(3Z)-3-butylidene-3a,4,5,6-tetrahydro-2-benzofuran-1-one

Details

• Internal ID: d54c6ab0-c255-4bfa-8954-1eb01878603c
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: (3Z)-3-butylidene-3a,4,5,6-tetrahydro-2-benzofuran-1-one
• SMILES (Canonical): CCCC=C1C2CCCC=C2C(=O)O1
• SMILES (Isomeric): CCC/C=C\1/C2CCCC=C2C(=O)O1
• InChI: InChI=1S/C12H16O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h7-9H,2-6H2,1H3/b11-8-
• InChI Key: OFKAWRNOBJDJFC-FLIBITNWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25 g/mol
• Exact Mass: 192.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• 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	+	0.9030	90.30%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Plasma membrane	0.6710	67.10%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8040	80.40%
P-glycoprotein inhibitior	-	0.9370	93.70%
P-glycoprotein substrate	-	0.9278	92.78%
CYP3A4 substrate	-	0.5555	55.55%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.7982	79.82%
CYP2C9 inhibition	-	0.8195	81.95%
CYP2C19 inhibition	-	0.5527	55.27%
CYP2D6 inhibition	-	0.9020	90.20%
CYP1A2 inhibition	+	0.5942	59.42%
CYP2C8 inhibition	-	0.8443	84.43%
CYP inhibitory promiscuity	+	0.5399	53.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4704	47.04%
Eye corrosion	-	0.6464	64.64%
Eye irritation	+	0.6563	65.63%
Skin irritation	-	0.6076	60.76%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6441	64.41%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.7663	76.63%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5802	58.02%
Acute Oral Toxicity (c)	III	0.7848	78.48%
Estrogen receptor binding	-	0.7392	73.92%
Androgen receptor binding	-	0.7087	70.87%
Thyroid receptor binding	-	0.5889	58.89%
Glucocorticoid receptor binding	-	0.7190	71.90%
Aromatase binding	-	0.8226	82.26%
PPAR gamma	-	0.6213	62.13%
Honey bee toxicity	-	0.9393	93.93%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9422	94.22%

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	98.01%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.89%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.92%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.05%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	84.69%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	82.03%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.24%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.90%	99.23%

Plants that contains it

• Apium graveolens

Cross-Links

• PubChem: 91747285
• LOTUS: LTS0212983
• wikiData: Q105191138