ChemFOnt: Showing chemical card for (2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate (CFc000137248)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:11:55 UTC

Chemfont ID

CFc000137248

Molecule Identification

Common Name

(2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate

Definition

(2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate belongs to the class of organic compounds known as pregnane steroids. These are steroids with a structure based on the 21-carbon pregnane skeleton (2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S,15S)-14-Acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olic acid	Generator

Chemical Formula

C₂₁H₃₂O₃

Average Molecular Weight

332.484

Monoisotopic Molecular Weight

332.23514489

IUPAC Name

(2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-7-ylium-5-olate

Traditional Name

(2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-7-ylium-5-olate

CAS Registry Number

Not Available

SMILES

[H]C12CC(O)C([H])(C(C)=O)[C@@]1(C)CCC1([H])C2([H])CC[C+]2CC([O-])CC[C@]12C

InChI Identifier

InChI=1S/C21H32O3/c1-12(22)19-18(24)11-17-15-5-4-13-10-14(23)6-8-20(13,2)16(15)7-9-21(17,19)3/h14-19,24H,4-11H2,1-3H3/t14?,15?,16?,17?,18?,19?,20-,21-/m0/s1

InChI Key

CLILFARVRDKBAK-KAJYYJDKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pregnane steroids. These are steroids with a structure based on the 21-carbon pregnane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Pregnane steroids

Alternative Parents

Substituents

20-oxosteroid
Pregnane-skeleton
Hydroxysteroid
Oxosteroid
16-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Ketone
Carbonyl group
Organic oxygen compound
Organooxygen compound
Alcohol
Alkoxide
Organic oxide
Hydrocarbon derivative
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	0.001 g/L	ALOGPS
logP	3.94	ALOGPS
logP	0.4	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	14.75	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.36 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	104.22 m³·mol⁻¹	ChemAxon
Polarizability	38.89 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

HMDB0156840

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 (2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate (CFc000137248)

MOL for CFc000137248 ((2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate)

3D MOL for CFc000137248 ((2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate)

3D SDF for CFc000137248 ((2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate)

3D-SDF for CFc000137248 ((2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate)

PDB for CFc000137248 ((2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate)

3D PDB for CFc000137248 ((2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate)

SMILES for CFc000137248 ((2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate)

INCHI for CFc000137248 ((2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate)

Structure for CFc000137248 ((2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate)

3D Structure for CFc000137248 ((2S,15S)-14-acetyl-13-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-7-ylium-5-olate)