2-Methoxy-5-(3-methyl-2,3-dihydro-1-benzofuran-2-yl)cyclohexa-1,5-dien-1-ol

Details

• Internal ID: 2fffda57-c13c-439d-8c19-ee2174dc5a18
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 2-methoxy-5-(3-methyl-2,3-dihydro-1-benzofuran-2-yl)cyclohexa-1,5-dien-1-ol
• InChI: InChI=1S/C16H18O3/c1-10-12-5-3-4-6-14(12)19-16(10)11-7-8-15(18-2)13(17)9-11/h3-6,9-10,16-17H,7-8H2,1-2H3
• InChI Key: LEDONMHGHMBVFN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.125594432 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.69
• 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	+	0.9972	99.72%
Caco-2	+	0.8171	81.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7801	78.01%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8924	89.24%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8909	89.09%
P-glycoprotein inhibitior	-	0.9227	92.27%
P-glycoprotein substrate	-	0.8583	85.83%
CYP3A4 substrate	+	0.5366	53.66%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.7139	71.39%
CYP3A4 inhibition	+	0.5498	54.98%
CYP2C9 inhibition	+	0.5518	55.18%
CYP2C19 inhibition	+	0.7099	70.99%
CYP2D6 inhibition	-	0.7959	79.59%
CYP1A2 inhibition	+	0.8584	85.84%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.8949	89.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4188	41.88%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9554	95.54%
Skin irritation	-	0.6869	68.69%
Skin corrosion	-	0.9225	92.25%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9025	90.25%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.7468	74.68%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8326	83.26%
Acute Oral Toxicity (c)	III	0.4646	46.46%
Estrogen receptor binding	-	0.6208	62.08%
Androgen receptor binding	-	0.6970	69.70%
Thyroid receptor binding	+	0.5821	58.21%
Glucocorticoid receptor binding	-	0.5489	54.89%
Aromatase binding	-	0.7249	72.49%
PPAR gamma	+	0.6313	63.13%
Honey bee toxicity	-	0.8821	88.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9405	94.05%

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	98.10%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.45%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.85%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.77%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	87.15%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.73%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.01%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	83.92%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.38%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.33%	94.45%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	81.94%	95.55%

Plants that contains it

• Dalbergia melanoxylon

Cross-Links

• PubChem: 163074204
• LOTUS: LTS0031741
• wikiData: Q105150506