(3Z)-3-butylidene-7-chloro-6-hydroxy-4,5,6,7-tetrahydro-2-benzofuran-1-one

Details

• Internal ID: 4bdc94fd-175d-4bc3-be49-8bea21b9688a
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: (3Z)-3-butylidene-7-chloro-6-hydroxy-4,5,6,7-tetrahydro-2-benzofuran-1-one
• SMILES (Canonical): CCCC=C1C2=C(C(C(CC2)O)Cl)C(=O)O1
• SMILES (Isomeric): CCC/C=C\1/C2=C(C(C(CC2)O)Cl)C(=O)O1
• InChI: InChI=1S/C12H15ClO3/c1-2-3-4-9-7-5-6-8(14)11(13)10(7)12(15)16-9/h4,8,11,14H,2-3,5-6H2,1H3/b9-4-
• InChI Key: QHFASJHNXWAWLY-WTKPLQERSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₅ClO₃
• Molecular Weight: 242.70 g/mol
• Exact Mass: 242.0709720 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5890	58.90%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6124	61.24%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6570	65.70%
BSEP inhibitior	-	0.8062	80.62%
P-glycoprotein inhibitior	-	0.9316	93.16%
P-glycoprotein substrate	-	0.9153	91.53%
CYP3A4 substrate	+	0.5233	52.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.6203	62.03%
CYP2C9 inhibition	-	0.7661	76.61%
CYP2C19 inhibition	-	0.7529	75.29%
CYP2D6 inhibition	-	0.8766	87.66%
CYP1A2 inhibition	-	0.7708	77.08%
CYP2C8 inhibition	-	0.8477	84.77%
CYP inhibitory promiscuity	-	0.7790	77.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8456	84.56%
Carcinogenicity (trinary)	Non-required	0.4543	45.43%
Eye corrosion	-	0.9671	96.71%
Eye irritation	-	0.8183	81.83%
Skin irritation	-	0.6726	67.26%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7052	70.52%
Micronuclear	-	0.8278	82.78%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6086	60.86%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4901	49.01%
Acute Oral Toxicity (c)	III	0.4701	47.01%
Estrogen receptor binding	-	0.5650	56.50%
Androgen receptor binding	-	0.6021	60.21%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4931	49.31%
Aromatase binding	-	0.8736	87.36%
PPAR gamma	+	0.5304	53.04%
Honey bee toxicity	-	0.8819	88.19%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9729	97.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.43%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.66%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.26%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.29%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.75%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.84%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.30%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.61%	93.00%

Plants that contains it

• Conioselinum anthriscoides

Cross-Links

• PubChem: 13965754
• LOTUS: LTS0133028
• wikiData: Q104399095