Cannabis Compound Database: Showing Compound Card for Glyceraldehyde (CDB005261)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (12) Show 13 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 19:25:28 UTC

Updated at

2020-12-07 19:11:51 UTC

CannabisDB ID

CDB005261

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Glyceraldehyde

Description

Glyceraldehyde, also known as aldotriose or glycerose, belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn. Glyceraldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Glyceraldehyde exists in all living species, ranging from bacteria to humans. In humans, glyceraldehyde is involved in the metabolic disorder called the transaldolase deficiency pathway. Outside of the human body, Glyceraldehyde has been detected, but not quantified in, milk (cow). This could make glyceraldehyde a potential biomarker for the consumption of these foods. Glyceraldehyde is a potentially toxic compound. It is a sweet colorless crystalline solid that is an intermediate compound in carbohydrate metabolism. Glyceraldehyde is a highly reactive compound that can modify and cross-link proteins. Glyceraldehyde is a triose monosaccharide with chemical formula C3H6O3. Glyceraldehyde 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
(+-)-Glyceraldehyde	ChEBI
2,3-Dihydroxypropanal	ChEBI
2,3-Dihydroxypropionaldehyde	ChEBI
Aldotriose	ChEBI
alpha,beta-Dihydroxypropionaldehyde	ChEBI
DL-Glyceraldehyde	ChEBI
Gliceraldehido	ChEBI
Glyceraldehyd	ChEBI
Glyceric aldehyde	ChEBI
Glycerinaldehyd	ChEBI
Glycerinaldehyde	ChEBI
Glycerinformal	ChEBI
Glycerose	ChEBI
Glyzerinaldehyd	ChEBI
a,b-Dihydroxypropionaldehyde	Generator
Α,β-dihydroxypropionaldehyde	Generator
(+/-)-2,3-dihydroxy-propanal	HMDB
(+/-)-glyceraldehyde	HMDB
D-(+)-Glyceraldehyde	HMDB
D-2,3-Dihydroxypropanal	HMDB
D-2,3-Dihydroxypropionaldehyde	HMDB
D-Aldotriose	HMDB
D-Glyceraldehyde	HMDB
D-Glycerose	HMDB
delta-(+)-Glyceraldehyde	HMDB
delta-2,3-Dihydroxypropanal	HMDB
delta-2,3-Dihydroxypropionaldehyde	HMDB
delta-Aldotriose	HMDB
delta-Glyceraldehyde	HMDB
delta-Glycerose	HMDB
Dihydroxypropionaldehyde	HMDB

Chemical Formula

C₃H₆O₃

Average Molecular Weight

90.08

Monoisotopic Molecular Weight

90.0317

IUPAC Name

2,3-dihydroxypropanal

Traditional Name

(+/-)-glyceraldehyde

CAS Registry Number

56-82-6

SMILES

OCC(O)C=O

InChI Identifier

InChI=1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2

InChI Key

MNQZXJOMYWMBOU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharides

Alternative Parents

Substituents

Monosaccharide
Alpha-hydroxyaldehyde
Secondary alcohol
1,2-diol
Organic oxide
Hydrocarbon derivative
Short-chain aldehyde
Primary alcohol
Carbonyl group
Aldehyde
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

aldotriose (CHEBI:5445 )
DL-glyceraldehyde (L-GLYCERALDEHYDE )

Ontology

Physiological effect

Health effect:

Health condition:

Fanconi syndrome

Disposition

Source:

Endogenous

Biological location:

Cell and elements:

Cell:

Nerve cell

Biofluid and excreta:

Subcellular:

Cytoplasm

Role

Indirect biological role:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	145 °C	Not Available
Boiling Point	140 to 150 °C at 0.8 mmHg	Wikipedia
Water Solubility	17 mg/mL	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.6	ALOGPS
logP	-1.7	ChemAxon
logS	0.96	ALOGPS
pKa (Strongest Acidic)	12.84	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	19.46 m³·mol⁻¹	ChemAxon
Polarizability	8.07 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Glyceraldehyde, non-derivatized, GC-MS Spectrum	splash10-0udj-1900000000-66c3a7fb073f6c5c86a0	Spectrum
GC-MS	Glyceraldehyde, non-derivatized, GC-MS Spectrum	splash10-0udi-1900000000-3fd8dc5205f5abb770ca	Spectrum
GC-MS	Glyceraldehyde, non-derivatized, GC-MS Spectrum	splash10-0udi-0900000000-228dd3700017b511ddd9	Spectrum
GC-MS	Glyceraldehyde, non-derivatized, GC-MS Spectrum	splash10-0w2a-0910000000-74411a9433752c08b424	Spectrum
GC-MS	Glyceraldehyde, non-derivatized, GC-MS Spectrum	splash10-0udj-1900000000-66c3a7fb073f6c5c86a0	Spectrum
GC-MS	Glyceraldehyde, non-derivatized, GC-MS Spectrum	splash10-0udi-1900000000-3fd8dc5205f5abb770ca	Spectrum
Predicted GC-MS	Glyceraldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03gl-9000000000-04537fb12b74f4857059	Spectrum
Predicted GC-MS	Glyceraldehyde, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0g4r-9730000000-bb9b8a35e01fa42c3f2e	Spectrum
Predicted GC-MS	Glyceraldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Glyceraldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Glyceraldehyde, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Glyceraldehyde, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Glyceraldehyde, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Glyceraldehyde, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Glyceraldehyde, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Glyceraldehyde, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Glyceraldehyde, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Glyceraldehyde, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Glyceraldehyde, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Glyceraldehyde, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Glyceraldehyde, TBDMS_2_3, 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)	splash10-03di-9000000000-25cf3a1adcc93448a673	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0006-9000000000-c5b3efaddb77bd3470a0	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-01ox-9000000000-ff6b63535e8104e1a60f	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - , negative	splash10-000i-9000000000-ca32a106d1461e63eea5	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-af49bbc2fc7043fc3c04	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006x-9000000000-876e932a7b8564c247dd	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0596-9000000000-9dc05bb3457ad5d98b3b	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-7749188cec001a162f6b	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-08daa6fe14473ac5bc2e	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-bb4eb4e9f59323f2cae5	2016-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0079-9000000000-3cb73efbb0ef4186837f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-41e64da2b99cd707e835	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-a516ef0decbed3a53fd6	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05fv-9000000000-58125ea4710c5863a7cc	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052b-9000000000-a014d8affc7e437e8106	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052g-9000000000-1f025d763cc3b0d6b99a	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, 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, 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
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 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
Glycerolipid Metabolism
Fructose and Mannose Degradation
Fructosuria		Not Available
Fructose intolerance, hereditary		Not Available
Glycerol Kinase Deficiency		Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Aldose reductase	AKR1B1	7q35	P15121	details
4-trimethylaminobutyraldehyde dehydrogenase	ALDH9A1	1q23.1	P49189	details
Alpha-aminoadipic semialdehyde dehydrogenase	ALDH7A1	5q31	P49419	details
Aldehyde dehydrogenase, mitochondrial	ALDH2	12q24.2	P05091	details
Fatty aldehyde dehydrogenase	ALDH3A2	17p11.2	P51648	details
Aldehyde dehydrogenase X, mitochondrial	ALDH1B1	9p11.1	P30837	details
Alcohol dehydrogenase [NADP(+)]	AKR1A1	1p33-p32	P14550	details
Fructose-bisphosphate aldolase A	ALDOA	16p11.2	P04075	details
Fructose-bisphosphate aldolase C	ALDOC	17cen-q12	P09972	details
Fructose-bisphosphate aldolase B	ALDOB	9q21.3-q22.2	P05062	details
Bifunctional ATP-dependent dihydroxyacetone kinase/FAD-AMP lyase (cyclizing)	DAK	11q12.2	Q3LXA3	details
Aldo-keto reductase family 1 member B10	AKR1B10		O60218	details

Transporters

Not Available

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Bifunctional ATP-dependent dihydroxyacetone kinase/FAD-AMP lyase (cyclizing)	DAK	11q12.2	Q3LXA3	details

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0250760

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Glyceraldehyde

METLIN ID

Not Available

PubChem Compound

751

PDB ID

Not Available

ChEBI ID

5445

References

General References

Not Available

Only showing the first 10 proteins. There are 13 proteins in total.

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Enzymes

Enzyme Details

1. Aldose reductase

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the NADPH-dependent reduction of a wide variety of carbonyl-containing compounds to their corresponding alcohols with a broad range of catalytic efficiencies.
Gene Name:: AKR1B1
Uniprot ID:: P15121
Molecular weight:: 35853.125

Enzyme Details

2. 4-trimethylaminobutyraldehyde dehydrogenase

General function:: Involved in oxidoreductase activity
Specific function:: Converts gamma-trimethylaminobutyraldehyde into gamma-butyrobetaine. Catalyzes the irreversible oxidation of a broad range of aldehydes to the corresponding acids in an NAD-dependent reaction.
Gene Name:: ALDH9A1
Uniprot ID:: P49189
Molecular weight:: 56291.485

Enzyme Details

3. Alpha-aminoadipic semialdehyde dehydrogenase

General function:: Involved in oxidoreductase activity
Specific function:: Multifunctional enzyme mediating important protective effects. Metabolizes betaine aldehyde to betaine, an important cellular osmolyte and methyl donor. Protects cells from oxidative stress by metabolizing a number of lipid peroxidation-derived aldehydes. Involved in lysine catabolism.
Gene Name:: ALDH7A1
Uniprot ID:: P49419
Molecular weight:: 58486.74

Enzyme Details

4. Aldehyde dehydrogenase, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Not Available
Gene Name:: ALDH2
Uniprot ID:: P05091
Molecular weight:: 56380.93

Enzyme Details

5. Fatty aldehyde dehydrogenase

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the oxidation of long-chain aliphatic aldehydes to fatty acids. Active on a variety of saturated and unsaturated aliphatic aldehydes between 6 and 24 carbons in length. Responsible for conversion of the sphingosine 1-phosphate (S1P) degradation product hexadecenal to hexadecenoic acid.
Gene Name:: ALDH3A2
Uniprot ID:: P51648
Molecular weight:: 54847.36

Enzyme Details

6. Aldehyde dehydrogenase X, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: ALDHs play a major role in the detoxification of alcohol-derived acetaldehyde. They are involved in the metabolism of corticosteroids, biogenic amines, neurotransmitters, and lipid peroxidation.
Gene Name:: ALDH1B1
Uniprot ID:: P30837
Molecular weight:: 57248.96

Enzyme Details

7. Alcohol dehydrogenase [NADP(+)]

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the NADPH-dependent reduction of a variety of aromatic and aliphatic aldehydes to their corresponding alcohols. Catalyzes the reduction of mevaldate to mevalonic acid and of glyceraldehyde to glycerol. Has broad substrate specificity. In vitro substrates include succinic semialdehyde, 4-nitrobenzaldehyde, 1,2-naphthoquinone, methylglyoxal, and D-glucuronic acid. Plays a role in the activation of procarcinogens, such as polycyclic aromatic hydrocarbon trans-dihydrodiols, and in the metabolism of various xenobiotics and drugs, including the anthracyclines doxorubicin (DOX) and daunorubicin (DAUN).
Gene Name:: AKR1A1
Uniprot ID:: P14550
Molecular weight:: 36572.71

Enzyme Details

8. Fructose-bisphosphate aldolase A

General function:: Involved in fructose-bisphosphate aldolase activity
Specific function:: Plays a key role in glycolysis and gluconeogenesis. In addition, may also function as scaffolding protein (By similarity).
Gene Name:: ALDOA
Uniprot ID:: P04075
Molecular weight:: 39419.675

Enzyme Details

9. Fructose-bisphosphate aldolase C

General function:: Involved in fructose-bisphosphate aldolase activity
Specific function:: Not Available
Gene Name:: ALDOC
Uniprot ID:: P09972
Molecular weight:: 39455.505

Enzyme Details

10. Fructose-bisphosphate aldolase B

General function:: Involved in fructose-bisphosphate aldolase activity
Specific function:: Not Available
Gene Name:: ALDOB
Uniprot ID:: P05062
Molecular weight:: 39472.715

Only showing the first 10 proteins. There are 13 proteins in total.

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Showing Compound Card for Glyceraldehyde (CDB005261)

Structure for CDB005261 (Glyceraldehyde)

Enzymes