ChemFOnt: Showing chemical card for 1-O-all-trans-retinoyl-beta-glucuronic Acid (CFc000043044)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:53 UTC

Chemfont ID

CFc000043044

Molecule Identification

Common Name

1-O-all-trans-retinoyl-beta-glucuronic Acid

Definition

1-O-all-trans-retinoyl-beta-glucuronic Acid is classified as a member of the Diterpene glycosides. Diterpene glycosides are diterpenoids in which an isoprene unit is glycosylated. 1-O-all-trans-retinoyl-beta-glucuronic Acid is considered to be practically insoluble (in water) and acidic. 1-O-all-trans-retinoyl-beta-glucuronic Acid is an isoprenoid lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-O-all-trans-Retinoyl-b-glucuronate	Generator
1-O-all-trans-Retinoyl-b-glucuronic acid	Generator
1-O-all-trans-Retinoyl-beta-glucuronate	Generator
1-O-all-trans-Retinoyl-β-glucuronate	Generator
1-O-all-trans-Retinoyl-β-glucuronic acid	Generator

Chemical Formula

C₂₆H₃₆O₈

Average Molecular Weight

476.566

Monoisotopic Molecular Weight

476.241018119

IUPAC Name

(3S,6S)-6-{[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(3S,6S)-6-{[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]/C(=C(/[H])\C(\C)=C(/[H])C(=O)O[C@]1([H])OC([H])(C(O)=O)[C@@]([H])(O)C([H])(O)C1([H])O)/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)CCCC1(C)C

InChI Identifier

InChI=1S/C26H36O8/c1-15(11-12-18-17(3)10-7-13-26(18,4)5)8-6-9-16(2)14-19(27)33-25-22(30)20(28)21(29)23(34-25)24(31)32/h6,8-9,11-12,14,20-23,25,28-30H,7,10,13H2,1-5H3,(H,31,32)/b9-6+,12-11+,15-8+,16-14+/t20?,21-,22?,23?,25+/m0/s1

InChI Key

MTGFYEHKPMOVNE-PQHKWSGMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Retinoid ester
Diterpenoid
Retinoid skeleton
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Beta-hydroxy acid
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Hydroxy acid
Monosaccharide
Oxane
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Oxacycle
Acetal
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Retinoids (LMPR01090051 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062632)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.046 g/L	ALOGPS
logP	3.57	ALOGPS
logP	3.3	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.39	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	130.09 m³·mol⁻¹	ChemAxon
Polarizability	52.82 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0062632

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

Not Available

METLIN ID

Not Available

PubChem Compound

56940677

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1-O-all-trans-retinoyl-beta-glucuronic Acid (CFc000043044)

MOL for CFc000043044 (1-O-all-trans-retinoyl-beta-glucuronic Acid)

3D MOL for CFc000043044 (1-O-all-trans-retinoyl-beta-glucuronic Acid)

3D SDF for CFc000043044 (1-O-all-trans-retinoyl-beta-glucuronic Acid)

3D-SDF for CFc000043044 (1-O-all-trans-retinoyl-beta-glucuronic Acid)

PDB for CFc000043044 (1-O-all-trans-retinoyl-beta-glucuronic Acid)

3D PDB for CFc000043044 (1-O-all-trans-retinoyl-beta-glucuronic Acid)

SMILES for CFc000043044 (1-O-all-trans-retinoyl-beta-glucuronic Acid)

INCHI for CFc000043044 (1-O-all-trans-retinoyl-beta-glucuronic Acid)

Structure for CFc000043044 (1-O-all-trans-retinoyl-beta-glucuronic Acid)

3D Structure for CFc000043044 (1-O-all-trans-retinoyl-beta-glucuronic Acid)