methyl (4aR,7aS)-7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 39ab943e-b17b-44b4-9296-0853f13ee296
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (4aR,7aS)-7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): COC(=O)C1=COC(C2C1CC=C2CO)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): COC(=O)C1=COC([C@H]2[C@H]1CC=C2CO)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C17H24O10/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/h2,6,8,10-14,16-22H,3-5H2,1H3/t8-,10?,11+,12?,13?,14?,16?,17?/m0/s1
• InChI Key: IBFYXTRXDNAPMM-VBNMSVSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₁₀
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.13694696 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -2.30

Synonyms

There are no found synonyms.

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	96.88%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.51%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.48%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	86.29%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.36%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	83.69%	92.50%
CHEMBL4208	P20618	Proteasome component C5	82.81%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.31%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.92%	99.17%
CHEMBL5028	O14672	ADAM10	81.56%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.29%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.24%	95.83%

Plants that contains it

• Aloysia citrodora
• Arbutus unedo
• Avicennia marina
• Biebersteinia heterostemon
• Castilleja foliolosa
• Cordylanthus kingii
• Escallonia myrtoidea
• Eucommia ulmoides
• Gardenia jasminoides
• Garrya elliptica
• Genipa americana
• Globularia davisiana
• Globularia orientalis
• Paederia foetida
• Penstemon crandallii
• Penstemon eximius
• Plocama calabrica
• Randia armata
• Rothmannia globosa
• Stigmaphyllon palmatum

Cross-Links

• PubChem: 137706142
• LOTUS: LTS0021217
• wikiData: Q104375846