CAS 519-67-5|2,5-dihydroxy-3,6-bis(4-hydroxyphenyl)cyclohexa-2,5-diene-1,4-dione|atromentin|2,5-dihydroxy-3,6-bis(4-hydroxyphenyl)-1,4-benzoquinone|Atromentin|atromentin|2,5-dihydroxy-3,6-bis(4-hydr...

General Information

Structure

Molecular Formula

C₁₈H₁₂O₆

Molecular Mass

324.28428

Exact Mass

324.0633881

Charge

InChI

InChI=1S/C18H12O6/c19-11-5-1-9(2-6-11)13-15(21)17(23)14(18(24)16(13)22)10-3-7-12(20)8-4-10/h1-8,19-21,24H

InChIKey

FKQQKMGWCJGUCS-UHFFFAOYSA-N

Canonic Smiles

Oc1ccc(cc1)C1=C(O)C(=O)C(=C(C1=O)O)c1ccc(cc1)O

Isomeric Smiles

c1cc(ccc1C1=C(C(=O)C(=C(C1=O)O)c1ccc(cc1)O)O)O

Calculated Properties

JChem

LogD (pH = 7.4)

0.15

LogD (pH = 5.5)

1.97

Log P

2.72

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

4.84

Polar Surface Area

115.06

Polarizability

32.36

Molar Refractivity

87.83

LOG S

-3.49

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

2,5-dihydroxy-3,6-bis(4-hydroxyphenyl)cyclohexa-2,5-diene-1,4-dione

IUPAC Traditional name

atromentin

Synonyms

2,5-dihydroxy-3,6-bis(4-hydroxyphenyl)-1,4-benzoquinoneAtromentin2,5-dihydroxy-3,6-bis(4-hydroxyphenyl)cyclohexa-2,5-diene-1,4-dione1(4),2(3),2(6),3(4)-tetrahydroxy[1(1),2(1):2(4),3(1)-terphenyl]-2(2),2(5)-dione2,5-dihydroxy-3,6-bis(p-hydroxyphenyl)-p-benzoquinone2,5-dihydroxy-3,6-bis(4-hydroxyphenyl)-1,4-benzoquinoneatromentin

Names and Identifiers

Registration numbers

CAS Number

Wikipedia Title

Chemspider ID

PubChem CID

PubChem SID

MetaCyc Database

PubMed Citation Links

18805498433237712895540516696930527997314764022649668517323650301740921980925158152162107185728384525128729445862512

CompTox Database

CHEBI ID

CHEMBL

ACToR Database

SureChEMBL Database

KNApSAcK Database

BindingDB Database

Registration numbers

Properties

No Data Available

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Related Proteins

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Molecular Spectra

No Data Available

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Molecule Details

A member of the class of dihydroxy-1,4-benzoquinones that is 2,5-dihydroxycyclohexa-2,5-diene-1,4-dione which is substituted by a 4-hydroxyphenyl group at positions 3 and 6. It is a mushroom pigment isolated from several fungi species and acts as a smooth muscle stimulant, and exhibits anticoagulant, antibacterial and antineoplastic properties.

Molecule Details

References

PubChem Literature

No Data Available

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References

Bioactivity

PubChem BioAssay

Bioactivity

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