ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid (CFc000164681)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:56:33 UTC

Chemfont ID

CFc000164681

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}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-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₃₀H₄₈O₁₀

Average Molecular Weight

568.704

Monoisotopic Molecular Weight

568.324747746

IUPAC Name

3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C(CO)(CCC(=O)OC1([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C1([H])O)C1([H])CCC2([H])C3([H])CCC4([H])CCCC[C@]4(C)C3([H])CC([H])(O)[C@]12C

InChI Identifier

InChI=1S/C30H48O10/c1-29-12-4-3-5-16(29)7-8-17-19-10-9-18(30(19,2)21(32)13-20(17)29)15(14-31)6-11-22(33)39-28-25(36)23(34)24(35)26(40-28)27(37)38/h15-21,23-26,28,31-32,34-36H,3-14H2,1-2H3,(H,37,38)/t15?,16?,17?,18?,19?,20?,21?,23?,24?,25?,26?,28?,29-,30+/m0/s1

InChI Key

ZYYMYUMQHLRTRV-ZHUANKRPSA-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
Dihydroxy bile acid, alcohol, or derivatives
Cholane-skeleton
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
21-hydroxysteroid
Diterpenoid
12-hydroxysteroid
Hydroxysteroid
Steroid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Pyran
Oxane
Monosaccharide
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Polyol
Carboxylic acid derivative
Carboxylic acid
Acetal
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Primary alcohol
Carbonyl group
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	0.16 g/L	ALOGPS
logP	2.27	ALOGPS
logP	1.87	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.25	ChemAxon
pKa (Strongest Basic)	-0.36	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	173.98 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	141.68 m³·mol⁻¹	ChemAxon
Polarizability	62.33 Å³	ChemAxon
Number of Rings	5	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

HMDB0184398

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-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid (CFc000164681)

MOL for CFc000164681 (3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000164681 (3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000164681 (3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000164681 (3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

PDB for CFc000164681 (3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000164681 (3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000164681 (3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000164681 (3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

Structure for CFc000164681 (3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000164681 (3,4,5-trihydroxy-6-({5-hydroxy-4-[(2S,15S)-16-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)