ChemFOnt: Showing chemical card for 24-Ethyl-trans-22-dehydrocholesterol (CFc000282186)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:18 UTC

Chemfont ID

CFc000282186

Molecule Identification

Common Name

24-Ethyl-trans-22-dehydrocholesterol

Definition

24-ethyl-trans-22-dehydrocholesterol belongs to stigmastanes and derivatives class of compounds. Those are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. 24-ethyl-trans-22-dehydrocholesterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 24-ethyl-trans-22-dehydrocholesterol can be found in sunflower, which makes 24-ethyl-trans-22-dehydrocholesterol a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₉H₄₈O

Average Molecular Weight

412.6908

Monoisotopic Molecular Weight

412.370516158

IUPAC Name

(2R,5S,14R,15R)-14-[(2R,3E)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

Traditional Name

(2R,5S,14R,15R)-14-[(2R,3E)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

CAS Registry Number

None

SMILES

CCC(C(C)C)\C=C\[C@@H](C)[C@H]1CCC2C3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C

InChI Identifier

InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21?,23+,24?,25-,26?,27?,28+,29-/m1/s1

InChI Key

HCXVJBMSMIARIN-ZIPLBMGGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

C24-propyl-sterol-skeleton
Stigmastane-skeleton
Triterpenoid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302670)

Food

Herb and spice

Oilseed crop

Sunflower (FooDB: FOOD00086)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.7e-05 g/L	ALOGPS
logP	6.95	ALOGPS
logP	7.48	ChemAxon
logS	-7.2	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130.88 m³·mol⁻¹	ChemAxon
Polarizability	53.86 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302670

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005689

KNApSAcK ID

Not Available

Chemspider ID

5257105

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6857781

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 24-Ethyl-trans-22-dehydrocholesterol (CFc000282186)

MOL for CFc000282186 (24-Ethyl-trans-22-dehydrocholesterol)

3D MOL for CFc000282186 (24-Ethyl-trans-22-dehydrocholesterol)

3D SDF for CFc000282186 (24-Ethyl-trans-22-dehydrocholesterol)

3D-SDF for CFc000282186 (24-Ethyl-trans-22-dehydrocholesterol)

PDB for CFc000282186 (24-Ethyl-trans-22-dehydrocholesterol)

3D PDB for CFc000282186 (24-Ethyl-trans-22-dehydrocholesterol)

SMILES for CFc000282186 (24-Ethyl-trans-22-dehydrocholesterol)

INCHI for CFc000282186 (24-Ethyl-trans-22-dehydrocholesterol)

Structure for CFc000282186 (24-Ethyl-trans-22-dehydrocholesterol)

3D Structure for CFc000282186 (24-Ethyl-trans-22-dehydrocholesterol)