7-methoxy-3-(2-oxochromen-7-yl)oxy-8-[2-oxo-7-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-8-yl]chromen-2-one

Details

• Internal ID: bbfdeb27-7389-4806-9091-7c5d3b89b8ec
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 7-methoxy-3-(2-oxochromen-7-yl)oxy-8-[2-oxo-7-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-8-yl]chromen-2-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C3=C(C=C2)C=CC(=O)O3)C4=C(C=CC5=C4OC(=O)C(=C5)OC6=CC7=C(C=C6)C=CC(=O)O7)OC)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)OC2=C(C3=C(C=C2)C=CC(=O)O3)C4=C(C=CC5=C4OC(=O)C(=C5)OC6=CC7=C(C=C6)C=CC(=O)O7)OC)O)O)O
• InChI: InChI=1S/C34H26O13/c1-15-28(37)29(38)30(39)34(42-15)45-21-10-4-17-7-12-25(36)46-31(17)27(21)26-20(41-2)9-5-18-13-23(33(40)47-32(18)26)43-19-8-3-16-6-11-24(35)44-22(16)14-19/h3-15,28-30,34,37-39H,1-2H3/t15-,28+,29+,30-,34-/m1/s1
• InChI Key: FWLKQNUTDHNJKM-BOIMXJACSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₆O₁₃
• Molecular Weight: 642.60 g/mol
• Exact Mass: 642.13734088 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 13
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7123	71.23%
Caco-2	-	0.8766	87.66%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6622	66.22%
OATP2B1 inhibitior	-	0.5636	56.36%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9157	91.57%
P-glycoprotein inhibitior	+	0.7763	77.63%
P-glycoprotein substrate	-	0.5960	59.60%
CYP3A4 substrate	+	0.6053	60.53%
CYP2C9 substrate	-	0.8357	83.57%
CYP2D6 substrate	-	0.8548	85.48%
CYP3A4 inhibition	-	0.7521	75.21%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.8909	89.09%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.8108	81.08%
CYP2C8 inhibition	+	0.6734	67.34%
CYP inhibitory promiscuity	-	0.7569	75.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9242	92.42%
Skin irritation	-	0.7288	72.88%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6998	69.98%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9298	92.98%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8179	81.79%
Acute Oral Toxicity (c)	III	0.5086	50.86%
Estrogen receptor binding	+	0.8351	83.51%
Androgen receptor binding	+	0.7771	77.71%
Thyroid receptor binding	+	0.5852	58.52%
Glucocorticoid receptor binding	+	0.7786	77.86%
Aromatase binding	-	0.5149	51.49%
PPAR gamma	+	0.7602	76.02%
Honey bee toxicity	-	0.8078	80.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.9387	93.87%

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	97.32%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.22%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.01%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.58%	95.56%
CHEMBL4208	P20618	Proteasome component C5	92.37%	90.00%
CHEMBL2581	P07339	Cathepsin D	91.00%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.10%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.75%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.73%	99.23%
CHEMBL2535	P11166	Glucose transporter	88.22%	98.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.66%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.57%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.35%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.97%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.87%	94.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.50%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.08%	96.00%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	83.46%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	82.92%	94.73%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.54%	97.53%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.22%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.99%	95.89%
CHEMBL4530	P00488	Coagulation factor XIII	80.71%	96.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.38%	95.78%

Plants that contains it

• Daphne oleoides

Cross-Links

• PubChem: 162852386
• LOTUS: LTS0273249
• wikiData: Q104667939