ChemFOnt: Showing chemical card for (ent-15beta)-15-Hydroxy-19-trachylobanoic acid (CFc000017776)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:07:55 UTC

Chemfont ID

CFc000017776

Molecule Identification

Common Name

(ent-15beta)-15-Hydroxy-19-trachylobanoic acid

Definition

(ent-15beta)-15-Hydroxy-19-trachylobanoic acid is found in fats and oils. (ent-15beta)-15-Hydroxy-19-trachylobanoic acid occurs in sunflowers.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(ent-15b)-15-Hydroxy-19-trachylobanoate	Generator
(ent-15b)-15-Hydroxy-19-trachylobanoic acid	Generator
(ent-15beta)-15-Hydroxy-19-trachylobanoate	Generator
(ent-15Β)-15-hydroxy-19-trachylobanoate	Generator
(ent-15Β)-15-hydroxy-19-trachylobanoic acid	Generator
16-Hydroxy-5,9,13-trimethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane-5-carboxylate	Generator

Chemical Formula

C₂₀H₃₀O₃

Average Molecular Weight

318.4504

Monoisotopic Molecular Weight

318.219494826

IUPAC Name

16-hydroxy-5,9,13-trimethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane-5-carboxylic acid

Traditional Name

16-hydroxy-5,9,13-trimethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane-5-carboxylic acid

CAS Registry Number

83404-76-6

SMILES

CC12C3CC4(CCC5C(C)(CCCC5(C)C(O)=O)C4CC13)C2O

InChI Identifier

InChI=1S/C20H30O3/c1-17-6-4-7-18(2,16(22)23)13(17)5-8-20-10-12-11(9-14(17)20)19(12,3)15(20)21/h11-15,21H,4-10H2,1-3H3,(H,22,23)

InChI Key

MHVNHDYWKUKRRJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Atisane diterpenoid
Kaurane diterpenoid
Villanovane, atisane, trachylobane or helvifulvane diterpenoid
Alkaloid or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0036839)

Food

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Endogenous (HMDB: HMDB0036839)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	2.33	ALOGPS
logP	3.31	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-0.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.97 m³·mol⁻¹	ChemAxon
Polarizability	36.16 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0036839

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015790

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752061

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (ent-15beta)-15-Hydroxy-19-trachylobanoic acid (CFc000017776)

MOL for CFc000017776 ((ent-15beta)-15-Hydroxy-19-trachylobanoic acid)

3D MOL for CFc000017776 ((ent-15beta)-15-Hydroxy-19-trachylobanoic acid)

3D SDF for CFc000017776 ((ent-15beta)-15-Hydroxy-19-trachylobanoic acid)

3D-SDF for CFc000017776 ((ent-15beta)-15-Hydroxy-19-trachylobanoic acid)

PDB for CFc000017776 ((ent-15beta)-15-Hydroxy-19-trachylobanoic acid)

3D PDB for CFc000017776 ((ent-15beta)-15-Hydroxy-19-trachylobanoic acid)

SMILES for CFc000017776 ((ent-15beta)-15-Hydroxy-19-trachylobanoic acid)

INCHI for CFc000017776 ((ent-15beta)-15-Hydroxy-19-trachylobanoic acid)

Structure for CFc000017776 ((ent-15beta)-15-Hydroxy-19-trachylobanoic acid)

3D Structure for CFc000017776 ((ent-15beta)-15-Hydroxy-19-trachylobanoic acid)