3-[6-O-(3-O-beta-D-Xylopyranosyl-alpha-L-rhamnopyranosyl)-beta-D-galactopyranosyloxy]-4',5,7-trihydroxyflavone

Details

• Internal ID: 43d485dd-b152-4e0b-9315-aeadbd0b7bf9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O)OC6C(C(C(CO6)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O
• InChI: InChI=1S/C32H38O19/c1-10-19(37)28(50-30-24(42)20(38)15(36)8-45-30)26(44)31(47-10)46-9-17-21(39)23(41)25(43)32(49-17)51-29-22(40)18-14(35)6-13(34)7-16(18)48-27(29)11-2-4-12(33)5-3-11/h2-7,10,15,17,19-21,23-26,28,30-39,41-44H,8-9H2,1H3/t10-,15+,17+,19-,20-,21-,23-,24+,25+,26+,28+,30-,31+,32-/m0/s1
• InChI Key: PHKFQMUSOLODBO-NPGRQBJYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₉
• Molecular Weight: 726.60 g/mol
• Exact Mass: 726.20072898 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.93
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5635	56.35%
Caco-2	-	0.9009	90.09%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6570	65.70%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8625	86.25%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5618	56.18%
P-glycoprotein inhibitior	-	0.4696	46.96%
P-glycoprotein substrate	+	0.6808	68.08%
CYP3A4 substrate	+	0.6811	68.11%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.9513	95.13%
CYP2C9 inhibition	-	0.9536	95.36%
CYP2C19 inhibition	-	0.9338	93.38%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.9091	90.91%
CYP2C8 inhibition	+	0.8035	80.35%
CYP inhibitory promiscuity	-	0.8349	83.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.8252	82.52%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4147	41.47%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.5476	54.76%
skin sensitisation	-	0.9218	92.18%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9517	95.17%
Acute Oral Toxicity (c)	III	0.6372	63.72%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	+	0.6214	62.14%
Thyroid receptor binding	+	0.5225	52.25%
Glucocorticoid receptor binding	+	0.5666	56.66%
Aromatase binding	+	0.5839	58.39%
PPAR gamma	+	0.7252	72.52%
Honey bee toxicity	-	0.7433	74.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.8359	83.59%

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	99.68%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.75%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.27%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.07%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.22%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.44%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.46%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.95%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.19%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.67%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.65%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.13%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.00%	94.45%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.48%	80.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.92%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.56%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	83.54%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.45%	99.15%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.53%	92.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.41%	95.89%

Plants that contains it

• Abies alba
• Abies pinsapo subsp. marocana
• Ampelocera edentula
• Angelica acutiloba
• Arnica mollis
• Brassica carinata
• Bryonia alba
• Carpha glomerata
• Croton gratissimus
• Cyanostegia angustifolia
• Dactylorhiza viridis
• Diplopterygium glaucum
• Eucalyptus resinifera
• Euphrasia nana
• Eurycoma harmandiana
• Ixeris japonica
• Lysimachia fordiana
• Orthosiphon aristatus
• Oxytropis falcata
• Pterolobium hexapetalum
• Ranunculus asiaticus
• Remirea maritima
• Sinapis alba
• Solanum lanceolatum
• Viburnum erubescens
• Wikstroemia indica
• Xanthorhiza simplicissima

Cross-Links

• PubChem: 21668680
• NPASS: NPC31643