ChemFOnt: Showing chemical card for Tsugaric acid A 21-glucosyl ester (CFc000014515)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:03:14 UTC

Chemfont ID

CFc000014515

Molecule Identification

Common Name

Tsugaric acid A 21-glucosyl ester

Definition

Tsugaric acid A 21-glucosyl ester is found in mushrooms. Tsugaric acid A 21-glucosyl ester is a constituent of Ganoderma tsugae (red reishi).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Tsugarate a 21-glucosyl ester	Generator
3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-[5-(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-6-methylhept-5-enoic acid	Generator

Chemical Formula

C₃₈H₆₀O₉

Average Molecular Weight

660.8776

Monoisotopic Molecular Weight

660.423733518

IUPAC Name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-[5-(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-6-methylhept-5-enoate

Traditional Name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-[5-(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-6-methylhept-5-enoate

CAS Registry Number

205119-13-7

SMILES

CC(C)=CCCC(C1CCC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3)C(=O)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C38H60O9/c1-21(2)10-9-11-23(33(44)47-34-32(43)31(42)30(41)27(20-39)46-34)24-14-18-38(8)26-12-13-28-35(4,5)29(45-22(3)40)16-17-36(28,6)25(26)15-19-37(24,38)7/h10,23-24,27-32,34,39,41-43H,9,11-20H2,1-8H3

InChI Key

LVGXQNCCBAHXHL-UHFFFAOYSA-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

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033425)

Source

Endogenous

Endogenous (HMDB: HMDB0033425)

Plant

Plant (HMDB: HMDB0033425)

Animal

Animal (HMDB: HMDB0033425)

Exogenous

Food

Food (HMDB: HMDB0033425)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0033425)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033425)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033425)

Lipid metabolism pathway (HMDB: HMDB0033425)

Cellular process

Cell signaling (HMDB: HMDB0033425)

Biochemical process

Lipid transport (HMDB: HMDB0033425)

Role

Biological role

Energy source (HMDB: HMDB0033425)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033425)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0049 g/L	ALOGPS
logP	5.46	ALOGPS
logP	4.82	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	177.82 m³·mol⁻¹	ChemAxon
Polarizability	75.89 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0033425

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011463

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

85124571

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Tsugaric acid A 21-glucosyl ester (CFc000014515)

MOL for CFc000014515 (Tsugaric acid A 21-glucosyl ester)

3D MOL for CFc000014515 (Tsugaric acid A 21-glucosyl ester)

3D SDF for CFc000014515 (Tsugaric acid A 21-glucosyl ester)

3D-SDF for CFc000014515 (Tsugaric acid A 21-glucosyl ester)

PDB for CFc000014515 (Tsugaric acid A 21-glucosyl ester)

3D PDB for CFc000014515 (Tsugaric acid A 21-glucosyl ester)

SMILES for CFc000014515 (Tsugaric acid A 21-glucosyl ester)

INCHI for CFc000014515 (Tsugaric acid A 21-glucosyl ester)

Structure for CFc000014515 (Tsugaric acid A 21-glucosyl ester)

3D Structure for CFc000014515 (Tsugaric acid A 21-glucosyl ester)