7-Hydroxy-6-methoxy-3-(2-oxochromen-7-yl)oxy-4a,8a-dihydrochromen-2-one

Details

• Internal ID: 87d5f066-83f9-40a5-aef8-ed5eef56d4db
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-hydroxy-6-methoxy-3-(2-oxochromen-7-yl)oxy-4a,8a-dihydrochromen-2-one
• SMILES (Canonical): COC1=CC2C=C(C(=O)OC2C=C1O)OC3=CC4=C(C=C3)C=CC(=O)O4
• SMILES (Isomeric): COC1=CC2C=C(C(=O)OC2C=C1O)OC3=CC4=C(C=C3)C=CC(=O)O4
• InChI: InChI=1S/C19H14O7/c1-23-16-6-11-7-17(19(22)26-15(11)9-13(16)20)24-12-4-2-10-3-5-18(21)25-14(10)8-12/h2-9,11,15,20H,1H3
• InChI Key: UJRSXAFBORHKBS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₄O₇
• Molecular Weight: 354.30 g/mol
• Exact Mass: 354.07395278 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9750	97.50%
Caco-2	-	0.5498	54.98%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7109	71.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8060	80.60%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6041	60.41%
P-glycoprotein inhibitior	+	0.6583	65.83%
P-glycoprotein substrate	-	0.7697	76.97%
CYP3A4 substrate	+	0.5509	55.09%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.6683	66.83%
CYP2C9 inhibition	-	0.8903	89.03%
CYP2C19 inhibition	-	0.7113	71.13%
CYP2D6 inhibition	-	0.9114	91.14%
CYP1A2 inhibition	-	0.5980	59.80%
CYP2C8 inhibition	+	0.5403	54.03%
CYP inhibitory promiscuity	-	0.6447	64.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.6323	63.23%
Eye corrosion	-	0.9719	97.19%
Eye irritation	-	0.7973	79.73%
Skin irritation	-	0.6099	60.99%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6950	69.50%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8545	85.45%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6354	63.54%
Acute Oral Toxicity (c)	III	0.6220	62.20%
Estrogen receptor binding	+	0.8810	88.10%
Androgen receptor binding	+	0.7111	71.11%
Thyroid receptor binding	-	0.5169	51.69%
Glucocorticoid receptor binding	+	0.7014	70.14%
Aromatase binding	-	0.5597	55.97%
PPAR gamma	+	0.7493	74.93%
Honey bee toxicity	-	0.8350	83.50%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9597	95.97%

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	98.65%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.02%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.94%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.16%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.48%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.77%	97.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.12%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.03%	99.23%
CHEMBL4208	P20618	Proteasome component C5	85.92%	90.00%
CHEMBL2535	P11166	Glucose transporter	85.09%	98.75%
CHEMBL2581	P07339	Cathepsin D	81.38%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.01%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	80.17%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.04%	97.09%

Plants that contains it

• Dirca occidentalis

Cross-Links

• PubChem: 163023212
• LOTUS: LTS0164052
• wikiData: Q105274156