(1R,2S)-1-[(2S)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]propane-1,2-diol

Details

• Internal ID: 4791b844-5dc5-48da-b65d-9989a3aa0fdd
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (1R,2S)-1-[(2S)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]propane-1,2-diol
• InChI: InChI=1S/C14H18O3/c1-8(2)13-7-11-6-10(14(16)9(3)15)4-5-12(11)17-13/h4-6,9,13-16H,1,7H2,2-3H3/t9-,13-,14-/m0/s1
• InChI Key: UQCIWQNZUAVCBK-HERUPUMHSA-N
• Popularity: 3 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): 49.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.98
• 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	+	0.9939	99.39%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5281	52.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7723	77.23%
P-glycoprotein inhibitior	-	0.9520	95.20%
P-glycoprotein substrate	-	0.7252	72.52%
CYP3A4 substrate	-	0.6005	60.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4710	47.10%
CYP3A4 inhibition	-	0.6725	67.25%
CYP2C9 inhibition	-	0.5561	55.61%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8522	85.22%
CYP1A2 inhibition	+	0.7866	78.66%
CYP2C8 inhibition	-	0.9719	97.19%
CYP inhibitory promiscuity	+	0.6697	66.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7719	77.19%
Carcinogenicity (trinary)	Non-required	0.4787	47.87%
Eye corrosion	-	0.9498	94.98%
Eye irritation	-	0.8734	87.34%
Skin irritation	-	0.5428	54.28%
Skin corrosion	-	0.8782	87.82%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6031	60.31%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.6203	62.03%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7202	72.02%
Acute Oral Toxicity (c)	III	0.6665	66.65%
Estrogen receptor binding	-	0.7740	77.40%
Androgen receptor binding	-	0.7396	73.96%
Thyroid receptor binding	-	0.5150	51.50%
Glucocorticoid receptor binding	-	0.7436	74.36%
Aromatase binding	-	0.7020	70.20%
PPAR gamma	-	0.5914	59.14%
Honey bee toxicity	-	0.7684	76.84%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9583	95.83%

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	96.22%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.17%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.80%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.72%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.32%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.04%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.74%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.14%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.84%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	82.77%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.20%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.17%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.13%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163047515
• LOTUS: LTS0168860
• wikiData: Q105277148