Loganic acid 6'-glucoside

Details

• Internal ID: e1574d7b-ddaa-4a62-9614-9f16166ae8c3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: (1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
• SMILES (Canonical): CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C22H34O15/c1-6-9(24)2-7-8(19(31)32)4-33-20(12(6)7)37-22-18(30)16(28)14(26)11(36-22)5-34-21-17(29)15(27)13(25)10(3-23)35-21/h4,6-7,9-18,20-30H,2-3,5H2,1H3,(H,31,32)/t6-,7+,9-,10+,11+,12+,13+,14+,15-,16-,17+,18+,20-,21+,22-/m0/s1
• InChI Key: XCXZPJYVZYGBQA-QKPADMPASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₁₅
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.18977037 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -3.90

Synonyms

• Loganic acid 6 inverted exclamation marka-O-|A-D-glucoside
• 176226-39-4
• HY-N9000
• Loganic acid 6??-O-??-D-glucoside
• AKOS040760846
• 8-Epi-Loganic acid-6'-O-b-D-glucoside
• CS-0149527
• (1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

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	97.07%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.88%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.97%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.10%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	89.04%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.30%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.02%	86.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.50%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.04%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.55%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.83%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.33%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.24%	95.56%

Plants that contains it

• Dipsacus inermis

Cross-Links

• PubChem: 101696514
• LOTUS: LTS0043136
• wikiData: Q105325535