ChemFOnt: Showing chemical card for 3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid (CFc000164711)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:56:36 UTC

Chemfont ID

CFc000164711

Molecule Identification

Common Name

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

Definition

3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(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 3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₂₄H₄₀O₉S

Average Molecular Weight

504.64

Monoisotopic Molecular Weight

504.239304042

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C24H40O9S/c1-23-8-4-3-5-13(23)9-19(33-34(30,31)32)22-16-7-6-15(14(12-25)18(26)11-21(28)29)24(16,2)20(27)10-17(22)23/h13-20,22,25-27H,3-12H2,1-2H3,(H,28,29)(H,30,31,32)/t13?,14?,15?,16?,17?,18?,19?,20?,22?,23-,24+/m0/s1

InChI Key

GGVJDLRXVLXVIA-ZAZBRUGCSA-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
22-hydroxysteroid
Sulfated steroid skeleton
21-hydroxysteroid
12-hydroxysteroid
Hydroxysteroid
Beta-hydroxy acid
Hydroxy acid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Cyclic alcohol
Organic sulfuric acid or derivatives
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen 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	0.53 g/L	ALOGPS
logP	-0.21	ALOGPS
logP	-0.0075	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
pKa (Strongest Basic)	-0.34	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	161.59 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	122.38 m³·mol⁻¹	ChemAxon
Polarizability	53.1 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

HMDB0184428

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 3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid (CFc000164711)

MOL for CFc000164711 (3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D MOL for CFc000164711 (3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D SDF for CFc000164711 (3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D-SDF for CFc000164711 (3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

PDB for CFc000164711 (3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D PDB for CFc000164711 (3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

SMILES for CFc000164711 (3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

INCHI for CFc000164711 (3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

Structure for CFc000164711 (3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)

3D Structure for CFc000164711 (3,5-dihydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyl-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid)