ChemFOnt: Showing chemical card for Apo-12'-zeaxanthinal (CFc000281539)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:01 UTC

Chemfont ID

CFc000281539

Molecule Identification

Common Name

Apo-12'-zeaxanthinal

Definition

Apo-12'-zeaxanthinal is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Apo-12'-zeaxanthinal is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Apo-12'-zeaxanthinal can be found in a number of food items such as pepper (c. annuum), orange bell pepper, yellow bell pepper, and italian sweet red pepper, which makes apo-12'-zeaxanthinal a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(3R)-3-Hydroxy-12'-apo-b-carotenal	Generator
(3R)-3-Hydroxy-12'-apo-β-carotenal	Generator

Chemical Formula

C₂₅H₃₄O₂

Average Molecular Weight

366.545

Monoisotopic Molecular Weight

366.255880335

IUPAC Name

(2E,4E,6E,8E,10E,12E)-13-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal

Traditional Name

(2E,4E,6E,8E,10E,12E)-13-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal

CAS Registry Number

62742-02-3

SMILES

[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@@]([H])(O)CC1(C)C)/C(/[H])=C(\C)C=O

InChI Identifier

InChI=1S/C25H34O2/c1-19(10-7-8-11-21(3)18-26)12-9-13-20(2)14-15-24-22(4)16-23(27)17-25(24,5)6/h7-15,18,23,27H,16-17H2,1-6H3/b8-7+,12-9+,15-14+,19-10+,20-13+,21-11+/t23-/m1/s1

InChI Key

PAUIQDPAEDELMC-HEZGKBSMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Enal
Alpha,beta-unsaturated aldehyde
Secondary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

enal (CHEBI:53161 )
apo carotenoid C25 terpenoid (CHEBI:53161 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302023)

Food

Vegetable

Fruit vegetable

Pepper (FooDB: FOOD00040)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Orange bell pepper (FooDB: FOOD00879)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0026 g/L	ALOGPS
logP	6.19	ALOGPS
logP	4.92	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	18.91	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	123.53 m³·mol⁻¹	ChemAxon
Polarizability	46.01 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302023

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001759

KNApSAcK ID

Not Available

Chemspider ID

9275794

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

53161

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Apo-12'-zeaxanthinal (CFc000281539)

MOL for CFc000281539 (Apo-12'-zeaxanthinal)

3D MOL for CFc000281539 (Apo-12'-zeaxanthinal)

3D SDF for CFc000281539 (Apo-12'-zeaxanthinal)

3D-SDF for CFc000281539 (Apo-12'-zeaxanthinal)

PDB for CFc000281539 (Apo-12'-zeaxanthinal)

3D PDB for CFc000281539 (Apo-12'-zeaxanthinal)

SMILES for CFc000281539 (Apo-12'-zeaxanthinal)

INCHI for CFc000281539 (Apo-12'-zeaxanthinal)

Structure for CFc000281539 (Apo-12'-zeaxanthinal)

3D Structure for CFc000281539 (Apo-12'-zeaxanthinal)