ChemFOnt: Showing chemical card for {4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid (CFc000166209)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:59:16 UTC

Chemfont ID

CFc000166209

Molecule Identification

Common Name

Definition

{4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid 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. Based on a literature review very few articles have been published on {4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
{4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonate	Generator
{4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulphonate	Generator
{4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulphonic acid	Generator

Chemical Formula

C₄₀H₅₆O₆S

Average Molecular Weight

664.94

Monoisotopic Molecular Weight

664.379760697

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]/C(=C(/[H])\C(\[H])=C(/C)C1OC1\C([H])=C(\C)/C(/[H])=C(\[H])C1C(C)=CC(O)CC1(C)C)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)CC(CC1(C)C)OS(O)(=O)=O

InChI Identifier

InChI=1S/C40H56O6S/c1-27(15-13-16-28(2)18-20-36-32(6)24-34(26-40(36,9)10)46-47(42,43)44)14-11-12-17-30(4)38-37(45-38)22-29(3)19-21-35-31(5)23-33(41)25-39(35,7)8/h11-23,33-35,37-38,41H,24-26H2,1-10H3,(H,42,43,44)/b12-11+,15-13+,20-18+,21-19+,27-14+,28-16+,29-22-,30-17+

InChI Key

YMCYMGQAGVPDHS-UUSWPREVSA-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
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Secondary alcohol
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00052 g/L	ALOGPS
logP	4.59	ALOGPS
logP	6.62	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	-1.1	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.36 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	203.15 m³·mol⁻¹	ChemAxon
Polarizability	77.83 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0185939

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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 {4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid (CFc000166209)

MOL for CFc000166209 ({4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid)

3D MOL for CFc000166209 ({4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid)

3D SDF for CFc000166209 ({4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid)

3D-SDF for CFc000166209 ({4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid)

PDB for CFc000166209 ({4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid)

3D PDB for CFc000166209 ({4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid)

SMILES for CFc000166209 ({4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid)

INCHI for CFc000166209 ({4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid)

Structure for CFc000166209 ({4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid)

3D Structure for CFc000166209 ({4-[(1E,3E,5E,7E,9E,11E)-12-{3-[(1Z,3E)-4-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-2-methylbuta-1,3-dien-1-yl]oxiran-2-yl}-3,7-dimethyltrideca-1,3,5,7,9,11-hexaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-yl}oxidanesulfonic acid)