ChemFOnt: Showing chemical card for [(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid (CFc000138168)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:13:16 UTC

Chemfont ID

CFc000138168

Molecule Identification

Common Name

[(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid

Definition

[(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic 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. [(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[(2R,14R,15S)-14-Acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonate	Generator
[(2R,14R,15S)-14-Acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulphonate	Generator
[(2R,14R,15S)-14-Acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₂₁H₃₂O₈S

Average Molecular Weight

444.54

Monoisotopic Molecular Weight

444.181789164

IUPAC Name

[(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid

Traditional Name

[(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

[H]C12CC[C@](O)(C(C)=O)[C@@]1(CO)CC([H])(O)C1([H])C2([H])CC=C2CC([H])(CC[C@]12C)OS(O)(=O)=O

InChI Identifier

InChI=1S/C21H32O8S/c1-12(23)21(25)8-6-16-15-4-3-13-9-14(29-30(26,27)28)5-7-19(13,2)18(15)17(24)10-20(16,21)11-22/h3,14-18,22,24-25H,4-11H2,1-2H3,(H,26,27,28)/t14?,15?,16?,17?,18?,19-,20+,21-/m0/s1

InChI Key

INSLJXKQXFNJQH-BKHCJWAMSA-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
20-oxosteroid
Pregnane-skeleton
18-hydroxysteroid
Hydroxysteroid
Oxosteroid
11-hydroxysteroid
17-hydroxysteroid
Delta-5-steroid
Sulfate-ester
Sulfuric acid monoester
Sulfuric acid ester
Alkyl sulfate
Alpha-hydroxy ketone
Tertiary alcohol
Cyclic alcohol
Organic sulfuric acid or derivatives
Secondary alcohol
Ketone
Organic oxide
Alcohol
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
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	0.68 g/L	ALOGPS
logP	-0.82	ALOGPS
logP	-1.1	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	-1.4	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	141.36 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	108.52 m³·mol⁻¹	ChemAxon
Polarizability	46.3 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0157760

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 [(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid (CFc000138168)

MOL for CFc000138168 ([(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid)

3D MOL for CFc000138168 ([(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid)

3D SDF for CFc000138168 ([(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid)

3D-SDF for CFc000138168 ([(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid)

PDB for CFc000138168 ([(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid)

3D PDB for CFc000138168 ([(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid)

SMILES for CFc000138168 ([(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid)

INCHI for CFc000138168 ([(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid)

Structure for CFc000138168 ([(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid)

3D Structure for CFc000138168 ([(2R,14R,15S)-14-acetyl-14,17-dihydroxy-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonic acid)