ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid (CFc000156150)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:41:58 UTC

Chemfont ID

CFc000156150

Molecule Identification

Common Name

Definition

3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0,.0,.0,.0,]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylate	Generator

Chemical Formula

C₃₆H₅₂O₁₁

Average Molecular Weight

660.801

Monoisotopic Molecular Weight

660.350962494

IUPAC Name

3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0^{3,16}.0^{4,13}.0^{7,12}.0^{17,22}]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]C12C[C@]3(C)C(=CC(=O)C4([H])[C@@]5(C)CCC([H])(O)C(C)(C)C5([H])CC[C@@]34C)[C@]3([H])C[C@@](C)(C(=O)OC4([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C4([H])O)C([H])(C[C@]13C)O2

InChI Identifier

InChI=1S/C36H52O11/c1-31(2)19-8-11-35(6)27(32(19,3)10-9-20(31)38)18(37)12-16-17-13-34(5,21-14-33(17,4)22(45-21)15-36(16,35)7)30(44)47-29-25(41)23(39)24(40)26(46-29)28(42)43/h12,17,19-27,29,38-41H,8-11,13-15H2,1-7H3,(H,42,43)/t17-,19?,20?,21?,22?,23?,24?,25?,26?,27?,29?,32-,33-,34+,35+,36+/m0/s1

InChI Key

LEKQLDTVBFWMLH-UERQWUBNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
O-glucuronide
1-o-glucuronide
Naphthofuran
Glucuronic acid or derivatives
Cyclohexenone
Oxepane
Beta-hydroxy acid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
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	0.014 g/L	ALOGPS
logP	3.04	ALOGPS
logP	2.78	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.32	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	180.05 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	166.09 m³·mol⁻¹	ChemAxon
Polarizability	71.48 Å³	ChemAxon
Number of Rings	7	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

HMDB0175742

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-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid (CFc000156150)

MOL for CFc000156150 (3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid)

3D MOL for CFc000156150 (3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid)

3D SDF for CFc000156150 (3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid)

3D-SDF for CFc000156150 (3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid)

PDB for CFc000156150 (3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid)

3D PDB for CFc000156150 (3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid)

SMILES for CFc000156150 (3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid)

INCHI for CFc000156150 (3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid)

Structure for CFc000156150 (3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid)

3D Structure for CFc000156150 (3,4,5-trihydroxy-6-[(3S,4R,12S,17S,19R,22S)-9-hydroxy-3,4,8,8,12,19,22-heptamethyl-14-oxo-23-oxahexacyclo[18.2.1.0³,¹⁶.0⁴,¹³.0⁷,¹².0¹⁷,²²]tricos-15-ene-19-carbonyloxy]oxane-2-carboxylic acid)