ChemFOnt: Showing chemical card for 24-Methylene-24-dihydrolanosterol (CFc000282106)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:08 UTC

Chemfont ID

CFc000282106

Molecule Identification

Common Name

24-Methylene-24-dihydrolanosterol

Definition

24-methylene-24-dihydrolanosterol, also known as 24-methylenelanost-8-en-3beta-ol or ebericol, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. 24-methylene-24-dihydrolanosterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 24-methylene-24-dihydrolanosterol can be found in cucumber, which makes 24-methylene-24-dihydrolanosterol a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(3beta)-24-Methylidenelanost-8-en-3-ol	ChEBI
24-Methylene-24,25-dihydrolanosterol	ChEBI
24-Methylenelanost-8-en-3beta-ol	ChEBI
Obtusifoldienol	ChEBI
(3b)-24-Methylidenelanost-8-en-3-ol	Generator
(3Β)-24-methylidenelanost-8-en-3-ol	Generator
24-Methylenelanost-8-en-3b-ol	Generator
24-Methylenelanost-8-en-3β-ol	Generator
Ebericol, (14)C-labeled	HMDB
Euphorbol	HMDB
24-Methylenelanost-8-en-3 beta-ol	HMDB
Ebericol	HMDB

Chemical Formula

C₃₁H₅₂O

Average Molecular Weight

440.744

Monoisotopic Molecular Weight

440.401816286

IUPAC Name

(2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol

Traditional Name

(2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol

CAS Registry Number

None

SMILES

[H][C@@]12CCC3=C(CC[C@]4(C)[C@H](CC[C@@]34C)[C@H](C)CCC(=C)C(C)C)[C@@]1(C)CC[C@H](O)C2(C)C

InChI Identifier

InChI=1S/C31H52O/c1-20(2)21(3)10-11-22(4)23-14-18-31(9)25-12-13-26-28(5,6)27(32)16-17-29(26,7)24(25)15-19-30(23,31)8/h20,22-23,26-27,32H,3,10-19H2,1-2,4-9H3/t22-,23-,26+,27+,29-,30-,31+/m1/s1

InChI Key

XJLZCPIILZRCPS-ANMPWZFDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
14-alpha-methylsteroid
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

triterpenoid (CHEBI:70315 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302590)

Food

Gourd

Cucumber (FooDB: FOOD00065)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00028 g/L	ALOGPS
logP	7.85	ALOGPS
logP	8.05	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	19.55	ChemAxon
pKa (Strongest Basic)	-0.81	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	138.02 m³·mol⁻¹	ChemAxon
Polarizability	56.69 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

HMDB0302590

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005281

KNApSAcK ID

C00023805

Chemspider ID

7979070

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9803310

PDB ID

Not Available

ChEBI ID

70315

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 24-Methylene-24-dihydrolanosterol (CFc000282106)

MOL for CFc000282106 (24-Methylene-24-dihydrolanosterol)

3D MOL for CFc000282106 (24-Methylene-24-dihydrolanosterol)

3D SDF for CFc000282106 (24-Methylene-24-dihydrolanosterol)

3D-SDF for CFc000282106 (24-Methylene-24-dihydrolanosterol)

PDB for CFc000282106 (24-Methylene-24-dihydrolanosterol)

3D PDB for CFc000282106 (24-Methylene-24-dihydrolanosterol)

SMILES for CFc000282106 (24-Methylene-24-dihydrolanosterol)

INCHI for CFc000282106 (24-Methylene-24-dihydrolanosterol)

Structure for CFc000282106 (24-Methylene-24-dihydrolanosterol)

3D Structure for CFc000282106 (24-Methylene-24-dihydrolanosterol)