[3,5-Dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxy-6-(hydroxymethyl)oxan-4-yl] acetate

Details

• Internal ID: 8d559a60-1322-4658-821c-bfac42d54e1e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [3,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxy-6-(hydroxymethyl)oxan-4-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)OC(=O)C)O)C5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)OC(=O)C)O)C5=CC=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C29H32O16/c1-10-19(34)22(37)23(38)28(40-10)42-14-7-15(33)18-16(8-14)43-25(12-3-5-13(32)6-4-12)27(21(18)36)45-29-24(39)26(41-11(2)31)20(35)17(9-30)44-29/h3-8,10,17,19-20,22-24,26,28-30,32-35,37-39H,9H2,1-2H3
• InChI Key: QYNYDEUBBPFDDZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₆
• Molecular Weight: 636.60 g/mol
• Exact Mass: 636.16903493 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.17
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6143	61.43%
Caco-2	-	0.9119	91.19%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6763	67.63%
OATP2B1 inhibitior	-	0.5646	56.46%
OATP1B1 inhibitior	+	0.8967	89.67%
OATP1B3 inhibitior	+	0.9182	91.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7726	77.26%
P-glycoprotein inhibitior	+	0.5761	57.61%
P-glycoprotein substrate	-	0.5100	51.00%
CYP3A4 substrate	+	0.6625	66.25%
CYP2C9 substrate	+	0.5404	54.04%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9114	91.14%
CYP2C9 inhibition	-	0.9192	91.92%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9792	97.92%
CYP1A2 inhibition	-	0.9149	91.49%
CYP2C8 inhibition	+	0.7406	74.06%
CYP inhibitory promiscuity	-	0.8524	85.24%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7539	75.39%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.8489	84.89%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7142	71.42%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9204	92.04%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8086	80.86%
Acute Oral Toxicity (c)	III	0.5955	59.55%
Estrogen receptor binding	+	0.7666	76.66%
Androgen receptor binding	+	0.6577	65.77%
Thyroid receptor binding	-	0.5068	50.68%
Glucocorticoid receptor binding	+	0.6018	60.18%
Aromatase binding	-	0.5407	54.07%
PPAR gamma	+	0.6583	65.83%
Honey bee toxicity	-	0.7291	72.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.8907	89.07%

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	99.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.24%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.87%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.78%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.94%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.87%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.77%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.50%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.49%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.93%	95.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.75%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.52%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.66%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.77%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.05%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.86%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.84%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.33%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.28%	97.09%

Plants that contains it

• Sinocrassula indica

Cross-Links

• PubChem: 162991922
• LOTUS: LTS0273556
• wikiData: Q105230284