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

Details

• Internal ID: 793c53d4-1b8a-4516-bf68-bafe1c5e1cd1
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: (3Z,6S,7R)-6-butanoyl-3-butylidene-7-hydroxy-4,5,6,7-tetrahydro-2-benzofuran-1-one
• SMILES (Canonical): CCCC=C1C2=C(C(C(CC2)C(=O)CCC)O)C(=O)O1
• SMILES (Isomeric): CCC/C=C\1/C2=C([C@@H]([C@H](CC2)C(=O)CCC)O)C(=O)O1
• InChI: InChI=1S/C16H22O4/c1-3-5-7-13-11-9-8-10(12(17)6-4-2)15(18)14(11)16(19)20-13/h7,10,15,18H,3-6,8-9H2,1-2H3/b13-7-/t10-,15-/m1/s1
• InChI Key: RWIPTYNGENPFSY-HQQQLJABSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.8102	81.02%
Blood Brain Barrier	+	0.7355	73.55%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7321	73.21%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8320	83.20%
BSEP inhibitior	-	0.6696	66.96%
P-glycoprotein inhibitior	-	0.8068	80.68%
P-glycoprotein substrate	-	0.8368	83.68%
CYP3A4 substrate	+	0.5353	53.53%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.5637	56.37%
CYP2C9 inhibition	-	0.8615	86.15%
CYP2C19 inhibition	-	0.8545	85.45%
CYP2D6 inhibition	-	0.9164	91.64%
CYP1A2 inhibition	-	0.6843	68.43%
CYP2C8 inhibition	-	0.7713	77.13%
CYP inhibitory promiscuity	-	0.8318	83.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.5879	58.79%
Eye corrosion	-	0.9646	96.46%
Eye irritation	-	0.7095	70.95%
Skin irritation	-	0.5904	59.04%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4902	49.02%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5270	52.70%
skin sensitisation	-	0.7854	78.54%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6517	65.17%
Acute Oral Toxicity (c)	II	0.4329	43.29%
Estrogen receptor binding	-	0.7499	74.99%
Androgen receptor binding	-	0.6084	60.84%
Thyroid receptor binding	-	0.6392	63.92%
Glucocorticoid receptor binding	+	0.6027	60.27%
Aromatase binding	-	0.9223	92.23%
PPAR gamma	+	0.5979	59.79%
Honey bee toxicity	-	0.9487	94.87%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.63%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.67%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	90.97%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.81%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.59%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.38%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.75%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.24%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.78%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.22%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.56%	97.50%

Plants that contains it

• Conioselinum anthriscoides

Cross-Links

• PubChem: 11265913
• NPASS: NPC39676