ChemFOnt: Showing chemical card for 18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid (CFc000144432)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:22:34 UTC

Chemfont ID

CFc000144432

Molecule Identification

Common Name

18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid

Definition

18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-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 18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
18'-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0,.0,.0,]nonadecane]-19'-carboxylate	Generator
18'-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylate	Generator

Chemical Formula

C₃₃H₅₀O₁₂

Average Molecular Weight

638.751

Monoisotopic Molecular Weight

638.33022705

IUPAC Name

18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0^{2,9}.0^{4,8}.0^{13,18}]nonadecane]-19'-carboxylic acid

Traditional Name

18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0^{2,9}.0^{4,8}.0^{13,18}]nonadecane]-19'-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1C2C(CC3C4C(CCC23C)C2(C)CCC(O)CC2(OC2OC(C(O)C(O)C2O)C(O)=O)C4C(O)=O)OC11CCC(C)CO1

InChI Identifier

InChI=1S/C33H50O12/c1-14-5-10-33(42-13-14)15(2)21-19(44-33)11-18-20-17(7-8-30(18,21)3)31(4)9-6-16(34)12-32(31,22(20)27(38)39)45-29-25(37)23(35)24(36)26(43-29)28(40)41/h14-26,29,34-37H,5-13H2,1-4H3,(H,38,39)(H,40,41)

InChI Key

ICQNHTQWTFLIKN-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
Diterpenoid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Ketal
Dicarboxylic acid or derivatives
Hydroxy acid
Pyran
Monosaccharide
Oxane
Cyclic alcohol
Tetrahydrofuran
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
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	0.26 g/L	ALOGPS
logP	1.52	ALOGPS
logP	1.58	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.36	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	192.44 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	154.67 m³·mol⁻¹	ChemAxon
Polarizability	67.66 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0164024

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 18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid (CFc000144432)

MOL for CFc000144432 (18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid)

3D MOL for CFc000144432 (18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid)

3D SDF for CFc000144432 (18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid)

3D-SDF for CFc000144432 (18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid)

PDB for CFc000144432 (18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid)

3D PDB for CFc000144432 (18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid)

SMILES for CFc000144432 (18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid)

INCHI for CFc000144432 (18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid)

Structure for CFc000144432 (18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid)

3D Structure for CFc000144432 (18'-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-16'-hydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carboxylic acid)