ChemFOnt: Showing chemical card for epsilon,epsilon-carotene-3-diol (CFc000284062)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:54 UTC

Chemfont ID

CFc000284062

Molecule Identification

Common Name

epsilon,epsilon-carotene-3-diol

Definition

epsilon,epsilon-carotene-3-diol is a member of the class of compounds known as xanthophylls. Xanthophylls are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. epsilon,epsilon-carotene-3-diol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). epsilon,epsilon-carotene-3-diol can be found in a number of food items such as rambutan, brassicas, other cereal product, and kohlrabi, which makes epsilon,epsilon-carotene-3-diol a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₄₀H₅₆O

Average Molecular Weight

552.887

Monoisotopic Molecular Weight

552.433116423

IUPAC Name

3,5,5-trimethyl-4-[3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-2-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-2-en-1-ol

Traditional Name

3,5,5-trimethyl-4-[3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-2-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-2-en-1-ol

CAS Registry Number

Not Available

SMILES

CC(C=CC=C(C)C=CC1C(C)=CCCC1(C)C)=CC=CC=C(C)C=CC=C(C)C=CC1C(C)=CC(O)CC1(C)C

InChI Identifier

InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-26,28,36-38,41H,15,27,29H2,1-10H3

InChI Key

OYMLZZKQOAPEGO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Tetraterpenoids

Direct Parent

Xanthophylls

Alternative Parents

Substituents

Xanthophyll
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

a xanthophyll (CPD-7415 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00059 g/L	ALOGPS
logP	9.23	ALOGPS
logP	9.98	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	18.22	ChemAxon
pKa (Strongest Basic)	-1.4	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	10	ChemAxon
Refractivity	193.66 m³·mol⁻¹	ChemAxon
Polarizability	71.61 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0304546

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031311

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for epsilon,epsilon-carotene-3-diol (CFc000284062)

MOL for CFc000284062 (epsilon,epsilon-carotene-3-diol)

3D MOL for CFc000284062 (epsilon,epsilon-carotene-3-diol)

3D SDF for CFc000284062 (epsilon,epsilon-carotene-3-diol)

3D-SDF for CFc000284062 (epsilon,epsilon-carotene-3-diol)

PDB for CFc000284062 (epsilon,epsilon-carotene-3-diol)

3D PDB for CFc000284062 (epsilon,epsilon-carotene-3-diol)

SMILES for CFc000284062 (epsilon,epsilon-carotene-3-diol)

INCHI for CFc000284062 (epsilon,epsilon-carotene-3-diol)

Structure for CFc000284062 (epsilon,epsilon-carotene-3-diol)

3D Structure for CFc000284062 (epsilon,epsilon-carotene-3-diol)