(S)-(2-(Prop-1-en-2-yl)-2,3-dihydrobenzofuran-5-yl)methanol

Details

• Internal ID: 28e3402c-5064-44f5-8bd7-931058b79d6a
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: [(2S)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]methanol
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C=CC(=C2)CO
• SMILES (Isomeric): CC(=C)[C@@H]1CC2=C(O1)C=CC(=C2)CO
• InChI: InChI=1S/C12H14O2/c1-8(2)12-6-10-5-9(7-13)3-4-11(10)14-12/h3-5,12-13H,1,6-7H2,2H3/t12-/m0/s1
• InChI Key: MBZDDRANQLUORI-LBPRGKRZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.24 g/mol
• Exact Mass: 190.099379685 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• (S)-(2-(Prop-1-en-2-yl)-2,3-dihydrobenzofuran-5-yl)methanol
• CHEMBL4100339
• DTXSID20979805
• 5-Benzofuranmethanol, 2,3-dihydro-2-(1-methylethenyl)-, (S)-
• [2-(Prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methanol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5961	59.61%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4349	43.49%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7510	75.10%
P-glycoprotein inhibitior	-	0.9647	96.47%
P-glycoprotein substrate	-	0.8220	82.20%
CYP3A4 substrate	-	0.5927	59.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4532	45.32%
CYP3A4 inhibition	-	0.7945	79.45%
CYP2C9 inhibition	-	0.7046	70.46%
CYP2C19 inhibition	+	0.6177	61.77%
CYP2D6 inhibition	-	0.8829	88.29%
CYP1A2 inhibition	+	0.7846	78.46%
CYP2C8 inhibition	-	0.9263	92.63%
CYP inhibitory promiscuity	+	0.6869	68.69%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5823	58.23%
Eye corrosion	-	0.9323	93.23%
Eye irritation	+	0.8402	84.02%
Skin irritation	-	0.5675	56.75%
Skin corrosion	-	0.8872	88.72%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5519	55.19%
Micronuclear	-	0.7319	73.19%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	+	0.6759	67.59%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7587	75.87%
Acute Oral Toxicity (c)	III	0.7081	70.81%
Estrogen receptor binding	-	0.8544	85.44%
Androgen receptor binding	-	0.7273	72.73%
Thyroid receptor binding	-	0.6766	67.66%
Glucocorticoid receptor binding	-	0.8583	85.83%
Aromatase binding	-	0.7136	71.36%
PPAR gamma	-	0.7290	72.90%
Honey bee toxicity	-	0.8283	82.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9210	92.10%

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	96.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.86%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.23%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	87.19%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.97%	95.89%
CHEMBL5555	O00767	Acyl-CoA desaturase	84.95%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.95%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.90%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.60%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.87%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	81.64%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.27%	86.33%

Plants that contains it

• Viburnum orientale

Cross-Links

• PubChem: 182377
• LOTUS: LTS0182781
• wikiData: Q105261379