3-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 73bfd2fe-beae-4ae3-8ca7-25d8e220ad70
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-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)OC6C(C(C(C(O6)C)O)OC7C(C(C(C(O7)CO)O)O)O)O)O)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[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C39H50O24/c1-11-21(44)26(49)29(52)36(56-11)55-10-19-24(47)28(51)35(63-38-31(54)33(22(45)12(2)57-38)61-37-30(53)27(50)23(46)18(9-40)59-37)39(60-19)62-34-25(48)20-16(43)7-15(42)8-17(20)58-32(34)13-3-5-14(41)6-4-13/h3-8,11-12,18-19,21-24,26-31,33,35-47,49-54H,9-10H2,1-2H3/t11-,12-,18+,19+,21-,22-,23+,24-,26+,27-,28-,29+,30+,31+,33+,35+,36+,37-,38-,39-/m0/s1
• InChI Key: WGIYIIVVCUJTAO-LKYMEELQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₀O₂₄
• Molecular Weight: 902.80 g/mol
• Exact Mass: 902.26920246 g/mol
• Topological Polar Surface Area (TPSA): 383.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -4.72
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 11

Synonyms

• 214407-43-9
• 3-[(O-beta-D-Glucopyranosyl-(1-->3)-O-6-deoxy-alpha-L-mannopyranosyl-(1-->2)-O-[6-deoxy-alpha-L-mannopyranosyl-(1-->6)]-beta-D-galactopyranosyl)oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
• 4',5,7-Trihydroxy-3-[[2-O-(3-O-beta-D-glucopyranosyl-alpha-L-rhamnopyranosyl)-6-O-alpha-L-rhamnopyranosyl-beta-D-galactopyranosyl]oxy]flavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5497	54.97%
Caco-2	-	0.8949	89.49%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6766	67.66%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8674	86.74%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7753	77.53%
P-glycoprotein inhibitior	+	0.6059	60.59%
P-glycoprotein substrate	+	0.6251	62.51%
CYP3A4 substrate	+	0.6736	67.36%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9374	93.74%
CYP2C9 inhibition	-	0.9309	93.09%
CYP2C19 inhibition	-	0.9265	92.65%
CYP2D6 inhibition	-	0.9638	96.38%
CYP1A2 inhibition	-	0.8967	89.67%
CYP2C8 inhibition	+	0.8239	82.39%
CYP inhibitory promiscuity	-	0.6970	69.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.8493	84.93%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7546	75.46%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9309	93.09%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8782	87.82%
Acute Oral Toxicity (c)	III	0.6183	61.83%
Estrogen receptor binding	+	0.8074	80.74%
Androgen receptor binding	+	0.6318	63.18%
Thyroid receptor binding	+	0.5315	53.15%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5665	56.65%
PPAR gamma	+	0.7335	73.35%
Honey bee toxicity	-	0.7201	72.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.8349	83.49%

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	99.52%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.91%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.54%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.04%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.61%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.33%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.21%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	93.28%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.06%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.03%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.31%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.27%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.56%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.54%	99.15%
CHEMBL3194	P02766	Transthyretin	84.48%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.75%	95.78%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.57%	93.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.47%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	82.44%	94.75%
CHEMBL242	Q92731	Estrogen receptor beta	82.40%	98.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.72%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.08%	94.80%

Plants that contains it

• Cyanostegia microphylla
• Elymus repens
• Euphorbia leuconeura
• Isocoma pluriflora
• Lavandula dentata
• Maytenus aquifolium
• Maytenus cuzcoina
• Pyrus ussuriensis
• Ranunculus sceleratus
• Vachellia pachyphloia
• Valeriana wolgensis

Cross-Links

• PubChem: 10724415
• NPASS: NPC178140