ChemFOnt: Showing chemical card for 3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid (CFc000161443)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:50:43 UTC

Chemfont ID

CFc000161443

Molecule Identification

Common Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid

Definition

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. Based on a literature review very few articles have been published on 3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylate	Generator
3-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulphooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylate	Generator
3-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulphooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid	Generator

Chemical Formula

C₃₅H₅₀O₁₅S

Average Molecular Weight

742.83

Monoisotopic Molecular Weight

742.287042084

IUPAC Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid

Traditional Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

CC12CC(OS(O)(=O)=O)C(OC3OC(C(O)C(O)C3O)C(O)=O)C(C)(C1CCC1(C)C2CC=C2C3CC(=C)CCC3(CCC12C)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C35H50O15S/c1-16-8-11-35(30(43)44)13-12-32(3)17(18(35)14-16)6-7-20-31(2)15-19(50-51(45,46)47)26(34(5,29(41)42)21(31)9-10-33(20,32)4)49-28-24(38)22(36)23(37)25(48-28)27(39)40/h6,18-26,28,36-38H,1,7-15H2,2-5H3,(H,39,40)(H,41,42)(H,43,44)(H,45,46,47)

InChI Key

RZBNOFQCIMFJCN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Sulfated steroids

Direct Parent

Sulfated steroids

Alternative Parents

Substituents

Sulfated steroid skeleton
Hydroxysteroid
15-hydroxysteroid
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Pyran
Oxane
Monosaccharide
Hydroxy acid
Organic sulfuric acid or derivatives
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	0.41 g/L	ALOGPS
logP	1.19	ALOGPS
logP	2.67	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	-1.6	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	254.65 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	174.28 m³·mol⁻¹	ChemAxon
Polarizability	75.81 Å³	ChemAxon
Number of Rings	6	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

HMDB0181035

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-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid (CFc000161443)

MOL for CFc000161443 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid)

3D MOL for CFc000161443 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid)

3D SDF for CFc000161443 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid)

3D-SDF for CFc000161443 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid)

PDB for CFc000161443 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid)

3D PDB for CFc000161443 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid)

SMILES for CFc000161443 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid)

INCHI for CFc000161443 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid)

Structure for CFc000161443 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid)

3D Structure for CFc000161443 (3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-4,6a,6b,14b-tetramethyl-11-methylidene-2-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid)