7-Hydroxy-6-methoxy-3,4-dihydro-2H-1-benzopyran-2-one

Details

• Internal ID: 6bd3b986-55c5-4f23-9eb3-d37c495b301b
• Taxonomy: Phenylpropanoids and polyketides > 3,4-dihydrocoumarins
• IUPAC Name: 7-hydroxy-6-methoxy-3,4-dihydrochromen-2-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)CCC(=O)O2)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1)CCC(=O)O2)O
• InChI: InChI=1S/C10H10O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h4-5,11H,2-3H2,1H3
• InChI Key: XEHFSYYAGCUKEN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 7-hydroxy-6-methoxychroman-2-one
• SCHEMBL3302778
• XEHFSYYAGCUKEN-UHFFFAOYSA-
• 7-Hydroxy-6-methoxy-3,4-dihydro-2H-1-benzopyran-2-one
• DTXSID70616718
• InChI=1/C10H10O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h4-5,11H,2-3H2,1H3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9649	96.49%
Caco-2	+	0.8091	80.91%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7560	75.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9375	93.75%
OATP1B3 inhibitior	+	0.9839	98.39%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8777	87.77%
P-glycoprotein inhibitior	-	0.9783	97.83%
P-glycoprotein substrate	-	0.9620	96.20%
CYP3A4 substrate	-	0.5258	52.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6710	67.10%
CYP3A4 inhibition	-	0.8519	85.19%
CYP2C9 inhibition	-	0.8664	86.64%
CYP2C19 inhibition	-	0.6790	67.90%
CYP2D6 inhibition	-	0.9069	90.69%
CYP1A2 inhibition	+	0.8890	88.90%
CYP2C8 inhibition	-	0.8060	80.60%
CYP inhibitory promiscuity	-	0.8191	81.91%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9386	93.86%
Eye irritation	+	0.9884	98.84%
Skin irritation	-	0.5785	57.85%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6382	63.82%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8410	84.10%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5659	56.59%
Acute Oral Toxicity (c)	III	0.7478	74.78%
Estrogen receptor binding	-	0.6193	61.93%
Androgen receptor binding	-	0.8769	87.69%
Thyroid receptor binding	-	0.7248	72.48%
Glucocorticoid receptor binding	-	0.5475	54.75%
Aromatase binding	-	0.7069	70.69%
PPAR gamma	-	0.7294	72.94%
Honey bee toxicity	-	0.9078	90.78%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	-	0.4939	49.39%

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	98.08%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.10%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.89%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.27%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.28%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.93%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.88%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.80%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.19%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.14%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.78%	89.00%

Plants that contains it

• Achillea clypeolata

Cross-Links

• PubChem: 21673805
• LOTUS: LTS0010552
• wikiData: Q82518711