8-Epideoxyloganin

Details

• Internal ID: 1d248491-a0ab-42d2-a69b-6e5119b7dc05
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1S,4aS,7R,7aR)-7-methyl-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): CC1CCC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C17H26O9/c1-7-3-4-8-9(15(22)23-2)6-24-16(11(7)8)26-17-14(21)13(20)12(19)10(5-18)25-17/h6-8,10-14,16-21H,3-5H2,1-2H3/t7-,8-,10-,11-,12-,13+,14-,16+,17+/m1/s1
• InChI Key: KMHXLGLJTQHEIM-OBFZKGLGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₉
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.15768240 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 0.00

Synonyms

• CHEBI:2315
• CHEMBL2048533
• LMPR0102070020
• methyl (1S,4aS,7R,7aR)-7-methyl-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
• Q27105625

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	97.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.97%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.67%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.70%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.65%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	87.60%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.43%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.40%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.14%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.11%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	81.88%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.29%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.58%	94.33%
CHEMBL5028	O14672	ADAM10	80.00%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.00%	86.33%

Plants that contains it

• Argylia radiata
• Verbena officinalis

Cross-Links

• PubChem: 443331
• LOTUS: LTS0153341
• wikiData: Q27105625