3R-(2R-hydroxypropyl)-8-hydroxyl-7-methyl-3,4-dihydroisocoumarine

Details

• Internal ID: e9b20c6e-9e1e-4b6a-b4cc-6868ce673b69
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-8-hydroxy-3-[(2R)-2-hydroxypropyl]-7-methyl-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C13H16O4/c1-7-3-4-9-6-10(5-8(2)14)17-13(16)11(9)12(7)15/h3-4,8,10,14-15H,5-6H2,1-2H3/t8-,10+/m1/s1
• InChI Key: WDCHVRICDGHOKM-SCZZXKLOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 4
• 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	+	0.9368	93.68%
Caco-2	+	0.7684	76.84%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6605	66.05%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8603	86.03%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8889	88.89%
P-glycoprotein inhibitior	-	0.9699	96.99%
P-glycoprotein substrate	-	0.8375	83.75%
CYP3A4 substrate	-	0.5163	51.63%
CYP2C9 substrate	-	0.5505	55.05%
CYP2D6 substrate	-	0.8253	82.53%
CYP3A4 inhibition	-	0.7901	79.01%
CYP2C9 inhibition	-	0.5539	55.39%
CYP2C19 inhibition	-	0.8892	88.92%
CYP2D6 inhibition	-	0.8786	87.86%
CYP1A2 inhibition	-	0.5702	57.02%
CYP2C8 inhibition	-	0.9312	93.12%
CYP inhibitory promiscuity	-	0.7799	77.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6013	60.13%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.6242	62.42%
Skin irritation	-	0.6605	66.05%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7492	74.92%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7806	78.06%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6982	69.82%
Acute Oral Toxicity (c)	I	0.7688	76.88%
Estrogen receptor binding	-	0.5360	53.60%
Androgen receptor binding	+	0.6393	63.93%
Thyroid receptor binding	-	0.5485	54.85%
Glucocorticoid receptor binding	-	0.5290	52.90%
Aromatase binding	-	0.7081	70.81%
PPAR gamma	-	0.5431	54.31%
Honey bee toxicity	-	0.9544	95.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9116	91.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.75%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.65%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.48%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.31%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.87%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	88.72%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.24%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.19%	93.56%
CHEMBL4208	P20618	Proteasome component C5	83.33%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.41%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.21%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.80%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.62%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.27%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.11%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44233882
• LOTUS: LTS0129317
• wikiData: Q77516713