ChemFOnt: Showing chemical card for 6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000164845)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:56:49 UTC

Chemfont ID

CFc000164845

Molecule Identification

Common Name

6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-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 6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulphooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulphooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	Generator
6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	Generator

Chemical Formula

C₃₀H₄₆O₁₃S

Average Molecular Weight

646.75

Monoisotopic Molecular Weight

646.265912715

IUPAC Name

6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C30H46O13S/c1-14(4-7-21(32)41-28-25(35)23(33)24(34)26(42-28)27(36)37)17-5-6-18-22-19(9-11-30(17,18)3)29(2)10-8-16(31)12-15(29)13-20(22)43-44(38,39)40/h14-15,17-20,22-26,28,33-35H,4-13H2,1-3H3,(H,36,37)(H,38,39,40)/t14?,15?,17?,18?,19?,20?,22?,23?,24?,25?,26?,28?,29-,30+/m0/s1

InChI Key

ZBMZHKVOQYWEFX-LNKZDJSTSA-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
Bile acid, alcohol, or derivatives
Sulfated steroid skeleton
Diterpenoid
3-oxosteroid
Oxosteroid
Terpene glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Sulfuric acid ester
Hydroxy acid
Monosaccharide
Alkyl sulfate
Sulfate-ester
Oxane
Sulfuric acid monoester
Pyran
Organic sulfuric acid or derivatives
Secondary alcohol
Ketone
Carboxylic acid ester
Cyclic ketone
Polyol
Carboxylic acid derivative
Acetal
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Organooxygen 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	0.28 g/L	ALOGPS
logP	0.22	ALOGPS
logP	2.03	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	-1.2	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	214.19 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	150.54 m³·mol⁻¹	ChemAxon
Polarizability	67.12 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

HMDB0184566

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 6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000164845)

MOL for CFc000164845 (6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000164845 (6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000164845 (6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000164845 (6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000164845 (6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000164845 (6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000164845 (6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000164845 (6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000164845 (6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000164845 (6-({4-[(2S,15R)-2,15-dimethyl-5-oxo-9-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)