(1R)-1-[(2R)-5-methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-4-yl]ethanol

Details

• Internal ID: 6d7641c8-8d71-49b6-ae73-d666aecff83b
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (1R)-1-[(2R)-5-methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-4-yl]ethanol
• SMILES (Canonical): CC(C1=C(C=CC2=C1CC(O2)C(=C)C)OC)O
• SMILES (Isomeric): C[C@H](C1=C(C=CC2=C1C[C@@H](O2)C(=C)C)OC)O
• InChI: InChI=1S/C14H18O3/c1-8(2)13-7-10-11(17-13)5-6-12(16-4)14(10)9(3)15/h5-6,9,13,15H,1,7H2,2-4H3/t9-,13-/m1/s1
• InChI Key: BBNYZQOGGJAJOL-NOZJJQNGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.6634	66.34%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5611	56.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9581	95.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7774	77.74%
P-glycoprotein inhibitior	-	0.9518	95.18%
P-glycoprotein substrate	-	0.7932	79.32%
CYP3A4 substrate	-	0.5166	51.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5315	53.15%
CYP3A4 inhibition	-	0.6552	65.52%
CYP2C9 inhibition	-	0.7277	72.77%
CYP2C19 inhibition	+	0.6116	61.16%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	+	0.8323	83.23%
CYP2C8 inhibition	-	0.8608	86.08%
CYP inhibitory promiscuity	+	0.7996	79.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8708	87.08%
Carcinogenicity (trinary)	Non-required	0.5300	53.00%
Eye corrosion	-	0.9745	97.45%
Eye irritation	-	0.7557	75.57%
Skin irritation	-	0.6793	67.93%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7604	76.04%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5200	52.00%
skin sensitisation	-	0.6462	64.62%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5666	56.66%
Acute Oral Toxicity (c)	III	0.4407	44.07%
Estrogen receptor binding	-	0.8702	87.02%
Androgen receptor binding	-	0.7617	76.17%
Thyroid receptor binding	-	0.5357	53.57%
Glucocorticoid receptor binding	-	0.7457	74.57%
Aromatase binding	-	0.7360	73.60%
PPAR gamma	-	0.5125	51.25%
Honey bee toxicity	-	0.6677	66.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9586	95.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.67%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.72%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.77%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.26%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.78%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.53%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.73%	86.33%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.19%	92.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.12%	94.80%

Plants that contains it

• Stevia salicifolia

Cross-Links

• PubChem: 162884084
• LOTUS: LTS0260849
• wikiData: Q104922892