[(1S,4aR,5R,7S,7aS)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] (E,6R)-8-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,6-dimethyloct-2-enoate

Details

• Internal ID: 67abf694-fdde-494c-9cb1-44a77aa4dafc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [(1S,4aR,5R,7S,7aS)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] (E,6R)-8-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,6-dimethyloct-2-enoate
• SMILES (Canonical): CC(CCC=C(C)C(=O)OC1CC(C2C1C=COC2OC3C(C(C(C(O3)CO)O)O)O)(C)O)CCOC4C(C(C(O4)CO)O)O
• SMILES (Isomeric): C[C@H](CC/C=C(\C)/C(=O)O[C@@H]1C[C@]([C@@H]2[C@H]1C=CO[C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)(C)O)CCO[C@@H]4[C@H]([C@@H]([C@H](O4)CO)O)O
• InChI: InChI=1S/C30H48O15/c1-14(7-9-41-28-24(36)22(34)19(13-32)43-28)5-4-6-15(2)26(38)42-17-11-30(3,39)20-16(17)8-10-40-27(20)45-29-25(37)23(35)21(33)18(12-31)44-29/h6,8,10,14,16-25,27-29,31-37,39H,4-5,7,9,11-13H2,1-3H3/b15-6+/t14-,16+,17-,18-,19-,20-,21-,22-,23+,24+,25-,27+,28+,29+,30+/m1/s1
• InChI Key: YNIHZPBSIYUTGJ-UZBQTSGDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₁₅
• Molecular Weight: 648.70 g/mol
• Exact Mass: 648.29932082 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.50

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.04%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.80%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.52%	96.47%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.54%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.89%	98.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.70%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.03%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.89%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.35%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.51%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.58%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.47%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.39%	96.61%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.95%	94.08%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.72%	96.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.57%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.24%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.11%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	80.73%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.53%	100.00%

Plants that contains it

• Buddleja japonica

Cross-Links

• PubChem: 162902642
• LOTUS: LTS0047115
• wikiData: Q105350949