ChemFOnt: Showing chemical card for 4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid (CFc000138973)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:14:24 UTC

Chemfont ID

CFc000138973

Molecule Identification

Common Name

4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

Definition

4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. Based on a literature review very few articles have been published on 4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-[(1S,2R,7R,10S,11S,15R)-4,5,9-Trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0,.0,]heptadecan-14-yl]pentanoate	Generator
4-[(1S,2R,7R,10S,11S,15R)-4,5,9-Trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	Generator

Chemical Formula

C₂₄H₄₀O₆

Average Molecular Weight

424.578

Monoisotopic Molecular Weight

424.282489008

IUPAC Name

4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

Traditional Name

4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[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])CC[C@@]2([H])[C@]3([H])C([H])(O)C[C@]4([H])CC([H])(O)C([H])(O)C[C@]4(CO)[C@@]3([H])CC[C@]12C

InChI Identifier

InChI=1S/C24H40O6/c1-13(3-6-21(29)30)15-4-5-16-22-17(7-8-23(15,16)2)24(12-25)11-20(28)18(26)9-14(24)10-19(22)27/h13-20,22,25-28H,3-12H2,1-2H3,(H,29,30)/t13?,14-,15?,16-,17-,18?,19?,20?,22-,23+,24+/m0/s1

InChI Key

LEFKEGKHYSSSOM-GVVQOVHZSA-N

Chemical Taxonomy

Description

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

Tetrahydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Tetrahydroxy bile acid, alcohol, or derivatives
19-hydroxysteroid
3-hydroxysteroid
2-hydroxysteroid
7-hydroxysteroid
Hydroxysteroid
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Polyol
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Primary alcohol
Carbonyl group
Organooxygen compound
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	0.18 g/L	ALOGPS
logP	1.26	ALOGPS
logP	1.36	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.6	ChemAxon
pKa (Strongest Basic)	-0.61	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	118.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	112.41 m³·mol⁻¹	ChemAxon
Polarizability	48.06 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0158565

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-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid (CFc000138973)

MOL for CFc000138973 (4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D MOL for CFc000138973 (4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D SDF for CFc000138973 (4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D-SDF for CFc000138973 (4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

PDB for CFc000138973 (4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D PDB for CFc000138973 (4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

SMILES for CFc000138973 (4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

INCHI for CFc000138973 (4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

Structure for CFc000138973 (4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D Structure for CFc000138973 (4-[(1S,2R,7R,10S,11S,15R)-4,5,9-trihydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)