[(2R,3S,4R,5R,6S)-3-acetyloxy-6-[(2S,3R,4S,5R,6S)-5-acetyloxy-3-hydroxy-2-[5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-6-methyloxan-4-yl]oxy-4,5-dihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 93129198-0d61-4f25-9b22-dc3512e59b16
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-3-acetyloxy-6-[(2S,3R,4S,5R,6S)-5-acetyloxy-3-hydroxy-2-[5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-6-methyloxan-4-yl]oxy-4,5-dihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)OC4C(C(C(C(O4)CO)O)O)O)O)C5=CC=C(C=C5)OC)O)OC6C(C(C(C(O6)COC(=O)C)OC(=O)C)O)O)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)C5=CC=C(C=C5)OC)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)OC(=O)C)O)O)OC(=O)C
• InChI: InChI=1S/C45H56O23/c1-17(2)8-13-24-26(63-43-34(55)32(53)30(51)27(15-46)64-43)14-25(50)29-31(52)41(38(66-39(24)29)22-9-11-23(58-7)12-10-22)67-45-36(57)42(37(18(3)60-45)61-20(5)48)68-44-35(56)33(54)40(62-21(6)49)28(65-44)16-59-19(4)47/h8-12,14,18,27-28,30,32-37,40,42-46,50-51,53-57H,13,15-16H2,1-7H3/t18-,27+,28+,30+,32-,33+,34+,35+,36+,37+,40+,42-,43+,44-,45-/m0/s1
• InChI Key: FLAHBCCEDHEPGQ-WSLNNRMUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₆O₂₃
• Molecular Weight: 964.90 g/mol
• Exact Mass: 964.32123803 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.40
• H-Bond Acceptor: 23
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7770	77.70%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6111	61.11%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8420	84.20%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9409	94.09%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.6150	61.50%
CYP3A4 substrate	+	0.7082	70.82%
CYP2C9 substrate	-	0.6377	63.77%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.9451	94.51%
CYP2C9 inhibition	-	0.7163	71.63%
CYP2C19 inhibition	-	0.7160	71.60%
CYP2D6 inhibition	-	0.8765	87.65%
CYP1A2 inhibition	-	0.8073	80.73%
CYP2C8 inhibition	+	0.7539	75.39%
CYP inhibitory promiscuity	-	0.7291	72.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7142	71.42%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.8163	81.63%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.5374	53.74%
Human Ether-a-go-go-Related Gene inhibition	+	0.7758	77.58%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8596	85.96%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7602	76.02%
Acute Oral Toxicity (c)	III	0.6254	62.54%
Estrogen receptor binding	+	0.8003	80.03%
Androgen receptor binding	+	0.6925	69.25%
Thyroid receptor binding	+	0.5665	56.65%
Glucocorticoid receptor binding	+	0.7272	72.72%
Aromatase binding	+	0.5647	56.47%
PPAR gamma	+	0.7898	78.98%
Honey bee toxicity	-	0.6576	65.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9710	97.10%

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	99.81%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.08%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.57%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.05%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.79%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.31%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.58%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.36%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	93.27%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.40%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.83%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.72%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.48%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.97%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.39%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.05%	91.19%
CHEMBL4208	P20618	Proteasome component C5	83.99%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.68%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.65%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.24%	94.80%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.01%	81.11%

Plants that contains it

• Epimedium koreanum
• Ipomoea nil

Cross-Links

• PubChem: 6324913
• NPASS: NPC164609