ChemFOnt: Showing chemical card for (24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid (CFc000016398)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:05:56 UTC

Chemfont ID

CFc000016398

Molecule Identification

Common Name

(24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid

Definition

(24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid is found in mushrooms. (24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid is a constituent of Ganoderma lucidum (reishi)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(24E)-3a,15a-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-Oate	Generator
(24E)-3a,15a-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-Oic acid	Generator
(24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-Oate	Generator
(24E)-3Α,15α-diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-Oate	Generator
(24E)-3Α,15α-diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-Oic acid	Generator
3a,15a-Diacetoxy-23-oxo-7,9(11),24E-lanostatrien-26-Oic acid	HMDB
(2Z)-6-[5,12-Bis(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl]-2-methyl-4-oxohept-2-enoate	Generator

Chemical Formula

C₃₄H₄₈O₇

Average Molecular Weight

568.7407

Monoisotopic Molecular Weight

568.34000389

IUPAC Name

(2Z)-6-[5,12-bis(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl]-2-methyl-4-oxohept-2-enoic acid

Traditional Name

(2Z)-6-[5,12-bis(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl]-2-methyl-4-oxohept-2-enoic acid

CAS Registry Number

117383-36-5

SMILES

CC(CC(=O)\C=C(\C)C(O)=O)C1CC(OC(C)=O)C2(C)C3=CCC4C(C)(C)C(CCC4(C)C3=CCC12C)OC(C)=O

InChI Identifier

InChI=1S/C34H48O7/c1-19(16-23(37)17-20(2)30(38)39)26-18-29(41-22(4)36)34(9)25-10-11-27-31(5,6)28(40-21(3)35)13-14-32(27,7)24(25)12-15-33(26,34)8/h10,12,17,19,26-29H,11,13-16,18H2,1-9H3,(H,38,39)/b20-17-

InChI Key

RUEBMBLFAJUSGD-JZJYNLBNSA-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
23-oxosteroid
Cholane-skeleton
Bile acid, alcohol, or derivatives
Steroid ester
Steroid acid
Oxosteroid
Delta-7-steroid
Steroid
Tricarboxylic acid or derivatives
Alpha,beta-unsaturated ketone
Acryloyl-group
Enone
Carboxylic acid ester
Ketone
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
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: HMDB0035388)

Source

Endogenous

Endogenous (HMDB: HMDB0035388)

Plant

Plant (HMDB: HMDB0035388)

Animal

Animal (HMDB: HMDB0035388)

Exogenous

Food

Food (HMDB: HMDB0035388)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0035388)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035388)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035388)

Lipid metabolism pathway (HMDB: HMDB0035388)

Cellular process

Cell signaling (HMDB: HMDB0035388)

Biochemical process

Lipid transport (HMDB: HMDB0035388)

Role

Biological role

Energy source (HMDB: HMDB0035388)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035388)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00058 g/L	ALOGPS
logP	6.35	ALOGPS
logP	5.37	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.97 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	157.82 m³·mol⁻¹	ChemAxon
Polarizability	63.85 Å³	ChemAxon
Number of Rings	4	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

HMDB0035388

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014063

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

131751735

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid (CFc000016398)

MOL for CFc000016398 ((24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid)

3D MOL for CFc000016398 ((24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid)

3D SDF for CFc000016398 ((24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid)

3D-SDF for CFc000016398 ((24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid)

PDB for CFc000016398 ((24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid)

3D PDB for CFc000016398 ((24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid)

SMILES for CFc000016398 ((24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid)

INCHI for CFc000016398 ((24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid)

Structure for CFc000016398 ((24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid)

3D Structure for CFc000016398 ((24E)-3alpha,15alpha-Diacetoxy-23-oxo-7,9(11),24-lanostatrien-26-oic acid)