ChemFOnt: Showing chemical card for Apo-10'-zeaxanthinal (CFc000333028)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:44 UTC

Chemfont ID

CFc000333028

Molecule Identification

Common Name

Apo-10'-zeaxanthinal

Definition

3-hydroxy-10'-apo-b,y-carotenal is a member of the class of compounds known as sesterterpenoids. Sesterterpenoids are terpenes composed of five consecutive isoprene units. 3-hydroxy-10'-apo-b,y-carotenal is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 3-hydroxy-10'-apo-b,y-carotenal can be found in citrus, which makes 3-hydroxy-10'-apo-b,y-carotenal a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Hydroxy-10'-apo-b,y-carotenal, 9ci	HMDB
3-Hydroxy-b-apo-10'-carotenal	HMDB
apo-3-Zeaxanthinal	HMDB

Chemical Formula

C₂₇H₃₆O₂

Average Molecular Weight

392.5735

Monoisotopic Molecular Weight

392.271530396

IUPAC Name

(2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

Traditional Name

(2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

CAS Registry Number

62742-01-2

SMILES

C\C(\C=C\C=O)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)CC(O)CC1(C)C

InChI Identifier

InChI=1S/C27H36O2/c1-21(11-7-8-12-22(2)15-10-18-28)13-9-14-23(3)16-17-26-24(4)19-25(29)20-27(26,5)6/h7-18,25,29H,19-20H2,1-6H3/b8-7+,13-9+,15-10+,17-16+,21-11+,22-12+,23-14+

InChI Key

HQPQTQQUHPFUOA-JNOJMRGUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
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

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039019)

Source

Endogenous

Endogenous (HMDB: HMDB0039019)

Plant

Plant (HMDB: HMDB0039019)

Animal

Animal (HMDB: HMDB0039019)

Exogenous

Food

Food (HMDB: HMDB0039019)

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

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039019)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039019)

Lipid metabolism pathway (HMDB: HMDB0039019)

Cellular process

Cell signaling (HMDB: HMDB0039019)

Biochemical process

Lipid transport (HMDB: HMDB0039019)

Role

Biological role

Energy source (HMDB: HMDB0039019)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039019)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.002 g/L	ALOGPS
logP	6.56	ALOGPS
logP	5.29	ChemAxon
logS	-5.3	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	8	ChemAxon
Refractivity	133.77 m³·mol⁻¹	ChemAxon
Polarizability	49.31 Å³	ChemAxon
Number of Rings	1	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

HMDB0039019

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018514

KNApSAcK ID

Not Available

Chemspider ID

35014718

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

87443544

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Apo-10'-zeaxanthinal (CFc000333028)

MOL for CFc000333028 (Apo-10'-zeaxanthinal)

3D MOL for CFc000333028 (Apo-10'-zeaxanthinal)

3D SDF for CFc000333028 (Apo-10'-zeaxanthinal)

3D-SDF for CFc000333028 (Apo-10'-zeaxanthinal)

PDB for CFc000333028 (Apo-10'-zeaxanthinal)

3D PDB for CFc000333028 (Apo-10'-zeaxanthinal)

SMILES for CFc000333028 (Apo-10'-zeaxanthinal)

INCHI for CFc000333028 (Apo-10'-zeaxanthinal)

Structure for CFc000333028 (Apo-10'-zeaxanthinal)

3D Structure for CFc000333028 (Apo-10'-zeaxanthinal)