5,7a-Dihydro-4-methoxy-5-(3-phenyl-2-propenylidene) benzofuran

Details

• Internal ID: e03e0785-4f94-4c04-a466-749151d09095
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: 5-cinnamylidene-4-methoxy-7aH-1-benzofuran
• SMILES (Canonical): COC1=C2C=COC2C=CC1=CC=CC3=CC=CC=C3
• SMILES (Isomeric): COC1=C2C=COC2C=CC1=CC=CC3=CC=CC=C3
• InChI: InChI=1S/C18H16O2/c1-19-18-15(10-11-17-16(18)12-13-20-17)9-5-8-14-6-3-2-4-7-14/h2-13,17H,1H3
• InChI Key: HKKZOACEVJJVAR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₂
• Molecular Weight: 264.30 g/mol
• Exact Mass: 264.115029749 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

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	+	0.8195	81.95%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4097	40.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.9851	98.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6674	66.74%
P-glycoprotein inhibitior	-	0.6573	65.73%
P-glycoprotein substrate	-	0.8474	84.74%
CYP3A4 substrate	+	0.5133	51.33%
CYP2C9 substrate	+	0.6285	62.85%
CYP2D6 substrate	-	0.6799	67.99%
CYP3A4 inhibition	-	0.7099	70.99%
CYP2C9 inhibition	-	0.6093	60.93%
CYP2C19 inhibition	+	0.8418	84.18%
CYP2D6 inhibition	-	0.8457	84.57%
CYP1A2 inhibition	+	0.9283	92.83%
CYP2C8 inhibition	+	0.5639	56.39%
CYP inhibitory promiscuity	+	0.9657	96.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9008	90.08%
Carcinogenicity (trinary)	Danger	0.4361	43.61%
Eye corrosion	-	0.9158	91.58%
Eye irritation	+	0.7596	75.96%
Skin irritation	-	0.6677	66.77%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6783	67.83%
Micronuclear	+	0.5568	55.68%
Hepatotoxicity	+	0.5324	53.24%
skin sensitisation	+	0.5561	55.61%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4742	47.42%
Acute Oral Toxicity (c)	III	0.5447	54.47%
Estrogen receptor binding	+	0.9003	90.03%
Androgen receptor binding	-	0.4882	48.82%
Thyroid receptor binding	+	0.6012	60.12%
Glucocorticoid receptor binding	-	0.5187	51.87%
Aromatase binding	+	0.7898	78.98%
PPAR gamma	-	0.5224	52.24%
Honey bee toxicity	-	0.7928	79.28%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.8883	88.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.07%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.76%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.17%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.59%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.05%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.86%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.62%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.49%	95.50%

Plants that contains it

• Tephrosia purpurea

Cross-Links

• PubChem: 86023906
• LOTUS: LTS0108682
• wikiData: Q105029723