ChemFOnt: Showing chemical card for (24R)-Ethyl-lophenol (CFc000281959)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:51 UTC

Chemfont ID

CFc000281959

Molecule Identification

Common Name

(24R)-Ethyl-lophenol

Definition

(24r)-ethyl-lophenol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (24r)-ethyl-lophenol can be found in a number of food items such as orange bell pepper, yellow bell pepper, common bean, and garden tomato (variety), which makes (24r)-ethyl-lophenol a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₃₀H₅₂O

Average Molecular Weight

428.7333

Monoisotopic Molecular Weight

428.401816286

IUPAC Name

(2S,5S,6S,7S,14R,15R)-14-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-2,6,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

Traditional Name

(2S,5S,6S,7S,14R,15R)-14-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-2,6,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

CAS Registry Number

481-25-4

SMILES

[H][C@@]12CC=C3C4CC[C@H]([C@H](C)CC[C@H](CC)C(C)C)[C@@]4(C)CCC3[C@@]1(C)CC[C@H](O)[C@H]2C

InChI Identifier

InChI=1S/C30H52O/c1-8-22(19(2)3)10-9-20(4)24-13-14-26-23-11-12-25-21(5)28(31)16-18-30(25,7)27(23)15-17-29(24,26)6/h11,19-22,24-28,31H,8-10,12-18H2,1-7H3/t20-,21+,22+,24-,25+,26?,27?,28+,29-,30+/m1/s1

InChI Key

IYIFZADLIMVECH-LHIVQONASA-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

Triterpenoid
Stigmastane-skeleton
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-7-steroid
Delta-7-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302443)

Food

Pulse

Bean

Common bean (FooDB: FOOD00134)

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.1e-05 g/L	ALOGPS
logP	7.58	ALOGPS
logP	8.21	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Acidic)	18.96	ChemAxon
pKa (Strongest Basic)	-1.1	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	6	ChemAxon
Refractivity	134.24 m³·mol⁻¹	ChemAxon
Polarizability	56.15 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0302443

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004613

KNApSAcK ID

Not Available

Chemspider ID

59696330

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157009884

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (24R)-Ethyl-lophenol (CFc000281959)

MOL for CFc000281959 ((24R)-Ethyl-lophenol)

3D MOL for CFc000281959 ((24R)-Ethyl-lophenol)

3D SDF for CFc000281959 ((24R)-Ethyl-lophenol)

3D-SDF for CFc000281959 ((24R)-Ethyl-lophenol)

PDB for CFc000281959 ((24R)-Ethyl-lophenol)

3D PDB for CFc000281959 ((24R)-Ethyl-lophenol)

SMILES for CFc000281959 ((24R)-Ethyl-lophenol)

INCHI for CFc000281959 ((24R)-Ethyl-lophenol)

Structure for CFc000281959 ((24R)-Ethyl-lophenol)

3D Structure for CFc000281959 ((24R)-Ethyl-lophenol)