Pinacol

Details

• Internal ID: 0f92757d-a552-4543-8152-f260aed96f93
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: 2,3-dimethylbutane-2,3-diol
• SMILES (Canonical): CC(C)(C(C)(C)O)O
• SMILES (Isomeric): CC(C)(C(C)(C)O)O
• InChI: InChI=1S/C6H14O2/c1-5(2,7)6(3,4)8/h7-8H,1-4H3
• InChI Key: IVDFJHOHABJVEH-UHFFFAOYSA-N
• Popularity: 1,119 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₄O₂
• Molecular Weight: 118.17 g/mol
• Exact Mass: 118.099379685 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.53
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 76-09-5
• 2,3-Dimethylbutane-2,3-diol
• 2,3-Dimethyl-2,3-butanediol
• Pinacone
• 2,3-Butanediol, 2,3-dimethyl-
• Tetramethylethylene glycol
• 1,1,2,2-Tetramethylethylene glycol
• MFCD00004462
• 2,3-Dihydroxy-2,3-dimethylbutane
• 2,3-Dimethyl-butane-2,3-diol
• 2,3-Dimethyl-2,3-dihydroxybutane
• EINECS 200-933-5
• NSC 25943
• BRN 1340501
• UNII-527QE7I5CO
• AI3-02251
• 527QE7I5CO
• NSC-25943
• 4-01-00-02575 (Beilstein Handbook Reference)
• Pinacol, 98%
• Pinacol, >=98%
• PINACOL [MI]
• SCHEMBL8968
• 2,3-dimethyl-2,3-butandiol
• CHEMBL3289669
• DTXSID3058793
• CHEBI:131185
• WLN: QX1&1&XQ1&1
• AMY41207
• NSC25943
• meso-2,3-Dimethyl-2,3-butanediol
• STL256832
• AKOS007930158
• AC-4658
• AS-12465
• BP-21164
• LS-45830
• SY001866
• CS-0015356
• D0691
• FT-0609691
• EN300-39352
• D71083
• Pinacol Pinacone 2,3-Dimethyl-2,3-butanediol
• A838608
• Q421634
• W-104376
• 2,3-Dimethyl-2,3-butanediol, Tetramethylethylene glycol
• F0001-1921
• Z382716052
• InChI=1/C6H14O2/c1-5(2,7)6(3,4)8/h7-8H,1-4H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9686	96.86%
Caco-2	+	0.5632	56.32%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6336	63.36%
OATP2B1 inhibitior	-	0.8670	86.70%
OATP1B1 inhibitior	+	0.9705	97.05%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9047	90.47%
P-glycoprotein inhibitior	-	0.9853	98.53%
P-glycoprotein substrate	-	0.9932	99.32%
CYP3A4 substrate	-	0.7936	79.36%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	-	0.7898	78.98%
CYP3A4 inhibition	-	0.9200	92.00%
CYP2C9 inhibition	-	0.7929	79.29%
CYP2C19 inhibition	-	0.9345	93.45%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.9178	91.78%
CYP2C8 inhibition	-	0.9951	99.51%
CYP inhibitory promiscuity	-	0.9126	91.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	+	0.5383	53.83%
Carcinogenicity (trinary)	Non-required	0.6182	61.82%
Eye corrosion	+	0.7572	75.72%
Eye irritation	+	0.9341	93.41%
Skin irritation	+	0.7571	75.71%
Skin corrosion	+	0.5406	54.06%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7635	76.35%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.8177	81.77%
skin sensitisation	-	0.7139	71.39%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	-	0.9333	93.33%
Mitochondrial toxicity	-	0.9017	90.17%
Nephrotoxicity	+	0.6125	61.25%
Acute Oral Toxicity (c)	III	0.8544	85.44%
Estrogen receptor binding	-	0.8144	81.44%
Androgen receptor binding	-	0.8864	88.64%
Thyroid receptor binding	-	0.8177	81.77%
Glucocorticoid receptor binding	-	0.8587	85.87%
Aromatase binding	-	0.8532	85.32%
PPAR gamma	-	0.8095	80.95%
Honey bee toxicity	-	0.9613	96.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.8470	84.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.16%	97.25%

Plants that contains it

• Foeniculum vulgare

Cross-Links

• PubChem: 6425
• NPASS: NPC93868
• LOTUS: LTS0062819
• wikiData: Q421634