2-[(2S)-5-[(E)-3-hydroxyprop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol

Details

• Internal ID: 2d3b1dfc-bf8f-4485-b380-e9287592f29c
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 2-[(2S)-5-[(E)-3-hydroxyprop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C=CC(=C2)C=CCO)O
• SMILES (Isomeric): CC(C)([C@@H]1CC2=C(O1)C=CC(=C2)/C=C/CO)O
• InChI: InChI=1S/C14H18O3/c1-14(2,16)13-9-11-8-10(4-3-7-15)5-6-12(11)17-13/h3-6,8,13,15-16H,7,9H2,1-2H3/b4-3+/t13-/m0/s1
• InChI Key: URAVGAVOMPKTLI-OOPCZODUSA-N
• Popularity: 1 reference 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): 49.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.5751	57.51%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7484	74.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6091	60.91%
P-glycoprotein inhibitior	-	0.9412	94.12%
P-glycoprotein substrate	-	0.9079	90.79%
CYP3A4 substrate	-	0.5398	53.98%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.6707	67.07%
CYP3A4 inhibition	-	0.8007	80.07%
CYP2C9 inhibition	-	0.7234	72.34%
CYP2C19 inhibition	-	0.5764	57.64%
CYP2D6 inhibition	-	0.8544	85.44%
CYP1A2 inhibition	+	0.6487	64.87%
CYP2C8 inhibition	-	0.7588	75.88%
CYP inhibitory promiscuity	+	0.6924	69.24%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5342	53.42%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.5647	56.47%
Skin irritation	-	0.6843	68.43%
Skin corrosion	-	0.8668	86.68%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4425	44.25%
Micronuclear	-	0.7560	75.60%
Hepatotoxicity	-	0.5822	58.22%
skin sensitisation	+	0.5327	53.27%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8510	85.10%
Acute Oral Toxicity (c)	III	0.6611	66.11%
Estrogen receptor binding	+	0.6838	68.38%
Androgen receptor binding	-	0.4920	49.20%
Thyroid receptor binding	-	0.6278	62.78%
Glucocorticoid receptor binding	-	0.5985	59.85%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6479	64.79%
Honey bee toxicity	-	0.9223	92.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8048	80.48%

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	97.89%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.27%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.64%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.31%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.91%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.65%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.51%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.41%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.12%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.54%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.08%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.96%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.20%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.09%	89.34%

Plants that contains it

• Zanthoxylum wutaiense

Cross-Links

• PubChem: 163190294
• LOTUS: LTS0133648
• wikiData: Q105277593