2-[2-Methoxy-6-methyl-7-(4-methylfuran-2-yl)hept-5-en-2-yl]-2,3-dihydro-1-benzofuran

Details

• Internal ID: edd9d2ce-f5ce-45e7-b060-3878812bf5c3
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 2-[2-methoxy-6-methyl-7-(4-methylfuran-2-yl)hept-5-en-2-yl]-2,3-dihydro-1-benzofuran
• SMILES (Canonical): CC1=COC(=C1)CC(=CCCC(C)(C2CC3=CC=CC=C3O2)OC)C
• SMILES (Isomeric): CC1=COC(=C1)CC(=CCCC(C)(C2CC3=CC=CC=C3O2)OC)C
• InChI: InChI=1S/C22H28O3/c1-16(12-19-13-17(2)15-24-19)8-7-11-22(3,23-4)21-14-18-9-5-6-10-20(18)25-21/h5-6,8-10,13,15,21H,7,11-12,14H2,1-4H3
• InChI Key: XMEKRGPWDVRQKA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₃
• Molecular Weight: 340.50 g/mol
• Exact Mass: 340.20384475 g/mol
• Topological Polar Surface Area (TPSA): 31.60 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.7559	75.59%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5848	58.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8876	88.76%
P-glycoprotein inhibitior	+	0.6807	68.07%
P-glycoprotein substrate	-	0.6867	68.67%
CYP3A4 substrate	+	0.6126	61.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3945	39.45%
CYP3A4 inhibition	-	0.6617	66.17%
CYP2C9 inhibition	-	0.7344	73.44%
CYP2C19 inhibition	-	0.5593	55.93%
CYP2D6 inhibition	-	0.8444	84.44%
CYP1A2 inhibition	+	0.5148	51.48%
CYP2C8 inhibition	+	0.5100	51.00%
CYP inhibitory promiscuity	+	0.6921	69.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5506	55.06%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9661	96.61%
Skin irritation	-	0.7681	76.81%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9382	93.82%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5414	54.14%
skin sensitisation	-	0.6866	68.66%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7900	79.00%
Acute Oral Toxicity (c)	III	0.5657	56.57%
Estrogen receptor binding	+	0.7984	79.84%
Androgen receptor binding	+	0.5617	56.17%
Thyroid receptor binding	+	0.5428	54.28%
Glucocorticoid receptor binding	+	0.5409	54.09%
Aromatase binding	+	0.5603	56.03%
PPAR gamma	+	0.6578	65.78%
Honey bee toxicity	-	0.7274	72.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9871	98.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.44%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.09%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.76%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.33%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.18%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.59%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.99%	93.65%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.55%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.29%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.63%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.95%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.05%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163041145
• LOTUS: LTS0207166
• wikiData: Q105330679