5-(1-Hydroxyethyl)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-ol

Details

• Internal ID: bd7fc077-8cca-4dbd-aa66-2e1b42e98470
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 5-(1-hydroxyethyl)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-3-ol
• SMILES (Canonical): CC(C1=CC2=C(C=C1)OC(C2O)C(=C)C)O
• SMILES (Isomeric): CC(C1=CC2=C(C=C1)OC(C2O)C(=C)C)O
• InChI: InChI=1S/C13H16O3/c1-7(2)13-12(15)10-6-9(8(3)14)4-5-11(10)16-13/h4-6,8,12-15H,1H2,2-3H3
• InChI Key: DGYNFTPATSGSKV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26 g/mol
• Exact Mass: 220.109944368 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	-	0.7152	71.52%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6241	62.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	+	0.9695	96.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9110	91.10%
P-glycoprotein inhibitior	-	0.9230	92.30%
P-glycoprotein substrate	-	0.7464	74.64%
CYP3A4 substrate	-	0.6082	60.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4495	44.95%
CYP3A4 inhibition	-	0.6709	67.09%
CYP2C9 inhibition	+	0.5596	55.96%
CYP2C19 inhibition	+	0.6396	63.96%
CYP2D6 inhibition	-	0.8869	88.69%
CYP1A2 inhibition	+	0.9244	92.44%
CYP2C8 inhibition	-	0.9345	93.45%
CYP inhibitory promiscuity	+	0.9194	91.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9008	90.08%
Carcinogenicity (trinary)	Non-required	0.4381	43.81%
Eye corrosion	-	0.9162	91.62%
Eye irritation	-	0.6583	65.83%
Skin irritation	+	0.5061	50.61%
Skin corrosion	-	0.8342	83.42%
Ames mutagenesis	-	0.6447	64.47%
Human Ether-a-go-go-Related Gene inhibition	-	0.5388	53.88%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5824	58.24%
skin sensitisation	+	0.6672	66.72%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7284	72.84%
Acute Oral Toxicity (c)	III	0.5539	55.39%
Estrogen receptor binding	-	0.7074	70.74%
Androgen receptor binding	-	0.7308	73.08%
Thyroid receptor binding	+	0.6216	62.16%
Glucocorticoid receptor binding	-	0.7037	70.37%
Aromatase binding	-	0.6444	64.44%
PPAR gamma	-	0.6669	66.69%
Honey bee toxicity	-	0.7076	70.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9702	97.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.30%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.63%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.92%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.83%	94.73%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.44%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.20%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.36%	97.25%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.56%	89.44%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.49%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.30%	91.49%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.03%	83.10%

Plants that contains it

• Morithamnus crassus

Cross-Links

• PubChem: 162887084
• LOTUS: LTS0062045
• wikiData: Q104979604