ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid (CFc000165855)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:58:37 UTC

Chemfont ID

CFc000165855

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as tocopherols. These are vitamin E derivatives containing a saturated trimethyltridecyl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocotrienols that contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₃₃H₅₄O₉

Average Molecular Weight

594.786

Monoisotopic Molecular Weight

594.376783319

IUPAC Name

3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C(C)(CCCC(C)C)CCCC([H])(C)CCC[C@@]1(C)CCC2=CC(O)=C(OC3([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C3([H])O)C(C)=C2O1

InChI Identifier

InChI=1S/C33H54O9/c1-19(2)10-7-11-20(3)12-8-13-21(4)14-9-16-33(6)17-15-23-18-24(34)29(22(5)28(23)42-33)40-32-27(37)25(35)26(36)30(41-32)31(38)39/h18-21,25-27,30,32,34-37H,7-17H2,1-6H3,(H,38,39)/t20?,21?,25?,26?,27?,30?,32?,33-/m0/s1

InChI Key

NXWOKCVDGYQVDD-KYIPICMVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tocopherols. These are vitamin E derivatives containing a saturated trimethyltridecyl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocotrienols that contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Tocopherols

Alternative Parents

Substituents

Tocopherol
Diterpenoid
Fatty acyl glycoside of mono- or disaccharide
Phenolic glycoside
Fatty acyl glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Benzopyran
1-benzopyran
Chromane
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Fatty acyl
Benzenoid
Pyran
Hydroxy acid
Monosaccharide
Oxane
Secondary alcohol
Ether
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Acetal
Oxacycle
Polyol
Monocarboxylic acid or derivatives
Organic oxygen compound
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0051 g/L	ALOGPS
logP	5.77	ALOGPS
logP	7.23	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	2.98	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	159.28 m³·mol⁻¹	ChemAxon
Polarizability	68.17 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

HMDB0185585

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 3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid (CFc000165855)

MOL for CFc000165855 (3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000165855 (3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000165855 (3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000165855 (3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000165855 (3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000165855 (3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000165855 (3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000165855 (3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000165855 (3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000165855 (3,4,5-trihydroxy-6-{[(2S)-6-hydroxy-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylic acid)