7-Hydroxy-8-[2-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-8-yl]chromen-2-one

Details

• Internal ID: 14f7a73f-6f96-49a4-b206-4c60fa173a2f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 7-hydroxy-8-[2-oxo-7-(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)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(C3=C(C=C2)C=CC(=O)O3)C4=C(C=CC5=C4OC(=O)C=C5)O)O)O)O
• InChI: InChI=1S/C24H20O10/c1-10-19(28)20(29)21(30)24(31-10)32-14-7-3-12-5-9-16(27)34-23(12)18(14)17-13(25)6-2-11-4-8-15(26)33-22(11)17/h2-10,19-21,24-25,28-30H,1H3
• InChI Key: DQEAAVKYRCHQOQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₀O₁₀
• Molecular Weight: 468.40 g/mol
• Exact Mass: 468.10564683 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.8447	84.47%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7171	71.71%
OATP2B1 inhibitior	+	0.5823	58.23%
OATP1B1 inhibitior	+	0.9322	93.22%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7125	71.25%
P-glycoprotein inhibitior	-	0.5251	52.51%
P-glycoprotein substrate	-	0.8452	84.52%
CYP3A4 substrate	-	0.5104	51.04%
CYP2C9 substrate	-	0.8229	82.29%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.8307	83.07%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9680	96.80%
CYP1A2 inhibition	-	0.6999	69.99%
CYP2C8 inhibition	-	0.6264	62.64%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.6672	66.72%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5455	54.55%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6545	65.45%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	+	0.6712	67.12%
Androgen receptor binding	+	0.7070	70.70%
Thyroid receptor binding	-	0.5219	52.19%
Glucocorticoid receptor binding	+	0.6836	68.36%
Aromatase binding	-	0.4875	48.75%
PPAR gamma	+	0.6822	68.22%
Honey bee toxicity	-	0.8928	89.28%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6299	62.99%
Fish aquatic toxicity	+	0.9611	96.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.92%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.81%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.64%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.42%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.42%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.81%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.03%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.75%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.58%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.59%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.02%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.59%	90.00%

Plants that contains it

• Edgeworthia chrysantha

Cross-Links

• PubChem: 14463050
• LOTUS: LTS0275651
• wikiData: Q104986885