[5-Acetyloxy-3-hydroxy-2-methyl-6-[[3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxan-4-yl] acetate

Details

• Internal ID: 0b56a8a0-ebb6-46ae-935d-7c017f14631a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [5-acetyloxy-3-hydroxy-2-methyl-6-[[3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxan-4-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)OC(=O)C)OC(=O)C)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C31H34O16/c1-12-24(37)28(43-13(2)32)29(44-14(3)33)31(42-12)41-11-22-25(38)26(39)27(40)30(47-22)45-17-8-18(35)23-19(36)10-20(46-21(23)9-17)15-4-6-16(34)7-5-15/h4-10,12,22,24-31,34-35,37-40H,11H2,1-3H3
• InChI Key: YSOYXQCUOHSLOS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₄O₁₆
• Molecular Weight: 662.60 g/mol
• Exact Mass: 662.18468499 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.04
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5968	59.68%
Caco-2	-	0.8804	88.04%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7296	72.96%
OATP2B1 inhibitior	-	0.5638	56.38%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9004	90.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8403	84.03%
P-glycoprotein inhibitior	+	0.5869	58.69%
P-glycoprotein substrate	+	0.5660	56.60%
CYP3A4 substrate	+	0.6264	62.64%
CYP2C9 substrate	+	0.5319	53.19%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.9439	94.39%
CYP2C9 inhibition	-	0.9420	94.20%
CYP2C19 inhibition	-	0.9631	96.31%
CYP2D6 inhibition	-	0.9644	96.44%
CYP1A2 inhibition	-	0.9444	94.44%
CYP2C8 inhibition	+	0.7290	72.90%
CYP inhibitory promiscuity	-	0.8379	83.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9128	91.28%
Skin irritation	-	0.8502	85.02%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4400	44.00%
Micronuclear	+	0.6892	68.92%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9437	94.37%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8936	89.36%
Acute Oral Toxicity (c)	III	0.6503	65.03%
Estrogen receptor binding	+	0.7882	78.82%
Androgen receptor binding	+	0.6312	63.12%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6691	66.91%
Aromatase binding	+	0.5639	56.39%
PPAR gamma	+	0.7809	78.09%
Honey bee toxicity	-	0.7276	72.76%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9267	92.67%

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	99.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.30%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.88%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.36%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.93%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.83%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.09%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.14%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	92.51%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.03%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.93%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.94%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.75%	94.45%
CHEMBL3194	P02766	Transthyretin	84.88%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.93%	86.92%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.44%	81.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.42%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.33%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.93%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	81.43%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.00%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.80%	97.36%

Plants that contains it

• Scoparia dulcis

Cross-Links

• PubChem: 73101422
• LOTUS: LTS0223995
• wikiData: Q105360382