Details of the Drug

General Information of Drug (ID: DMU3DMH)

Drug Name

ACENAPHTHOQUINONE

Synonyms

Acenaphthenequinone; 82-86-0; Acenaphthoquinone; acenaphthylene-1,2-dione; 1,2-ACENAPHTHYLENEDIONE; Acenaphthenedione; 1,2-Acenaphthenequinone; 1,2-Acenaphthenedione; Acenaphthaquinone; Acenaphthylene-1,2-quinone; Acenaphthylenequinone; acenaphthodione; 1,2-Diketoacenaphthene; acenaphthene-1,2-dione; diketoacenaphthene; acenaphthylenedione; UNII-3950D6UEIQ; acenaphthene quinone; CCRIS 5318; CHEBI:15342; HSDB 2660; NSC 7656; EINECS 201-441-3; 1,2-dihydroacenaphthylene-1,2-dione; BRN 0879172; 3950D6UEIQ; AFPRJLBZLPBTPZ-UHFFFAOYSA-N

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

182.17

Logarithm of the Partition Coefficient (xlogp)

1.9

Rotatable Bond Count (rotbonds)

0

Hydrogen Bond Donor Count (hbonddonor)

0

Hydrogen Bond Acceptor Count (hbondacc)

2

Chemical Identifiers

Formula: C12H6O2
IUPAC Name: acenaphthylene-1,2-dione
Canonical SMILES: C1=CC2=C3C(=C1)C(=O)C(=O)C3=CC=C2
InChI: InChI=1S/C12H6O2/c13-11-8-5-1-3-7-4-2-6-9(10(7)8)12(11)14/h1-6H
InChIKey: AFPRJLBZLPBTPZ-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 6724
ChEBI ID: CHEBI:15342
CAS Number: 82-86-0
TTD ID: D06VGD

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Cholinesterase (BCHE)	TTEB0GD	CHLE_HUMAN	Inhibitor	[1]
Liver carboxylesterase (CES1)	TTMF541	EST1_HUMAN	Inhibitor	[1]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Dehydrogenase/reductase SDR family member 11 (DHRS11)	OTU3J0ZL	DHR11_HUMAN	Biotransformations	[2]
Prostaglandin G/H synthase 2 (PTGS2)	OT75U9M4	PGH2_HUMAN	Gene/Protein Processing	[3]
Transcription factor p65 (RELA)	OTUJP9CN	TF65_HUMAN	Gene/Protein Processing	[4]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease

Discovery agent

ICD Disease Classification

N.A.

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Liver carboxylesterase (CES1)	DTT	CES1	3.82E-08	1.86	1.9

Molecular Expression Atlas (MEA)

MEA Detail

Jump to Detail Molecular Expression Atlas of This Drug

References

1	Planarity and constraint of the carbonyl groups in 1,2-diones are determinants for selective inhibition of human carboxylesterase 1. J Med Chem. 2007 Nov 15;50(23):5727-34.
2	Rabbit dehydrogenase/reductase SDR family member 11 (DHRS11): Its identity with acetohexamide reductase with broad substrate specificity and inhibitor sensitivity, different from human DHRS11. Chem Biol Interact. 2019 May 25;305:12-20. doi: 10.1016/j.cbi.2019.03.026. Epub 2019 Mar 26.
3	An environmental quinoid polycyclic aromatic hydrocarbon, acenaphthenequinone, modulates cyclooxygenase-2 expression through reactive oxygen species generation and nuclear factor kappa B activation in A549 cells. Toxicol Sci. 2007 Feb;95(2):348-55.
4	Activation of 5-lipoxygenase and NF-kappa B in the action of acenaphthenequinone by modulation of oxidative stress. Toxicol Sci. 2008 Jan;101(1):152-8. doi: 10.1093/toxsci/kfm252. Epub 2007 Oct 9.