7-[(6-O-beta-D-Xylopyranosyl-beta-D-glucopyranosyl)oxy]-3',5-dihydroxy-4'-methoxyflavone

Details

• Internal ID: 99460e52-28f6-477e-b938-90c52731928a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O15/c1-37-16-3-2-10(4-12(16)28)17-7-14(30)20-13(29)5-11(6-18(20)41-17)40-27-25(36)23(34)22(33)19(42-27)9-39-26-24(35)21(32)15(31)8-38-26/h2-7,15,19,21-29,31-36H,8-9H2,1H3/t15-,19-,21+,22-,23+,24-,25-,26+,27-/m1/s1
• InChI Key: IXWDYBPIGZKUPJ-MUCJXJSVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.48
• H-Bond Acceptor: 15
• 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	+	0.5869	58.69%
Caco-2	-	0.8964	89.64%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.5680	56.80%
OATP1B1 inhibitior	+	0.9390	93.90%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6424	64.24%
P-glycoprotein inhibitior	-	0.7894	78.94%
P-glycoprotein substrate	+	0.7451	74.51%
CYP3A4 substrate	+	0.6028	60.28%
CYP2C9 substrate	-	0.8664	86.64%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.9412	94.12%
CYP2C9 inhibition	-	0.9439	94.39%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.9037	90.37%
CYP2C8 inhibition	+	0.7474	74.74%
CYP inhibitory promiscuity	-	0.8756	87.56%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6679	66.79%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9177	91.77%
Skin irritation	-	0.8291	82.91%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.8177	81.77%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9195	91.95%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9435	94.35%
Acute Oral Toxicity (c)	III	0.6736	67.36%
Estrogen receptor binding	+	0.7841	78.41%
Androgen receptor binding	+	0.5550	55.50%
Thyroid receptor binding	+	0.5300	53.00%
Glucocorticoid receptor binding	-	0.4821	48.21%
Aromatase binding	+	0.5313	53.13%
PPAR gamma	+	0.7185	71.85%
Honey bee toxicity	-	0.7203	72.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6849	68.49%
Fish aquatic toxicity	+	0.8179	81.79%

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	99.16%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.24%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.85%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.01%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.87%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.29%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.61%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.57%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.78%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.68%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.43%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.36%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.84%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.69%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.96%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	84.25%	94.73%
CHEMBL3194	P02766	Transthyretin	83.83%	90.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.36%	95.53%
CHEMBL4208	P20618	Proteasome component C5	81.86%	90.00%
CHEMBL220	P22303	Acetylcholinesterase	80.56%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.51%	99.17%

Plants that contains it

• Rhododendron tomentosum

Cross-Links

• PubChem: 6325773
• NPASS: NPC279268