ChemFOnt: Showing chemical card for A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid (CFc000284123)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:38:00 UTC

Chemfont ID

CFc000284123

Molecule Identification

Common Name

A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid

Definition

A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid, also known as (5b,18a)-3-oxo-3a-homo-3a-oxaoleana-12-ene-28-Oate, belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid has been detected, but not quantified in, albizia gummiferas (Albizia gummifera). This could make a-homo-3a-oxa-5beta-olean-12-en-3-one-28-Oic acid a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
a-Homo-3a-oxa-5b-olean-12-en-3-one-28-Oate	Generator
a-Homo-3a-oxa-5b-olean-12-en-3-one-28-Oic acid	Generator
a-Homo-3a-oxa-5beta-olean-12-en-3-one-28-Oate	Generator
a-Homo-3a-oxa-5β-olean-12-en-3-one-28-Oate	Generator
a-Homo-3a-oxa-5β-olean-12-en-3-one-28-Oic acid	Generator
(1R,2S,5S,10R,14R,15R,21S)-1,2,8,8,15,20,20-Heptamethyl-18-oxo-19-oxapentacyclo[12.9.0.0,.0,.0,]tricos-11-ene-5-carboxylate	HMDB
(5b,18a)-3-oxo-3a-Homo-3a-oxaoleana-12-ene-28-Oate	HMDB
(5b,18a)-3-oxo-3a-Homo-3a-oxaoleana-12-ene-28-Oic acid	HMDB
(5beta,18alpha)-3-oxo-3a-Homo-3a-oxaoleana-12-ene-28-Oate	HMDB
(5Β,18α)-3-oxo-3a-homo-3a-oxaoleana-12-ene-28-Oate	HMDB
(5Β,18α)-3-oxo-3a-homo-3a-oxaoleana-12-ene-28-Oic acid	HMDB

Chemical Formula

C₃₀H₄₆O₄

Average Molecular Weight

470.694

Monoisotopic Molecular Weight

470.339609961

IUPAC Name

(1R,2S,5S,10R,14R,15R,21S)-1,2,8,8,15,20,20-heptamethyl-18-oxo-19-oxapentacyclo[12.9.0.0^{2,11}.0^{5,10}.0^{15,21}]tricos-11-ene-5-carboxylic acid

Traditional Name

(1R,2S,5S,10R,14R,15R,21S)-1,2,8,8,15,20,20-heptamethyl-18-oxo-19-oxapentacyclo[12.9.0.0^{2,11}.0^{5,10}.0^{15,21}]tricos-11-ene-5-carboxylic acid

CAS Registry Number

None

SMILES

[H][C@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CCC(=O)OC(C)(C)[C@@]3([H])CC[C@@]12C)C(O)=O

InChI Identifier

InChI=1S/C30H46O4/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)34-26(3,4)21(27)10-13-29(22,28)7/h8,20-22H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22-,27+,28-,29-,30+/m1/s1

InChI Key

IVNWEUTZHBKHJJ-RKYSZQOTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Not Available

Direct Parent

Lactones

Alternative Parents

Substituents

Caprolactone
Oxepane
Dicarboxylic acid or derivatives
Lactone
Carboxylic acid ester
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0304607)

Food

Vegetable

Albizia gummifera (FooDB: FOOD00896)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00038 g/L	ALOGPS
logP	7.3	ALOGPS
logP	6.38	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	133.97 m³·mol⁻¹	ChemAxon
Polarizability	55.1 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0304607

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093557

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

102237588

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid (CFc000284123)

MOL for CFc000284123 (A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid)

3D MOL for CFc000284123 (A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid)

3D SDF for CFc000284123 (A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid)

3D-SDF for CFc000284123 (A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid)

PDB for CFc000284123 (A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid)

3D PDB for CFc000284123 (A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid)

SMILES for CFc000284123 (A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid)

INCHI for CFc000284123 (A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid)

Structure for CFc000284123 (A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid)

3D Structure for CFc000284123 (A-Homo-3a-oxa-5beta-olean-12-en-3-one-28-oic acid)