ChemFOnt: Showing chemical card for 25(27)-Dehydrochondrillasterol (CFc000282037)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:01 UTC

Chemfont ID

CFc000282037

Molecule Identification

Common Name

25(27)-Dehydrochondrillasterol

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₉H₄₆O

Average Molecular Weight

410.6749

Monoisotopic Molecular Weight

410.354866094

IUPAC Name

(2S,5S,7S,14R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhepta-3,6-dien-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

Traditional Name

(2S,5S,7S,14R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhepta-3,6-dien-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

CAS Registry Number

None

SMILES

[H][C@@]12CC=C3C4CC[C@H]([C@H](C)\C=C\[C@H](CC)C(C)=C)[C@@]4(C)CCC3[C@@]1(C)CC[C@H](O)C2

InChI Identifier

InChI=1S/C29H46O/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/h8-9,11,20-23,25-27,30H,2,7,10,12-18H2,1,3-6H3/b9-8+/t20-,21+,22+,23+,25-,26?,27?,28+,29-/m1/s1

InChI Key

IMWBKGMKWXIXEQ-YWVVXJOTSA-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: HMDB0302521)

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00015 g/L	ALOGPS
logP	7.58	ALOGPS
logP	7.13	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	18.36	ChemAxon
pKa (Strongest Basic)	-1.3	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	130.66 m³·mol⁻¹	ChemAxon
Polarizability	52.84 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

HMDB0302521

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004921

KNApSAcK ID

Not Available

Chemspider ID

59696341

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157009901

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 25(27)-Dehydrochondrillasterol (CFc000282037)

MOL for CFc000282037 (25(27)-Dehydrochondrillasterol)

3D MOL for CFc000282037 (25(27)-Dehydrochondrillasterol)

3D SDF for CFc000282037 (25(27)-Dehydrochondrillasterol)

3D-SDF for CFc000282037 (25(27)-Dehydrochondrillasterol)

PDB for CFc000282037 (25(27)-Dehydrochondrillasterol)

3D PDB for CFc000282037 (25(27)-Dehydrochondrillasterol)

SMILES for CFc000282037 (25(27)-Dehydrochondrillasterol)

INCHI for CFc000282037 (25(27)-Dehydrochondrillasterol)

Structure for CFc000282037 (25(27)-Dehydrochondrillasterol)

3D Structure for CFc000282037 (25(27)-Dehydrochondrillasterol)