamidoxime.
Gene Name:: MOCOS
Uniprot ID:: Q96EN8
Molecular weight:: 98118.965

Only showing the first 10 proteins. There are 11 proteins in total.

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Showing Compound Card for Molybdopterin (CDB005171)

Structure for CDB005171 (Molybdopterin)

Enzymes