ChemFOnt: Showing chemical card for 4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid (CFc000139417)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:15:02 UTC

Chemfont ID

CFc000139417

Molecule Identification

Common Name

4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

Definition

4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Based on a literature review very few articles have been published on 4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-[(2S,15R)-3,5-Dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]pentanoate	Generator
4-[(2S,15R)-3,5-Dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulphooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]pentanoate	Generator
4-[(2S,15R)-3,5-Dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulphooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]pentanoic acid	Generator
4-[(2S,15R)-3,5-Dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	Generator
4-[(2S,15R)-3,5-Dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	Generator
4-[(2S,15R)-3,5-Dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid	Generator

Chemical Formula

C₂₄H₃₈O₁₀S

Average Molecular Weight

518.62

Monoisotopic Molecular Weight

518.218568598

IUPAC Name

4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

Traditional Name

4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C24H38O10S/c1-12(3-6-21(29)30)15-4-5-16-22-17(10-20(23(15,16)2)34-35(31,32)33)24(11-25)13(8-18(22)27)7-14(26)9-19(24)28/h12-17,19-20,22,25-26,28H,3-11H2,1-2H3,(H,29,30)(H,31,32,33)/t12?,13?,14?,15?,16?,17?,19?,20?,22?,23-,24+/m1/s1

InChI Key

JOWBLWMOMYSAJS-QGBYTHMGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Trihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Trihydroxy bile acid, alcohol, or derivatives
Sulfated steroid skeleton
19-hydroxysteroid
3-hydroxysteroid
Hydroxysteroid
Oxosteroid
1-hydroxysteroid
7-oxosteroid
Sulfate-ester
Sulfuric acid monoester
Sulfuric acid ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Carbonyl group
Primary alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.47 g/L	ALOGPS
logP	-0.8	ALOGPS
logP	-1.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	-1.4	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	178.66 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	123.1 m³·mol⁻¹	ChemAxon
Polarizability	53.5 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0159009

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 4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid (CFc000139417)

MOL for CFc000139417 (4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D MOL for CFc000139417 (4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D SDF for CFc000139417 (4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D-SDF for CFc000139417 (4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

PDB for CFc000139417 (4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D PDB for CFc000139417 (4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

SMILES for CFc000139417 (4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

INCHI for CFc000139417 (4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

Structure for CFc000139417 (4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D Structure for CFc000139417 (4-[(2S,15R)-3,5-dihydroxy-2-(hydroxymethyl)-15-methyl-9-oxo-16-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)