ChemFOnt: Showing chemical card for Fasciculic acid B (CFc000017422)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:07:23 UTC

Chemfont ID

CFc000017422

Molecule Identification

Common Name

Fasciculic acid B

Definition

Fasciculic acid B is found in mushrooms. Fasciculic acid B is isolated from the toxic sulphur tuft mushroom Naematoloma fasciculare.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Fasciculate b	Generator
(+)-Fasciculic acid b	HMDB
2-O-(3-Hydroxy-3-methylglutaryl) fasciculol b	HMDB
5-{[14-(5,6-dihydroxy-6-methylheptan-2-yl)-5,16-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-4-yl]oxy}-3-hydroxy-3-methyl-5-oxopentanoate	Generator
Fasciculic acid b	MeSH

Chemical Formula

C₃₆H₆₀O₉

Average Molecular Weight

636.8562

Monoisotopic Molecular Weight

636.423733518

IUPAC Name

5-{[14-(5,6-dihydroxy-6-methylheptan-2-yl)-5,16-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-4-yl]oxy}-3-hydroxy-3-methyl-5-oxopentanoic acid

Traditional Name

5-{[14-(5,6-dihydroxy-6-methylheptan-2-yl)-5,16-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-4-yl]oxy}-3-hydroxy-3-methyl-5-oxopentanoic acid

CAS Registry Number

126882-55-1

SMILES

CC(CCC(O)C(C)(C)O)C1CCC2(C)C3=C(CC(O)C12C)C1(C)CC(OC(=O)CC(C)(O)CC(O)=O)C(O)C(C)(C)C1CC3

InChI Identifier

InChI=1S/C36H60O9/c1-20(10-13-26(37)32(4,5)43)21-14-15-35(8)22-11-12-25-31(2,3)30(42)24(45-29(41)19-33(6,44)18-28(39)40)17-34(25,7)23(22)16-27(38)36(21,35)9/h20-21,24-27,30,37-38,42-44H,10-19H2,1-9H3,(H,39,40)

InChI Key

SWRXIGFQDQTNKP-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
Tetrahydroxy bile acid, alcohol, or derivatives
25-hydroxysteroid
24-hydroxysteroid
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
Steroid ester
3-hydroxysteroid
12-hydroxysteroid
Hydroxysteroid
Steroid
Dicarboxylic acid or derivatives
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
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: HMDB0036438)

Source

Endogenous

Endogenous (HMDB: HMDB0036438)

Plant

Plant (HMDB: HMDB0036438)

Animal

Animal (HMDB: HMDB0036438)

Exogenous

Food

Food (HMDB: HMDB0036438)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0036438)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036438)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036438)

Lipid metabolism pathway (HMDB: HMDB0036438)

Cellular process

Cell signaling (HMDB: HMDB0036438)

Biochemical process

Lipid transport (HMDB: HMDB0036438)

Role

Biological role

Energy source (HMDB: HMDB0036438)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036438)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0028 g/L	ALOGPS
logP	3.78	ALOGPS
logP	3.18	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	3.8	ChemAxon
pKa (Strongest Basic)	-0.29	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	164.75 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	170.41 m³·mol⁻¹	ChemAxon
Polarizability	72.95 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

HMDB0036438

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015325

KNApSAcK ID

C00034510

Chemspider ID

22943367

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14506482

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Fasciculic acid B (CFc000017422)

MOL for CFc000017422 (Fasciculic acid B)

3D MOL for CFc000017422 (Fasciculic acid B)

3D SDF for CFc000017422 (Fasciculic acid B)

3D-SDF for CFc000017422 (Fasciculic acid B)

PDB for CFc000017422 (Fasciculic acid B)

3D PDB for CFc000017422 (Fasciculic acid B)

SMILES for CFc000017422 (Fasciculic acid B)

INCHI for CFc000017422 (Fasciculic acid B)

Structure for CFc000017422 (Fasciculic acid B)

3D Structure for CFc000017422 (Fasciculic acid B)