(E)-3-[(3S)-5-acetyl-6-methoxy-1-oxo-3,4-dihydroisochromen-3-yl]prop-2-enoic acid

Details

• Internal ID: 1e9f3099-a18e-4454-b0f3-1b664ab22bc2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (E)-3-[(3S)-5-acetyl-6-methoxy-1-oxo-3,4-dihydroisochromen-3-yl]prop-2-enoic acid
• InChI: InChI=1S/C15H14O6/c1-8(16)14-11-7-9(3-6-13(17)18)21-15(19)10(11)4-5-12(14)20-2/h3-6,9H,7H2,1-2H3,(H,17,18)/b6-3+/t9-/m1/s1
• InChI Key: YFMFSKHARZNAFM-BSPAPZMXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9760	97.60%
Caco-2	+	0.7240	72.40%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7224	72.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9140	91.40%
OATP1B3 inhibitior	+	0.9805	98.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6223	62.23%
P-glycoprotein inhibitior	-	0.9305	93.05%
P-glycoprotein substrate	-	0.7128	71.28%
CYP3A4 substrate	+	0.5480	54.80%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.6738	67.38%
CYP2C9 inhibition	-	0.6686	66.86%
CYP2C19 inhibition	-	0.8187	81.87%
CYP2D6 inhibition	-	0.9015	90.15%
CYP1A2 inhibition	-	0.5319	53.19%
CYP2C8 inhibition	+	0.4865	48.65%
CYP inhibitory promiscuity	-	0.6743	67.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5064	50.64%
Eye corrosion	-	0.9745	97.45%
Eye irritation	-	0.7684	76.84%
Skin irritation	-	0.7216	72.16%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.6144	61.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.5951	59.51%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	-	0.8240	82.40%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6333	63.33%
Acute Oral Toxicity (c)	II	0.5479	54.79%
Estrogen receptor binding	-	0.4918	49.18%
Androgen receptor binding	-	0.5550	55.50%
Thyroid receptor binding	-	0.6792	67.92%
Glucocorticoid receptor binding	-	0.6230	62.30%
Aromatase binding	-	0.7608	76.08%
PPAR gamma	+	0.5631	56.31%
Honey bee toxicity	-	0.8093	80.93%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9266	92.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.37%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.24%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.08%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.46%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	83.11%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.86%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.73%	99.17%
CHEMBL2535	P11166	Glucose transporter	82.66%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.08%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163187194
• LOTUS: LTS0098827
• wikiData: Q105347680