Details of the Drug

General Information of Drug (ID: DMM1LG2)

Drug Name

Dihydroxyacetone

Synonyms

1,3-dihydroxyacetone; Dihydroxyacetone; 96-26-4; 1,3-Dihydroxypropan-2-one; Chromelin; 1,3-Dihydroxy-2-propanone; glycerone; Triulose; Viticolor; Soleal; Oxatone; Dihyxal; Oxantin; Otan; 2-Propanone, 1,3-dihydroxy-; 1,3-Dihydroxypropanone; 1,3-Dihydroxydimethyl ketone; NSC-24343; Ketochromin; Bis(hydroxymethyl) ketone; UNII-O10DDW6JOO; dihydroxy-acetone; 2-Propanone, 1,3-dihydroxy; BRN 1740268; CCRIS 4899; AI3-24477; Dihydroxyacetone [USP]; EINECS 202-494-5; O10DDW6JOO; 1,2-Dihydroxy-2-propanone; CHEBI:16016; RXKJFZQQPQGTFL-UHFFFAOYSA-N

Indication

Disease Entry	ICD 11	Status	REF
Sunburn	EJ40	Approved	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

90.08

Logarithm of the Partition Coefficient (xlogp)

-1.4

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

Formula: C3H6O3
IUPAC Name: 1,3-dihydroxypropan-2-one
Canonical SMILES: C(C(=O)CO)O
InChI: InChI=1S/C3H6O3/c4-1-3(6)2-5/h4-5H,1-2H2
InChIKey: RXKJFZQQPQGTFL-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 670
ChEBI ID: CHEBI:16016
CAS Number: 96-26-4
DrugBank ID: DB01775
TTD ID: D09KDV
INTEDE ID: DR2086

Molecular Interaction Atlas of This Drug

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Triokinase/FMN cyclase (TKFC)_{Main DME}	DEX9ZJQ	TKFC_HUMAN	Substrate	[2]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
10 kDa heat shock protein, mitochondrial (HSPE1)	OT7JSZLB	CH10_HUMAN	Gene/Protein Processing	[3]
60 kDa heat shock protein, mitochondrial (HSPD1)	OTTO1Y11	CH60_HUMAN	Gene/Protein Processing	[3]
Alpha-crystallin B chain (CRYAB)	OTY4JGYU	CRYAB_HUMAN	Gene/Protein Processing	[3]
Bifunctional epoxide hydrolase 2 (EPHX2)	OTPTRCNW	HYES_HUMAN	Gene/Protein Processing	[3]
C-C motif chemokine 21 (CCL21)	OT7DOXEM	CCL21_HUMAN	Gene/Protein Processing	[3]
C-C motif chemokine 3 (CCL3)	OTW2H3ND	CCL3_HUMAN	Gene/Protein Processing	[3]
C-C motif chemokine 4 (CCL4)	OT6B8P25	CCL4_HUMAN	Gene/Protein Processing	[3]
Caspase-10 (CASP10)	OTE6J88E	CASPA_HUMAN	Gene/Protein Processing	[3]
Caspase-3 (CASP3)	OTIJRBE7	CASP3_HUMAN	Protein Interaction/Cellular Processes	[4]
Collagenase 3 (MMP13)	OTY8BZIE	MMP13_HUMAN	Protein Interaction/Cellular Processes	[5]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

1	Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
2	Bifunctional homodimeric triokinase/FMN cyclase: contribution of protein domains to the activities of the human enzyme and molecular dynamics simulation of domain movements. J Biol Chem. 2014 Apr 11;289(15):10620-36.
3	The sunless tanning agent dihydroxyacetone induces stress response gene expression and signaling in cultured human keratinocytes and reconstructed epidermis. Redox Biol. 2020 Sep;36:101594. doi: 10.1016/j.redox.2020.101594. Epub 2020 May 29.
4	Dihydroxyacetone induces G2/M arrest and apoptotic cell death in A375P melanoma cells. Environ Toxicol. 2018 Mar;33(3):333-342. doi: 10.1002/tox.22520. Epub 2017 Nov 29.
5	Assessing the respiratory toxicity of dihydroxyacetone using an in vitro human airway epithelial tissue model. Toxicol In Vitro. 2019 Sep;59:78-86. doi: 10.1016/j.tiv.2019.04.007. Epub 2019 Apr 5.