ChemFOnt: Showing chemical card for 14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid (CFc000163227)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:53:54 UTC

Chemfont ID

CFc000163227

Molecule Identification

Common Name

14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid

Definition

14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-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 14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
14-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1,.0,.0,]heptadec-12-ene-9-carboxylate	Generator
14-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylate	Generator

Chemical Formula

C₂₅H₃₀O₁₁

Average Molecular Weight

506.504

Monoisotopic Molecular Weight

506.178811786

IUPAC Name

14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadec-12-ene-9-carboxylic acid

Traditional Name

14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadec-12-ene-9-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC12C=CC(OC3OC(C(O)C(O)C3O)C(O)=O)C3(OC1=O)C1CCC4CC1(CC4=C)C(C23)C(O)=O

InChI Identifier

InChI=1S/C25H30O11/c1-9-7-24-8-10(9)3-4-11(24)25-12(34-21-16(28)14(26)15(27)17(35-21)20(31)32)5-6-23(2,22(33)36-25)18(25)13(24)19(29)30/h5-6,10-18,21,26-28H,1,3-4,7-8H2,2H3,(H,29,30)(H,31,32)

InChI Key

QTQJGGMYRLXUOX-UHFFFAOYSA-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
20-norgibberellane-6-carboxylic acid
Diterpenoid
Diterpene lactone
20-norgibberellane diterpenoid
Gibberellin
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Gamma butyrolactone
Tetrahydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	2.33 g/L	ALOGPS
logP	0.62	ALOGPS
logP	0.06	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	3.17	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	180.05 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	117.17 m³·mol⁻¹	ChemAxon
Polarizability	49.91 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0182819

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 14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid (CFc000163227)

MOL for CFc000163227 (14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid)

3D MOL for CFc000163227 (14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid)

3D SDF for CFc000163227 (14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid)

3D-SDF for CFc000163227 (14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid)

PDB for CFc000163227 (14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid)

3D PDB for CFc000163227 (14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid)

SMILES for CFc000163227 (14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid)

INCHI for CFc000163227 (14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid)

Structure for CFc000163227 (14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid)

3D Structure for CFc000163227 (14-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid)