ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid (CFc000145453)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:24:17 UTC

Chemfont ID

CFc000145453

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-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 3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₃₈O₁₃

Average Molecular Weight

570.588

Monoisotopic Molecular Weight

570.231241284

IUPAC Name

3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-ylmethoxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCC(C)CC(=O)OC1C=C2C(C(OC(=O)CC(C)C)OC=C2COC2OC(C(O)C(O)C2O)C(O)=O)C11CO1

InChI Identifier

InChI=1S/C27H38O13/c1-5-13(4)7-18(29)38-16-8-15-14(10-36-26-22(32)20(30)21(31)23(40-26)24(33)34)9-35-25(19(15)27(16)11-37-27)39-17(28)6-12(2)3/h8-9,12-13,16,19-23,25-26,30-32H,5-7,10-11H2,1-4H3,(H,33,34)

InChI Key

VIUPISUBMRARPZ-UHFFFAOYSA-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
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
Iridoid-skeleton
O-glycosyl compound
Bicyclic monoterpenoid
Monoterpenoid
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Fatty acid ester
Fatty acyl
Hydroxy acid
Monosaccharide
Pyran
Oxane
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Acetal
Oxacycle
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.1 g/L	ALOGPS
logP	1.67	ALOGPS
logP	0.79	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	190.81 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	132.98 m³·mol⁻¹	ChemAxon
Polarizability	58.68 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

HMDB0165045

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-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid (CFc000145453)

MOL for CFc000145453 (3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid)

3D MOL for CFc000145453 (3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid)

3D SDF for CFc000145453 (3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid)

3D-SDF for CFc000145453 (3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid)

PDB for CFc000145453 (3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid)

3D PDB for CFc000145453 (3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid)

SMILES for CFc000145453 (3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid)

INCHI for CFc000145453 (3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid)

Structure for CFc000145453 (3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid)

3D Structure for CFc000145453 (3,4,5-trihydroxy-6-({1-[(3-methylbutanoyl)oxy]-6-[(3-methylpentanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-4-yl}methoxy)oxane-2-carboxylic acid)