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

Details

• Internal ID: 10cee37a-db7f-4f0a-b3b7-c4aeb0b86a22
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(3S,4S,6S)-6-[(2S,3S,5S)-5-acetyloxy-3-hydroxy-2-[5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-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)O)O)O)OC(=O)C
• SMILES (Isomeric): CC1[C@@H](C([C@@H]([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)O[C@H]4C([C@H]([C@@H](C(O4)CO)O)O)O)O)C5=CC=C(C=C5)OC)O)O[C@H]6C([C@H]([C@@H](C(O6)COC(=O)C)O)O)O)OC(=O)C
• InChI: InChI=1S/C43H54O22/c1-16(2)7-12-22-24(60-41-33(53)31(51)28(48)25(14-44)61-41)13-23(47)27-30(50)39(37(63-38(22)27)20-8-10-21(56-6)11-9-20)64-43-35(55)40(36(17(3)58-43)59-19(5)46)65-42-34(54)32(52)29(49)26(62-42)15-57-18(4)45/h7-11,13,17,25-26,28-29,31-36,40-44,47-49,51-55H,12,14-15H2,1-6H3/t17?,25?,26?,28-,29-,31+,32+,33?,34?,35+,36+,40?,41-,42+,43+/m1/s1
• InChI Key: KNAXSPPRLXJPMK-GTEYHNSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₄O₂₂
• Molecular Weight: 922.90 g/mol
• Exact Mass: 922.31067335 g/mol
• Topological Polar Surface Area (TPSA): 326.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.97
• H-Bond Acceptor: 22
• H-Bond Donor: 9
• Rotatable Bonds: 14

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	-	0.8821	88.21%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6111	61.11%
OATP2B1 inhibitior	-	0.7187	71.87%
OATP1B1 inhibitior	+	0.8384	83.84%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9646	96.46%
P-glycoprotein inhibitior	+	0.7347	73.47%
P-glycoprotein substrate	+	0.5974	59.74%
CYP3A4 substrate	+	0.7032	70.32%
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	+	0.7421	74.21%
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	-	0.9050	90.50%
Skin irritation	-	0.8163	81.63%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.5474	54.74%
Human Ether-a-go-go-Related Gene inhibition	+	0.7786	77.86%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8596	85.96%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7519	75.19%
Acute Oral Toxicity (c)	III	0.6254	62.54%
Estrogen receptor binding	+	0.8163	81.63%
Androgen receptor binding	+	0.6761	67.61%
Thyroid receptor binding	+	0.5639	56.39%
Glucocorticoid receptor binding	+	0.7141	71.41%
Aromatase binding	+	0.5388	53.88%
PPAR gamma	+	0.7795	77.95%
Honey bee toxicity	-	0.6594	65.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	99.84%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.05%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.57%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.92%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.61%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.58%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.07%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.80%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	92.65%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.05%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.58%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.93%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	87.96%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.52%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.48%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.47%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.68%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.65%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.11%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.98%	94.42%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.58%	81.11%

Plants that contains it

• Epimedium brevicornu
• Epimedium grandiflorum
• Epimedium koreanum
• Epimedium pubescens
• Epimedium sagittatum
• Epimedium sempervirens
• Epimedium wushanense

Cross-Links

• PubChem: 44259076
• NPASS: NPC199191