6beta-Hydroxyipolamiide

Details

• Internal ID: 25099fd7-b549-4127-87ff-ba7fe21a711b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1S,4aR,5R,7S,7aR)-4a,5,7-trihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): CC1(CC(C2(C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@]1(C[C@H]([C@]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)O)O)O
• InChI: InChI=1S/C17H26O12/c1-16(24)3-8(19)17(25)6(13(23)26-2)5-27-15(12(16)17)29-14-11(22)10(21)9(20)7(4-18)28-14/h5,7-12,14-15,18-22,24-25H,3-4H2,1-2H3/t7-,8-,9-,10+,11-,12-,14+,15+,16+,17-/m1/s1
• InChI Key: RRKJSAASNMDKLI-NZHINYMZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₁₂
• Molecular Weight: 422.40 g/mol
• Exact Mass: 422.14242626 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: -3.10

Synonyms

• 87797-84-0
• methyl (1S,4aR,5R,7S,7aR)-4a,5,7-trihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
• 6-Hydroxyipolamiide
• MEGxp0_001330
• ACon1_001407
• AKOS032962241
• FS-9125
• NCGC00180538-01
• BRD-K69634923-001-01-1
• Cyclopenta[c]pyran-4-carboxylic acid, 1-(-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a,5,7-trihydroxy-7-methyl-, methyl ester, [1S-(1,4a,5,7,7a)]-

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	97.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.66%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.92%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.09%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.40%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.98%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.62%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.36%	96.61%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.00%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.54%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.53%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.09%	98.95%

Plants that contains it

• Lamium amplexicaule
• Phlomis rigida
• Stachytarpheta mutabilis

Cross-Links

• PubChem: 14137128
• LOTUS: LTS0083019
• wikiData: Q105244161