ChemFOnt: Showing chemical card for Mellein (CFc000281263)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:28 UTC

Chemfont ID

CFc000281263

Molecule Identification

Common Name

Mellein

Definition

Mellein, also known as (R)-mellein, is a member of the class of compounds known as 2-benzopyrans. 2-benzopyrans are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. Mellein is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Mellein can be found in cocoa powder, which makes mellein a potential biomarker for the consumption of this food product. Mellein is a dihydroisocoumarin, a phenolic compound produced by Aspergillus ochraceus .

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(R)-Mellein	ChEMBL

Chemical Formula

C₁₀H₁₀O₃

Average Molecular Weight

178.1846

Monoisotopic Molecular Weight

178.062994186

IUPAC Name

(3R)-8-hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one

Traditional Name

(3R)-8-hydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

CAS Registry Number

480-33-1

SMILES

C[C@@H]1CC2=CC=CC(O)=C2C(=O)O1

InChI Identifier

InChI=1S/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H3/t6-/m1/s1

InChI Key

KWILGNNWGSNMPA-ZCFIWIBFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

2-benzopyrans

Direct Parent

2-benzopyrans

Alternative Parents

Substituents

2-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Vinylogous acid
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301747)

Food

Cocoa and cocoa product

Cocoa product

Cocoa powder (FooDB: FOOD00685)

Fruit

Berry

Evergreen blackberry (FooDB: FOOD00901)
Blackberry (FooDB: FOOD00906)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.14 g/L	ALOGPS
logP	2.27	ALOGPS
logP	2.58	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	9.65	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	47.79 m³·mol⁻¹	ChemAxon
Polarizability	18.02 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0301747

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000337

KNApSAcK ID

Not Available

Chemspider ID

102686

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Mellein (CFc000281263)

MOL for CFc000281263 (Mellein)

3D MOL for CFc000281263 (Mellein)

3D SDF for CFc000281263 (Mellein)

3D-SDF for CFc000281263 (Mellein)

PDB for CFc000281263 (Mellein)

3D PDB for CFc000281263 (Mellein)

SMILES for CFc000281263 (Mellein)

INCHI for CFc000281263 (Mellein)

Structure for CFc000281263 (Mellein)

3D Structure for CFc000281263 (Mellein)