[(2S,3S,4R,5R,6R)-5-acetyloxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-acetyloxy-2-(3,4-diacetyloxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxyoxan-2-yl]methoxy]-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] acetate

Details

• Internal ID: 381c3a5b-5ae8-4e98-a49e-273aeb8a2b2c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3S,4R,5R,6R)-5-acetyloxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-acetyloxy-2-(3,4-diacetyloxyphenyl)-7-methoxy-4-oxochromen-3-yl]oxyoxan-2-yl]methoxy]-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=C(C3=O)C(=CC(=C4)OC)OC(=O)C)C5=CC(=C(C=C5)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC6C(C(C(C(O6)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• 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=C(C3=O)C(=CC(=C4)OC)OC(=O)C)C5=CC(=C(C=C5)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C56H64O31/c1-21-44(77-27(7)61)49(87-55-52(82-32(12)66)48(79-29(9)63)43(22(2)72-55)76-26(6)60)51(81-31(11)65)54(71-21)70-20-40-46(78-28(8)62)50(80-30(10)64)53(83-33(13)67)56(85-40)86-47-42(68)41-38(75-25(5)59)18-35(69-14)19-39(41)84-45(47)34-15-16-36(73-23(3)57)37(17-34)74-24(4)58/h15-19,21-22,40,43-44,46,48-56H,20H2,1-14H3/t21-,22-,40+,43-,44-,46-,48+,49+,50-,51+,52+,53+,54+,55-,56-/m0/s1
• InChI Key: KLBVGAOPTFEZLB-AYLWPAMVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₆₄O₃₁
• Molecular Weight: 1233.10 g/mol
• Exact Mass: 1232.34315524 g/mol
• Topological Polar Surface Area (TPSA): 380.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 31
• H-Bond Donor: 0
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9601	96.01%
Caco-2	-	0.8528	85.28%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7807	78.07%
OATP2B1 inhibitior	+	0.5732	57.32%
OATP1B1 inhibitior	+	0.8784	87.84%
OATP1B3 inhibitior	+	0.8451	84.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9862	98.62%
P-glycoprotein inhibitior	+	0.7741	77.41%
P-glycoprotein substrate	+	0.5835	58.35%
CYP3A4 substrate	+	0.6884	68.84%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.7524	75.24%
CYP2C9 inhibition	-	0.7127	71.27%
CYP2C19 inhibition	-	0.7749	77.49%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.8460	84.60%
CYP2C8 inhibition	+	0.7780	77.80%
CYP inhibitory promiscuity	+	0.6344	63.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6298	62.98%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.8808	88.08%
Skin corrosion	-	0.9769	97.69%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8384	83.84%
Micronuclear	+	0.6792	67.92%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8859	88.59%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8073	80.73%
Acute Oral Toxicity (c)	III	0.5873	58.73%
Estrogen receptor binding	+	0.7950	79.50%
Androgen receptor binding	+	0.7627	76.27%
Thyroid receptor binding	+	0.5969	59.69%
Glucocorticoid receptor binding	+	0.7823	78.23%
Aromatase binding	+	0.6768	67.68%
PPAR gamma	+	0.7602	76.02%
Honey bee toxicity	-	0.6705	67.05%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9121	91.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.97%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.18%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.25%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.67%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.31%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	91.95%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.02%	94.45%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.15%	87.67%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.82%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.11%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.10%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.19%	91.19%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.61%	83.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.16%	95.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.08%	94.80%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.63%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.85%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.84%	96.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.76%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.83%	92.62%

Plants that contains it

• Rhamnus petiolaris

Cross-Links

• PubChem: 21676311
• LOTUS: LTS0174616
• wikiData: Q105142526