[6-[4-(3,4-Dihydroxyphenyl)-7-methoxy-2-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 7aee0d8c-2623-4aba-857d-40c44cdcb708
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: [6-[4-(3,4-dihydroxyphenyl)-7-methoxy-2-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=CC(=CC3=C2C(=CC(=O)O3)C4=CC(=C(C=C4)O)O)OC)O)O)O
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2=CC(=CC3=C2C(=CC(=O)O3)C4=CC(=C(C=C4)O)O)OC)O)O)O
• InChI: InChI=1S/C24H24O12/c1-10(25)33-9-18-21(29)22(30)23(31)24(36-18)35-17-7-12(32-2)6-16-20(17)13(8-19(28)34-16)11-3-4-14(26)15(27)5-11/h3-8,18,21-24,26-27,29-31H,9H2,1-2H3
• InChI Key: IHKNBCYHNGYRCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₂
• Molecular Weight: 504.40 g/mol
• Exact Mass: 504.12677620 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5620	56.20%
Caco-2	-	0.8623	86.23%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6172	61.72%
OATP2B1 inhibitior	-	0.8372	83.72%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9284	92.84%
P-glycoprotein inhibitior	-	0.4306	43.06%
P-glycoprotein substrate	-	0.7008	70.08%
CYP3A4 substrate	+	0.6281	62.81%
CYP2C9 substrate	-	0.8194	81.94%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.9158	91.58%
CYP2C9 inhibition	-	0.9167	91.67%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.9203	92.03%
CYP2C8 inhibition	+	0.7318	73.18%
CYP inhibitory promiscuity	-	0.8466	84.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7407	74.07%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.8298	82.98%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4576	45.76%
Micronuclear	+	0.6092	60.92%
Hepatotoxicity	-	0.7821	78.21%
skin sensitisation	-	0.9393	93.93%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8383	83.83%
Acute Oral Toxicity (c)	III	0.6737	67.37%
Estrogen receptor binding	+	0.8391	83.91%
Androgen receptor binding	+	0.7570	75.70%
Thyroid receptor binding	+	0.5451	54.51%
Glucocorticoid receptor binding	+	0.7731	77.31%
Aromatase binding	-	0.5182	51.82%
PPAR gamma	+	0.6197	61.97%
Honey bee toxicity	-	0.7643	76.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6649	66.49%
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	99.43%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.25%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.37%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.98%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.13%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.98%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.48%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	92.45%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	91.33%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.02%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.69%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.02%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.60%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.86%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.71%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.24%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.08%	95.78%
CHEMBL340	P08684	Cytochrome P450 3A4	82.24%	91.19%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.08%	83.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.53%	95.89%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.92%	80.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.90%	92.62%

Plants that contains it

• Hintonia latiflora

Cross-Links

• PubChem: 14159734
• LOTUS: LTS0150048
• wikiData: Q105113097