ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid (CFc000135327)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:08:12 UTC

Chemfont ID

CFc000135327

Molecule Identification

Common Name

3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0,.0,]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₃₆O₁₂

Average Molecular Weight

552.573

Monoisotopic Molecular Weight

552.220676599

IUPAC Name

3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C1(CCC2([H])C3([H])CCC4=CC(=O)CC[C@@]4(C)C3([H])C([H])(O)C[C@@]12C(=O)OC1([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C1([H])O)C(=O)CO

InChI Identifier

InChI=1S/C27H36O12/c1-26-7-6-12(29)8-11(26)2-3-13-14-4-5-15(17(31)10-28)27(14,9-16(30)18(13)26)25(37)39-24-21(34)19(32)20(33)22(38-24)23(35)36/h8,13-16,18-22,24,28,30,32-34H,2-7,9-10H2,1H3,(H,35,36)/t13?,14?,15?,16?,18?,19?,20?,21?,22?,24?,26-,27+/m1/s1

InChI Key

YZFZSNXYXOZODK-PWPPXUGKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroid glucuronide conjugates

Alternative Parents

Substituents

Steroid-glucuronide-skeleton
21-hydroxysteroid
Progestogin-skeleton
20-oxosteroid
Pregnane-skeleton
18-oxosteroid
3-oxo-delta-4-steroid
3-oxosteroid
Hydroxysteroid
Oxosteroid
11-hydroxysteroid
Delta-4-steroid
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Gamma-keto acid
Cyclohexenone
Beta-hydroxy acid
Oxane
Hydroxy acid
Pyran
Monosaccharide
Dicarboxylic acid or derivatives
Keto acid
Alpha-hydroxy ketone
Cyclic alcohol
Ketone
Carboxylic acid ester
Secondary alcohol
Cyclic ketone
Polyol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Primary alcohol
Alcohol
Organic oxide
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.32 g/L	ALOGPS
logP	-0.02	ALOGPS
logP	-0.73	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.23	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	208.12 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	130.02 m³·mol⁻¹	ChemAxon
Polarizability	55.26 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0154919

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid (CFc000135327)

MOL for CFc000135327 (3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid)

3D MOL for CFc000135327 (3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid)

3D SDF for CFc000135327 (3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid)

3D-SDF for CFc000135327 (3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid)

PDB for CFc000135327 (3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid)

3D PDB for CFc000135327 (3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid)

SMILES for CFc000135327 (3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid)

INCHI for CFc000135327 (3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid)

Structure for CFc000135327 (3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid)

3D Structure for CFc000135327 (3,4,5-trihydroxy-6-[(2S,15S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-15-carbonyloxy]oxane-2-carboxylic acid)