ChemFOnt: Showing chemical card for 24-Methyl-25(27)-dehydrocycloartanol (CFc000282095)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:07 UTC

Chemfont ID

CFc000282095

Molecule Identification

Common Name

24-Methyl-25(27)-dehydrocycloartanol

Definition

24-methyl-25(27)-dehydrocycloartanol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 24-methyl-25(27)-dehydrocycloartanol can be found in cucumber and muskmelon, which makes 24-methyl-25(27)-dehydrocycloartanol a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₃₁H₅₂O

Average Molecular Weight

440.744

Monoisotopic Molecular Weight

440.401816286

IUPAC Name

(1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R)-5,6-dimethylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

Traditional Name

(1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R)-5,6-dimethylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

CAS Registry Number

None

SMILES

[H][C@@]12CC[C@]3([H])[C@]4(C[C@@]14CC[C@]1(C)[C@H](CC[C@@]21C)[C@H](C)CCC(C)C(C)=C)CC[C@H](O)C3(C)C

InChI Identifier

InChI=1S/C31H52O/c1-20(2)21(3)9-10-22(4)23-13-15-29(8)25-12-11-24-27(5,6)26(32)14-16-30(24)19-31(25,30)18-17-28(23,29)7/h21-26,32H,1,9-19H2,2-8H3/t21?,22-,23-,24+,25+,26+,28-,29+,30-,31+/m1/s1

InChI Key

IXHACUTUTOCSJE-QFTQTLHLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cycloartanols and derivatives

Direct Parent

Cycloartanols and derivatives

Alternative Parents

Substituents

Cycloartanol-skeleton
Triterpenoid
Cycloartane-skeleton
9b,19-cyclo-lanostane-skeleton
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
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: HMDB0302579)

Food

Gourd

Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00011 g/L	ALOGPS
logP	6.51	ALOGPS
logP	7.89	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.84	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	135.51 m³·mol⁻¹	ChemAxon
Polarizability	56.32 Å³	ChemAxon
Number of Rings	5	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

HMDB0302579

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005262

KNApSAcK ID

Not Available

Chemspider ID

59696352

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71744615

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 24-Methyl-25(27)-dehydrocycloartanol (CFc000282095)

MOL for CFc000282095 (24-Methyl-25(27)-dehydrocycloartanol)

3D MOL for CFc000282095 (24-Methyl-25(27)-dehydrocycloartanol)

3D SDF for CFc000282095 (24-Methyl-25(27)-dehydrocycloartanol)

3D-SDF for CFc000282095 (24-Methyl-25(27)-dehydrocycloartanol)

PDB for CFc000282095 (24-Methyl-25(27)-dehydrocycloartanol)

3D PDB for CFc000282095 (24-Methyl-25(27)-dehydrocycloartanol)

SMILES for CFc000282095 (24-Methyl-25(27)-dehydrocycloartanol)

INCHI for CFc000282095 (24-Methyl-25(27)-dehydrocycloartanol)

Structure for CFc000282095 (24-Methyl-25(27)-dehydrocycloartanol)

3D Structure for CFc000282095 (24-Methyl-25(27)-dehydrocycloartanol)