Icariin II

Details

• Internal ID: 619f83c6-537d-4050-a421-5edc5a266651
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-3-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C4=CC=C(C=C4)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H](C(O1)OC2=C(OC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C4=CC=C(C=C4)OC)O)O)O
• InChI: InChI=1S/C27H30O10/c1-12(2)5-10-16-17(28)11-18(29)19-21(31)26(37-27-23(33)22(32)20(30)13(3)35-27)24(36-25(16)19)14-6-8-15(34-4)9-7-14/h5-9,11,13,20,22-23,27-30,32-33H,10H2,1-4H3/t13-,20-,22+,23+,27?/m0/s1
• InChI Key: NGMYNFJANBHLKA-QNDMVKOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₀
• Molecular Weight: 514.50 g/mol
• Exact Mass: 514.18389715 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 3.50

Synonyms

• Icariin II
• s3840
• CCG-269807

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1827	O76074	Phosphodiesterase 5A	160 nM	IC50	via Super-PRED

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%
CHEMBL1951	P21397	Monoamine oxidase A	97.19%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.49%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.42%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.95%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	94.66%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.29%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.26%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.61%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.88%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.93%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.23%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.08%	90.00%
CHEMBL240	Q12809	HERG	85.49%	89.76%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.10%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.51%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.47%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.73%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.26%	92.62%

Plants that contains it

• Epimedium pubescens

Cross-Links

• PubChem: 123134739
• LOTUS: LTS0223694
• wikiData: Q105179024