ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid (CFc000164131)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:55:33 UTC

Chemfont ID

CFc000164131

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₃₆O₉

Average Molecular Weight

492.565

Monoisotopic Molecular Weight

492.235932739

IUPAC Name

3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=C(C)CCCC1(C)C)\C(\C)=C(\[H])C1OC1\C(C)=C(/[H])C(=O)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C26H36O9/c1-13(8-9-16-14(2)7-6-10-26(16,4)5)11-17-22(33-17)15(3)12-18(27)34-25-21(30)19(28)20(29)23(35-25)24(31)32/h8-9,11-12,17,19-23,25,28-30H,6-7,10H2,1-5H3,(H,31,32)/b9-8+,13-11-,15-12+

InChI Key

FGKUWGNVYGRGNU-XGGHWVMHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Retinoid ester
Diterpenoid
Retinoid skeleton
Saccharolipid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Beta-hydroxy acid
Epoxy fatty acid
Fatty acid ester
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Hydroxy acid
Monosaccharide
Oxane
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Ether
Oxacycle
Oxirane
Acetal
Dialkyl ether
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Organooxygen compound
Carbonyl group
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	0.12 g/L	ALOGPS
logP	2.61	ALOGPS
logP	2.67	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	146.05 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	128.19 m³·mol⁻¹	ChemAxon
Polarizability	50.59 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0183841

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-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid (CFc000164131)

MOL for CFc000164131 (3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000164131 (3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000164131 (3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000164131 (3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid)

PDB for CFc000164131 (3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000164131 (3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000164131 (3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000164131 (3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid)

Structure for CFc000164131 (3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000164131 (3,4,5-trihydroxy-6-{[(2E)-3-{3-[(1Z,3E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dien-1-yl]oxiran-2-yl}but-2-enoyl]oxy}oxane-2-carboxylic acid)