ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid (CFc000140646)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:16:46 UTC

Chemfont ID

CFc000140646

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}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,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0,.0,]heptadecan-5-yl]oxy}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₃₃H₅₄O₁₂

Average Molecular Weight

642.783

Monoisotopic Molecular Weight

642.361527179

IUPAC Name

3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C(O)(CCC([H])(CO)C1([H])CCC2([H])C3([H])C(=O)CC4([H])CC([H])(CC[C@]4(C)C3([H])CC([H])(O)[C@]12C)OC1([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C1([H])O)C(C)(C)O

InChI Identifier

InChI=1S/C33H54O12/c1-31(2,43)22(36)8-5-15(14-34)18-6-7-19-24-20(13-23(37)33(18,19)4)32(3)10-9-17(11-16(32)12-21(24)35)44-30-27(40)25(38)26(39)28(45-30)29(41)42/h15-20,22-28,30,34,36-40,43H,5-14H2,1-4H3,(H,41,42)/t15?,16?,17?,18?,19?,20?,22?,23?,24?,25?,26?,27?,28?,30?,32-,33+/m0/s1

InChI Key

LACKKTCAESPXLC-XDGRRPEASA-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

Diterpene glycoside
Steroid-glucuronide-skeleton
Tetrahydroxy bile acid, alcohol, or derivatives
25-hydroxysteroid
24-hydroxysteroid
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
21-hydroxysteroid
Diterpenoid
Hydroxysteroid
12-hydroxysteroid
7-oxosteroid
Oxosteroid
Terpene glycoside
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Fatty alcohol
Beta-hydroxy acid
Hydroxy acid
Oxane
Pyran
Fatty acyl
Monosaccharide
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Ketone
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
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	0.48 g/L	ALOGPS
logP	0.55	ALOGPS
logP	0.0091	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	-0.37	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	214.44 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	159.28 m³·mol⁻¹	ChemAxon
Polarizability	69.94 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

HMDB0160238

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,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid (CFc000140646)

MOL for CFc000140646 (3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000140646 (3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000140646 (3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000140646 (3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000140646 (3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000140646 (3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000140646 (3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000140646 (3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000140646 (3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000140646 (3,4,5-trihydroxy-6-{[(2S,15R)-16-hydroxy-2,15-dimethyl-9-oxo-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid)