3-Hydroxy-3-methyl-2-butanone

Details

• Internal ID: 2a23facf-8f16-4bd3-b823-68a2dac995af
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: 3-hydroxy-3-methylbutan-2-one
• SMILES (Canonical): CC(=O)C(C)(C)O
• SMILES (Isomeric): CC(=O)C(C)(C)O
• InChI: InChI=1S/C5H10O2/c1-4(6)5(2,3)7/h7H,1-3H3
• InChI Key: BNDRWEVUODOUDW-UHFFFAOYSA-N
• Popularity: 71 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₁₀O₂
• Molecular Weight: 102.13 g/mol
• Exact Mass: 102.068079557 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 115-22-0
• 3-hydroxy-3-methylbutan-2-one
• 2-Butanone, 3-hydroxy-3-methyl-
• 3-Methylacetoin
• Methylacetoin
• Dimethylacetylcarbinol
• 2-Hydroxy-2-methyl-3-butanone
• 2-Methyl-2-hydroxybutan-3-one
• 1-Hydroxy-1-methylethyl methyl ketone
• 3-hydroxy-3-methyl-butan-2-one
• 3-Hydroxy-3-ethylbutanone
• NSC5576
• NSC 5576
• EINECS 204-073-1
• Acetyldimethylcarbinol
• AI3-23404
• 3-Hydroxy-3-methylbutanone
• SCHEMBL124447
• 3-methyl-3-hydroxy-2-butanone
• 2-methyl-2-hydroxy-butan-3-one
• DTXSID60870468
• CHEBI:179407
• NSC-5576
• LMFA12000066
• MFCD00004460
• AKOS009157070
• AM84347
• CS-W016644
• FT-0615814
• H0471
• EN300-60323
• D88126
• A855380
• J-512630
• 3-Hydroxy-3-methyl-2-butanone, 95% anhydrous basis
• Z939661728
• InChI=1/C5H10O2/c1-4(6)5(2,3)7/h7H,1-3H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.5330	53.30%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7692	76.92%
OATP2B1 inhibitior	-	0.8701	87.01%
OATP1B1 inhibitior	+	0.9710	97.10%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8972	89.72%
P-glycoprotein inhibitior	-	0.9860	98.60%
P-glycoprotein substrate	-	0.9919	99.19%
CYP3A4 substrate	-	0.7513	75.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8182	81.82%
CYP3A4 inhibition	-	0.9134	91.34%
CYP2C9 inhibition	-	0.8954	89.54%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.9334	93.34%
CYP1A2 inhibition	-	0.9138	91.38%
CYP2C8 inhibition	-	0.9977	99.77%
CYP inhibitory promiscuity	-	0.9521	95.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	+	0.5583	55.83%
Carcinogenicity (trinary)	Non-required	0.6754	67.54%
Eye corrosion	+	0.9864	98.64%
Eye irritation	+	0.9325	93.25%
Skin irritation	+	0.8156	81.56%
Skin corrosion	+	0.5538	55.38%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7549	75.49%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.5565	55.65%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	-	0.9444	94.44%
Mitochondrial toxicity	-	0.8946	89.46%
Nephrotoxicity	+	0.6682	66.82%
Acute Oral Toxicity (c)	III	0.9224	92.24%
Estrogen receptor binding	-	0.9228	92.28%
Androgen receptor binding	-	0.9399	93.99%
Thyroid receptor binding	-	0.8087	80.87%
Glucocorticoid receptor binding	-	0.8968	89.68%
Aromatase binding	-	0.9135	91.35%
PPAR gamma	-	0.9198	91.98%
Honey bee toxicity	-	0.9567	95.67%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.8382	83.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.12%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.48%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.97%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	80.23%	83.82%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 8261
• LOTUS: LTS0176475
• wikiData: Q72485146