ChemFOnt: Showing chemical card for Lucidenic acid N (CFc000019254)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:10:08 UTC

Chemfont ID

CFc000019254

Molecule Identification

Common Name

Lucidenic acid N

Definition

Lucidenic acid N is found in mushrooms. Lucidenic acid N is a constituent of Ganoderma lucidum (reishi).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(3,4-Dihydroxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-1-benzopyran-4-one	HMDB
3',4',5-Trihydroxy-6,7,8-trimethoxyflavone	HMDB
5,3',4'-Trihydroxy-6,7,8-trimethoxyflavone	HMDB
Sideritoflavone	HMDB
3,7-Dihydroxy-25,26,27-trinor-11,15-dioxolanost-8-en-24-Oic acid	HMDB
3,7-Dihydroxy-4,4,14-trimethyl-11,15-dioxochol-8-en-24-Oic acid	HMDB
Lucidenic acid LM1	HMDB
4-{5,9-dihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}pentanoate	Generator
Lucidenic acid LM(1)	MeSH
Lucidenic acid SP1	MeSH
3beta,7beta-Dihydroxy-4,4,14alpha-trimethyl-11,15-dioxo-5alphachol-8-en-24-Oic acid	MeSH
Lucidenate N	Generator

Chemical Formula

C₂₇H₄₀O₆

Average Molecular Weight

460.6029

Monoisotopic Molecular Weight

460.282489012

IUPAC Name

4-{5,9-dihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}pentanoic acid

Traditional Name

4-{5,9-dihydroxy-2,6,6,11,15-pentamethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}pentanoic acid

CAS Registry Number

364622-33-3

SMILES

CC(CCC(O)=O)C1CC(=O)C2(C)C3=C(C(=O)CC12C)C1(C)CCC(O)C(C)(C)C1CC3O

InChI Identifier

InChI=1S/C27H40O6/c1-14(7-8-21(32)33)15-11-20(31)27(6)23-16(28)12-18-24(2,3)19(30)9-10-25(18,4)22(23)17(29)13-26(15,27)5/h14-16,18-19,28,30H,7-13H2,1-6H3,(H,32,33)

InChI Key

YBGBNHHXOJXFNM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

8-O-methylated flavonoids

Alternative Parents

Substituents

6-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Anisole
Catechol
Phenol
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Pyran
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111471 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038352)

Source

Endogenous

Endogenous (HMDB: HMDB0038352)

Plant

Plant (HMDB: HMDB0038352)

Animal

Animal (HMDB: HMDB0038352)

Exogenous

Food

Food (HMDB: HMDB0038352)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0038352)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038352)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038352)

Lipid metabolism pathway (HMDB: HMDB0038352)

Cellular process

Cell signaling (HMDB: HMDB0038352)

Biochemical process

Lipid transport (HMDB: HMDB0038352)

Role

Biological role

Energy source (HMDB: HMDB0038352)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038352)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	3.48	ALOGPS
logP	3.05	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.22	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	124.51 m³·mol⁻¹	ChemAxon
Polarizability	50.94 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0038356

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017693

KNApSAcK ID

C00003927

Chemspider ID

136978

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

155493

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Lucidenic acid N (CFc000019254)

MOL for CFc000019254 (Lucidenic acid N)

3D MOL for CFc000019254 (Lucidenic acid N)

3D SDF for CFc000019254 (Lucidenic acid N)

3D-SDF for CFc000019254 (Lucidenic acid N)

PDB for CFc000019254 (Lucidenic acid N)

3D PDB for CFc000019254 (Lucidenic acid N)

SMILES for CFc000019254 (Lucidenic acid N)

INCHI for CFc000019254 (Lucidenic acid N)

Structure for CFc000019254 (Lucidenic acid N)

3D Structure for CFc000019254 (Lucidenic acid N)