Korolkoside

Details

• Internal ID: 17418917-d292-4236-8a96-09556bacc3d8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (2S,3R,4S)-4-[[(2R,4aR,6S,7R,8R,8aS)-6-[[(2S,3R,4S)-4-(2,2-dimethoxyethyl)-3-ethenyl-5-methoxycarbonyl-3,4-dihydro-2H-pyran-2-yl]oxy]-7,8-dihydroxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-2-yl]methyl]-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
• SMILES (Canonical): COC(CC1C(C(OC=C1C(=O)OC)OC2C(C(C3C(O2)COC(O3)CC4C(C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)C=C)O)O)C=C)OC
• SMILES (Isomeric): COC(C[C@H]1[C@H]([C@@H](OC=C1C(=O)OC)O[C@H]2[C@@H]([C@H]([C@H]3[C@H](O2)CO[C@H](O3)C[C@H]4[C@H]([C@@H](OC=C4C(=O)OC)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C=C)O)O)C=C)OC
• InChI: InChI=1S/C36H52O20/c1-7-15-17(9-23(45-3)46-4)19(31(43)47-5)12-50-33(15)56-36-29(42)27(40)30-22(53-36)14-49-24(54-30)10-18-16(8-2)34(51-13-20(18)32(44)48-6)55-35-28(41)26(39)25(38)21(11-37)52-35/h7-8,12-13,15-18,21-30,33-42H,1-2,9-11,14H2,3-6H3/t15-,16-,17+,18+,21-,22-,24-,25-,26+,27-,28-,29-,30-,33+,34+,35+,36+/m1/s1
• InChI Key: IZJKNGKMGFLJCM-NICCLXCISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₂O₂₀
• Molecular Weight: 804.80 g/mol
• Exact Mass: 804.30519404 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -1.30

Synonyms

• methyl (2S,3R,4S)-4-(((2R,4aR,6S,7R,8R,8aS)-6-(((2S,3R,4S)-4-(2,2-dimethoxyethyl)-3-ethenyl-5-methoxycarbonyl-3,4-dihydro-2H-pyran-2-yl)oxy)-7,8-dihydroxy-4,4a,6,7,8,8a-hexahydropyrano(3,2-d)(1,3)dioxin-2-yl)methyl)-3-ethenyl-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-3,4-dihydro-2H-pyran-5-carboxylate
• methyl (2S,3R,4S)-4-[[(2R,4aR,6S,7R,8R,8aS)-6-[[(2S,3R,4S)-4-(2,2-dimethoxyethyl)-3-ethenyl-5-methoxycarbonyl-3,4-dihydro-2H-pyran-2-yl]oxy]-7,8-dihydroxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-2-yl]methyl]-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
• RefChem:151422
• 359868-39-6
• CHEMBL506020
• SCHEMBL20572323

2D Structure

ADMET Properties (via admetSAR 2)

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

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	95.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.70%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.08%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.93%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.67%	96.61%
CHEMBL220	P22303	Acetylcholinesterase	87.63%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.26%	91.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.10%	90.71%
CHEMBL2581	P07339	Cathepsin D	86.74%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.52%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.00%	86.92%
CHEMBL5028	O14672	ADAM10	82.07%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.91%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.46%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.27%	95.89%

Plants that contains it

• Lonicera korolkowii

Cross-Links

• PubChem: 11814758
• LOTUS: LTS0121830
• wikiData: Q105123247