4-Methyl-2-pentanol

Details

• Internal ID: 419b7b14-89b1-4c09-ac51-0e9201a82298
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: 4-methylpentan-2-ol
• SMILES (Canonical): CC(C)CC(C)O
• SMILES (Isomeric): CC(C)CC(C)O
• InChI: InChI=1S/C6H14O/c1-5(2)4-6(3)7/h5-7H,4H2,1-3H3
• InChI Key: WVYWICLMDOOCFB-UHFFFAOYSA-N
• Popularity: 617 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₄O
• Molecular Weight: 102.17 g/mol
• Exact Mass: 102.104465066 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 4-Methylpentan-2-ol
• 108-11-2
• 2-Pentanol, 4-methyl-
• Isobutylmethylcarbinol
• 2-Methyl-4-pentanol
• Methyl isobutyl carbinol
• Methylisobutylcarbinol
• Methyl amyl alcohol
• Isobutylmethylmethanol
• MIBC
• 1,3-Dimethylbutanol
• 4-Methylpentanol-2
• MAOH
• Methylisobutyl carbinol
• Metilamil alcohol
• 3-MIC
• dl-Methylisobutylcarbinol
• 4-Methyl-2-amyl alcohol
• 4-Methyl-2-pentyl alcohol
• Alcool methyl amylique
• 4-Metilpentan-2-olo
• 4-Pentanol, 2-methyl-
• Methyl-isobutylkarbinol
• NSC 9384
• 1,3-Dimethyl-1-butanol
• 8U34XJK0R0
• DTXSID2026781
• NSC-9384
• DTXCID806781
• Metilamil alcohol [Italian]
• CAS-108-11-2
• MIC [Alcohol]
• (+-)-4-Methyl-2-pentanol
• CCRIS 2304
• Methyl-isobutylkarbinol [Czech]
• Alcool methyl amylique [French]
• 4-Metilpentan-2-olo [Italian]
• Alcohol methyl amylique [French]
• HSDB 1154
• Alcohol methyl amylique
• 4-methyl-pentan-2-ol
• Isobutyl methyl carbinol
• EINECS 203-551-7
• UN2053
• BRN 1098268
• UNII-8U34XJK0R0
• 4-Methyl-pentan-2-ol; 4-Methylpentan-2-ol; 2-Methyl-4-pentanol
• (+/-)-4-Methyl-2-pentanol
• 4-methyl2-pentanol
• MFCD00004550
• methyl-isobutylcarbinol
• 1,3-dimethyl-butanol
• 2-Methanol-4-pentanol
• methyl-isobutyl-carbinol
• ?4-Methyl-2-pentanol
• EC 203-551-7
• 4-methyl-2-hydroxy-pentane
• SCHEMBL15658
• 4-01-00-01717 (Beilstein Handbook Reference)
• (r/s)-4-methyl-2-pentanol
• 4-Methyl-2-pentanol, 97%
• 4-Methyl-2-pentanol, 98%
• CHEMBL448896
• SCHEMBL1507393
• (2R/S)-4-methyl-2-pentanol
• NSC9384
• 1,3-DIMETHYLBUTYL ALCOHOL
• (.+/-.)-4-Methyl-2-pentanol
• Tox21_200436
• Tox21_300083
• 4-METHYL-2-PENTANOL [HSDB]
• AKOS000121379
• AKOS016843909
• UN 2053
• WLN: QY1 & 1Y1 & 1
• NCGC00247899-01
• NCGC00247899-02
• NCGC00253966-01
• NCGC00257990-01
• FT-0605059
• FT-0605265
• FT-0619016
• M0386
• EN300-21133
• 4-Methyl-2-pentanol, purum, >=97.5% (GC)
• 2-Methyl-4-pentanol 100 microg/mL in Acetonitrile
• J-002060
• J-515714
• Q2528979
• Methyl isobutyl carbinol [UN2053] [Flammable liquid]

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.5743	57.43%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5084	50.84%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.9572	95.72%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9444	94.44%
P-glycoprotein inhibitior	-	0.9808	98.08%
P-glycoprotein substrate	-	0.9488	94.88%
CYP3A4 substrate	-	0.7874	78.74%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.6696	66.96%
CYP3A4 inhibition	-	0.9626	96.26%
CYP2C9 inhibition	-	0.9492	94.92%
CYP2C19 inhibition	-	0.8810	88.10%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.8116	81.16%
CYP2C8 inhibition	-	0.9965	99.65%
CYP inhibitory promiscuity	-	0.9501	95.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	+	0.6083	60.83%
Carcinogenicity (trinary)	Non-required	0.7014	70.14%
Eye corrosion	+	0.9466	94.66%
Eye irritation	+	0.9879	98.79%
Skin irritation	+	0.5904	59.04%
Skin corrosion	-	0.9050	90.50%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7696	76.96%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.6372	63.72%
skin sensitisation	+	0.5710	57.10%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	1.0000	100.00%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	-	0.6240	62.40%
Acute Oral Toxicity (c)	III	0.8945	89.45%
Estrogen receptor binding	-	0.9212	92.12%
Androgen receptor binding	-	0.9212	92.12%
Thyroid receptor binding	-	0.8561	85.61%
Glucocorticoid receptor binding	-	0.9295	92.95%
Aromatase binding	-	0.9029	90.29%
PPAR gamma	-	0.9240	92.40%
Honey bee toxicity	-	0.9694	96.94%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.8657	86.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.47%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.64%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.73%	97.25%
CHEMBL2885	P07451	Carbonic anhydrase III	83.31%	87.45%
CHEMBL1907	P15144	Aminopeptidase N	83.17%	93.31%

Plants that contains it

• Cinnamomum camphora
• Eucalyptus loxophleba

Cross-Links

• PubChem: 7910
• LOTUS: LTS0128720
• wikiData: Q2528979