2,3-Butanediol

Details

• Internal ID: 8f24e485-dcdc-4ccf-8ae7-0095ced5c64a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Polyols > 1,2-diols
• IUPAC Name: butane-2,3-diol
• SMILES (Canonical): CC(C(C)O)O
• SMILES (Isomeric): CC(C(C)O)O
• InChI: InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3
• InChI Key: OWBTYPJTUOEWEK-UHFFFAOYSA-N
• Popularity: 3,429 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₁₀O₂
• Molecular Weight: 90.12 g/mol
• Exact Mass: 90.068079557 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.25
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 513-85-9
• Butane-2,3-diol
• 2,3-butylene glycol
• 2,3-Dihydroxybutane
• Dimethylethylene glycol
• Dimethylene glycol
• Pseudobutylene glycol
• Sym-dimethylethylene glycol
• 2,3-butanodiol
• CCRIS 5501
• 123513-85-9
• HSDB 1505
• EINECS 208-173-6
• MFCD00004523
• BRN 0969165
• UNII-45427ZB5IJ
• DTXSID8041321
• CHEBI:62064
• NISTC6982258
• 2,3-BUTANE-D8-DIOL
• 2,3-Butanediol, (R*,R*)-(.+/-.)-
• EC 208-173-6
• 4-01-00-02524 (Beilstein Handbook Reference)
• 347841-77-4
• Butan-2,3-diol
• 344750-80-7
• NSC-249246
• 2.3-butanediol
• (2S,3S)-(+)2,3-Butanediol
• 2,3- butanediol
• 2,3-butane diol
• 2,3-butilenglicol
• 23-Dihydroxybutane
• butane 2,3-diol
• 2,3-Butandiol
• a 2,3-butanediol
• glicol Dimetiletileno
• 23-Butylene glycol
• 2,3-Dihidroxibutano
• 2d-Pharmalyte(9ci)
• a butane-2,3-diol
• dimethyl ethyleneglycol
• 2,3-dihydroxy butane
• 2,3-dihydroxy-butane
• D-2,3-Butane diol
• dimethyl ethylene glycol
• levo-butane-2,3-diol
• a 2,3-butylene glycol
• 2,3-Butanediol (DL)
• 2,3-Butanediol, 98%
• DL-2,3-BUTANDIOL
• CHEMBL2312529
• DTXCID6021321
• 45427ZB5IJ
• (2R,3R)-(-)2,3-Butanediol
• Tox21_300789
• NSC249246
• AKOS009031391
• SB44226
• SB44692
• NCGC00248169-01
• NCGC00254693-01
• CAS-513-85-9
• LS-45795
• SY047189
• SY057405
• HY-128387
• B0681
• CS-0099502
• FT-0604653
• FT-0605350
• FT-0656644
• FT-0696715
• FT-0720882
• S6040
• EN300-19321
• F14836
• 2,3-Butanediol, Vetec(TM) reagent grade, 98%
• Q209157
• METHYL5-ACETYL-3-ETHYLISOXAZOLE-4-CARBOXYLATE
• F0001-1337
• Z104473532
• InChI=1/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H
• 35007-63-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9712	97.12%
Caco-2	-	0.7400	74.00%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6166	61.66%
OATP2B1 inhibitior	-	0.8657	86.57%
OATP1B1 inhibitior	+	0.9698	96.98%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9365	93.65%
P-glycoprotein inhibitior	-	0.9855	98.55%
P-glycoprotein substrate	-	0.9926	99.26%
CYP3A4 substrate	-	0.8490	84.90%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	-	0.7429	74.29%
CYP3A4 inhibition	-	0.9487	94.87%
CYP2C9 inhibition	-	0.8508	85.08%
CYP2C19 inhibition	-	0.9218	92.18%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.9037	90.37%
CYP2C8 inhibition	-	0.9990	99.90%
CYP inhibitory promiscuity	-	0.9380	93.80%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	+	0.5783	57.83%
Carcinogenicity (trinary)	Non-required	0.6890	68.90%
Eye corrosion	+	0.9372	93.72%
Eye irritation	+	0.8689	86.89%
Skin irritation	+	0.7682	76.82%
Skin corrosion	+	0.6480	64.80%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7850	78.50%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.6874	68.74%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.5775	57.75%
Acute Oral Toxicity (c)	III	0.7194	71.94%
Estrogen receptor binding	-	0.9404	94.04%
Androgen receptor binding	-	0.9196	91.96%
Thyroid receptor binding	-	0.8177	81.77%
Glucocorticoid receptor binding	-	0.8992	89.92%
Aromatase binding	-	0.8892	88.92%
PPAR gamma	-	0.8812	88.12%
Honey bee toxicity	-	0.9306	93.06%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.9018	90.18%

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	86.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.36%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.10%	85.14%

Plants that contains it

• Aloe africana
• Aloe ferox
• Aloe spicata
• Aloe vera
• Arabidopsis thaliana
• Artemisia argyi
• Lycium barbarum
• Lycium chinense
• Schisandra chinensis
• Vitis vinifera

Cross-Links

• PubChem: 262
• NPASS: NPC140389
• LOTUS: LTS0142441
• wikiData: Q209157