ChemFOnt: Showing chemical card for 2,3,23-Triacetylsericic acid (CFc000015559)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:04:46 UTC

Chemfont ID

CFc000015559

Molecule Identification

Common Name

2,3,23-Triacetylsericic acid

Definition

2,3,23-Triacetylsericic acid is found in coffee and coffee products. 2,3,23-Triacetylsericic acid is isolated from Quercus ilex (holly oak

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,3,23-Triacetylsericate	Generator
10,11-Bis(acetyloxy)-9-[(acetyloxy)methyl]-1-hydroxy-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate	HMDB

Chemical Formula

C₃₆H₅₄O₉

Average Molecular Weight

630.8086

Monoisotopic Molecular Weight

630.376783326

IUPAC Name

10,11-bis(acetyloxy)-9-[(acetyloxy)methyl]-1-hydroxy-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

10,11-bis(acetyloxy)-9-[(acetyloxy)methyl]-1-hydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

CAS Registry Number

58096-15-4

SMILES

CC(=O)OCC1(C)C(OC(C)=O)C(CC2(C)C1CCC1(C)C2CC=C2C3C(O)C(C)(C)CCC3(CCC12C)C(O)=O)OC(C)=O

InChI Identifier

InChI=1S/C36H54O9/c1-20(37)43-19-33(7)25-12-13-35(9)26(32(25,6)18-24(44-21(2)38)29(33)45-22(3)39)11-10-23-27-28(40)31(4,5)14-16-36(27,30(41)42)17-15-34(23,35)8/h10,24-29,40H,11-19H2,1-9H3,(H,41,42)

InChI Key

YZUXOBYCNWIMKP-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

Substituents

Triterpenoid
Steroid
Tetracarboxylic acid or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034503)

Source

Endogenous

Endogenous (HMDB: HMDB0034503)

Plant

Coffea (HMDB: HMDB0034503)

Animal

Animal (HMDB: HMDB0034503)

Exogenous

Food

Food (HMDB: HMDB0034503)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0034503)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0034503)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0034503)

Lipid metabolism pathway (HMDB: HMDB0034503)

Cellular process

Cell signaling (HMDB: HMDB0034503)

Biochemical process

Lipid transport (HMDB: HMDB0034503)

Role

Biological role

Energy source (HMDB: HMDB0034503)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034503)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00056 g/L	ALOGPS
logP	5.25	ALOGPS
logP	4.41	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	136.43 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	165.65 m³·mol⁻¹	ChemAxon
Polarizability	70.12 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

HMDB0034503

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013000

KNApSAcK ID

Not Available

Chemspider ID

35013725

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14313559

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2,3,23-Triacetylsericic acid (CFc000015559)

MOL for CFc000015559 (2,3,23-Triacetylsericic acid)

3D MOL for CFc000015559 (2,3,23-Triacetylsericic acid)

3D SDF for CFc000015559 (2,3,23-Triacetylsericic acid)

3D-SDF for CFc000015559 (2,3,23-Triacetylsericic acid)

PDB for CFc000015559 (2,3,23-Triacetylsericic acid)

3D PDB for CFc000015559 (2,3,23-Triacetylsericic acid)

SMILES for CFc000015559 (2,3,23-Triacetylsericic acid)

INCHI for CFc000015559 (2,3,23-Triacetylsericic acid)

Structure for CFc000015559 (2,3,23-Triacetylsericic acid)

3D Structure for CFc000015559 (2,3,23-Triacetylsericic acid)