Adoxoside

Details

• Internal ID: 65693f2b-6011-436b-a9aa-e6c9e0e9a911
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1S,4aS,7S,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): COC(=O)C1=COC(C2C1CCC2CO)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC[C@@H]2CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C17H26O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h6-8,10-14,16-22H,2-5H2,1H3/t7-,8-,10-,11-,12-,13+,14-,16+,17+/m1/s1
• InChI Key: MAHXAEHBKGBEBY-OBFZKGLGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₁₀
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.15259702 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -1.40

Synonyms

• methyl (1S,4aS,7S,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• 42830-26-2
• MEGxp0_000854
• AKOS040763276

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.52%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	90.97%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.87%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.29%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	88.08%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.35%	99.17%
CHEMBL2581	P07339	Cathepsin D	86.23%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.67%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	84.76%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.15%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.69%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.12%	95.89%

Plants that contains it

• Castilleja integra
• Castilleja sessiliflora
• Cordylanthus tenuis
• Fagraea blumei
• Fouquieria splendens
• Orthocarpus tolmiei
• Patrinia gibbosa
• Penstemon secundiflorus
• Viburnum japonicum

Cross-Links

• PubChem: 11079666
• LOTUS: LTS0269850
• wikiData: Q104396408