ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid (CFc000164820)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:56:46 UTC

Chemfont ID

CFc000164820

Molecule Identification

Common Name

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

Definition

3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[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-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[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-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulphooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulphooxy)tetracyclo[8.7.0.0,.0,]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid	Generator
3,4,5-Trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid	Generator

Chemical Formula

C₂₉H₄₄O₁₃S

Average Molecular Weight

632.72

Monoisotopic Molecular Weight

632.250262651

IUPAC Name

3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[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-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[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(C)(CCC(=O)OC1([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C1([H])O)C1([H])CCC2([H])C1([H])C(=O)CC1([H])C2([H])CCC2([H])CC([H])(CC[C@]12C)OS(O)(=O)=O

InChI Identifier

InChI=1S/C29H44O13S/c1-13(3-8-21(31)40-28-25(34)23(32)24(33)26(41-28)27(35)36)16-6-7-18-17-5-4-14-11-15(42-43(37,38)39)9-10-29(14,2)19(17)12-20(30)22(16)18/h13-19,22-26,28,32-34H,3-12H2,1-2H3,(H,35,36)(H,37,38,39)/t13?,14?,15?,16?,17?,18?,19?,22?,23?,24?,25?,26?,28?,29-/m0/s1

InChI Key

JTUONVDLRXCRJW-SOQRFOHOSA-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
Sulfated steroid skeleton
Diterpenoid
12-oxosteroid
Oxosteroid
Steroid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Beta-hydroxy acid
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Hydroxy acid
Monosaccharide
Sulfuric acid ester
Oxane
Alkyl sulfate
Sulfate-ester
Pyran
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Secondary alcohol
Carboxylic acid ester
Ketone
Organoheterocyclic compound
Acetal
Polyol
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organic oxide
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
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	0.33 g/L	ALOGPS
logP	0.27	ALOGPS
logP	1.91	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	-1.5	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	214.19 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	146.16 m³·mol⁻¹	ChemAxon
Polarizability	65.39 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

HMDB0184538

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-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid (CFc000164820)

MOL for CFc000164820 (3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000164820 (3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000164820 (3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000164820 (3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

PDB for CFc000164820 (3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000164820 (3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000164820 (3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000164820 (3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

Structure for CFc000164820 (3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000164820 (3,4,5-trihydroxy-6-({4-[(2S)-2-methyl-16-oxo-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoyl}oxy)oxane-2-carboxylic acid)