3-[(3R)-8-hydroxy-7-methoxy-1-oxo-3,4-dihydroisochromen-3-yl]propanoic acid

Details

• Internal ID: 0dbace87-047f-4fcc-b774-58465cc72952
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 3-[(3R)-8-hydroxy-7-methoxy-1-oxo-3,4-dihydroisochromen-3-yl]propanoic acid
• InChI: InChI=1S/C13H14O6/c1-18-9-4-2-7-6-8(3-5-10(14)15)19-13(17)11(7)12(9)16/h2,4,8,16H,3,5-6H2,1H3,(H,14,15)/t8-/m1/s1
• InChI Key: QGTCWNLOZPVXIG-MRVPVSSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₆
• Molecular Weight: 266.25 g/mol
• Exact Mass: 266.07903816 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8291	82.91%
Caco-2	+	0.6904	69.04%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7871	78.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8416	84.16%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6994	69.94%
P-glycoprotein inhibitior	-	0.9585	95.85%
P-glycoprotein substrate	-	0.8420	84.20%
CYP3A4 substrate	+	0.5148	51.48%
CYP2C9 substrate	-	0.5939	59.39%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	-	0.8608	86.08%
CYP2C9 inhibition	-	0.7790	77.90%
CYP2C19 inhibition	-	0.6988	69.88%
CYP2D6 inhibition	-	0.8636	86.36%
CYP1A2 inhibition	+	0.6640	66.40%
CYP2C8 inhibition	-	0.6245	62.45%
CYP inhibitory promiscuity	-	0.8906	89.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6165	61.65%
Eye corrosion	-	0.9838	98.38%
Eye irritation	+	0.6682	66.82%
Skin irritation	-	0.7475	74.75%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5676	56.76%
Micronuclear	-	0.5682	56.82%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7474	74.74%
Acute Oral Toxicity (c)	III	0.5596	55.96%
Estrogen receptor binding	+	0.6995	69.95%
Androgen receptor binding	-	0.5190	51.90%
Thyroid receptor binding	-	0.6121	61.21%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7542	75.42%
PPAR gamma	+	0.6073	60.73%
Honey bee toxicity	-	0.9520	95.20%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7923	79.23%
Fish aquatic toxicity	+	0.7739	77.39%

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	97.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.38%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.12%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.77%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.51%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.16%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.29%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.19%	99.23%
CHEMBL4208	P20618	Proteasome component C5	83.50%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.46%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.04%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.43%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683008
• LOTUS: LTS0236213
• wikiData: Q105220630