Butenyl isothiocyanate

Details

• Internal ID: 7ca723d9-4277-4838-b219-8fb19ed58d5a
• Taxonomy: Organosulfur compounds > Isothiocyanates
• IUPAC Name: (E)-1-isothiocyanatobut-1-ene
• SMILES (Canonical): CCC=CN=C=S
• SMILES (Isomeric): CC/C=C/N=C=S
• InChI: InChI=1S/C5H7NS/c1-2-3-4-6-5-7/h3-4H,2H2,1H3/b4-3+
• InChI Key: XDDPFUCCKIMFOG-ONEGZZNKSA-N
• Popularity: 18 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₇NS
• Molecular Weight: 113.18 g/mol
• Exact Mass: 113.02992040 g/mol
• Topological Polar Surface Area (TPSA): 44.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• Butenylisothiocyanate
• (E)-1-isothiocyanatobut-1-ene
• 34424-44-7
• Butenylisothiocyanat [German]
• Isothiocyanic acid, butenyl ester
• Butene,1-isothiocyanato- (9CI)
• Butenylisothiocyanat
• CHEMBL2251722
• LS-86393

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	+	0.8346	83.46%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Lysosomes	0.6403	64.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8977	89.77%
P-glycoprotein inhibitior	-	0.9834	98.34%
P-glycoprotein substrate	-	0.9617	96.17%
CYP3A4 substrate	-	0.7022	70.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7481	74.81%
CYP3A4 inhibition	-	0.7907	79.07%
CYP2C9 inhibition	-	0.8399	83.99%
CYP2C19 inhibition	-	0.7676	76.76%
CYP2D6 inhibition	-	0.8702	87.02%
CYP1A2 inhibition	-	0.5519	55.19%
CYP2C8 inhibition	-	0.9315	93.15%
CYP inhibitory promiscuity	+	0.6560	65.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5700	57.00%
Carcinogenicity (trinary)	Non-required	0.5008	50.08%
Eye corrosion	+	0.8913	89.13%
Eye irritation	+	0.7217	72.17%
Skin irritation	+	0.7908	79.08%
Skin corrosion	+	0.7885	78.85%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6358	63.58%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6733	67.33%
skin sensitisation	+	0.8149	81.49%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.9000	90.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5607	56.07%
Acute Oral Toxicity (c)	III	0.6927	69.27%
Estrogen receptor binding	-	0.8750	87.50%
Androgen receptor binding	-	0.9116	91.16%
Thyroid receptor binding	-	0.7886	78.86%
Glucocorticoid receptor binding	-	0.8662	86.62%
Aromatase binding	-	0.8306	83.06%
PPAR gamma	-	0.8174	81.74%
Honey bee toxicity	-	0.8199	81.99%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.6746	67.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	88.43%	95.93%
CHEMBL230	P35354	Cyclooxygenase-2	87.98%	89.63%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.00%	89.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.45%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	80.44%	98.95%

Plants that contains it

• Brassica juncea
• Brassica oleracea
• Erucaria microcarpa
• Robinia pseudoacacia

Cross-Links

• PubChem: 6439701
• NPASS: NPC163528
• LOTUS: LTS0018185
• wikiData: Q104666984