ChemFOnt: Showing chemical card for 6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000149216)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:30:52 UTC

Chemfont ID

CFc000149216

Molecule Identification

Common Name

6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Based on a literature review very few articles have been published on 6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₃₀H₃₈O₁₂

Average Molecular Weight

590.622

Monoisotopic Molecular Weight

590.236326664

IUPAC Name

6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxochromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(COC1=CC2=C(C=CC(=O)O2)C=C1)=C(\C)CC(O)C(\[H])=C(\C)C(CC1OC1(C)C)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C30H38O12/c1-15(9-10-38-19-7-5-17-6-8-23(32)39-21(17)13-19)11-18(31)12-16(2)20(14-22-30(3,4)42-22)40-29-26(35)24(33)25(34)27(41-29)28(36)37/h5-9,12-13,18,20,22,24-27,29,31,33-35H,10-11,14H2,1-4H3,(H,36,37)/b15-9+,16-12-

InChI Key

VQRBJRXNMVCTKF-BYPKUAFPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Terpene lactone
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Coumarin
Aromatic monoterpenoid
Monoterpenoid
Bicyclic monoterpenoid
1-benzopyran
Benzopyran
Fatty alcohol
Alkyl aryl ether
Beta-hydroxy acid
Pyranone
Monosaccharide
Benzenoid
Hydroxy acid
Pyran
Fatty acyl
Oxane
Heteroaromatic compound
Secondary alcohol
Lactone
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Acetal
Carboxylic acid derivative
Carboxylic acid
Polyol
Ether
Oxirane
Dialkyl ether
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic oxide
Carbonyl group
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	0.13 g/L	ALOGPS
logP	1.76	ALOGPS
logP	1.34	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	184.74 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	148.84 m³·mol⁻¹	ChemAxon
Polarizability	61.23 Å³	ChemAxon
Number of Rings	4	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

HMDB0168808

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 6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000149216)

MOL for CFc000149216 (6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000149216 (6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000149216 (6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000149216 (6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000149216 (6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000149216 (6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000149216 (6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000149216 (6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000149216 (6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000149216 (6-{[(3Z,7E)-1-(3,3-dimethyloxiran-2-yl)-5-hydroxy-3,7-dimethyl-9-[(2-oxo-2H-chromen-7-yl)oxy]nona-3,7-dien-2-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)