(1S,4aS,7S,7aS)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E,6S)-8-hydroxy-2,6-dimethyloct-2-enoyl]oxymethyl]oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid

Details

• Internal ID: ba28ac39-cb4a-4af7-a434-12b4c17500f2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: (1S,4aS,7S,7aS)-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E,6S)-8-hydroxy-2,6-dimethyloct-2-enoyl]oxymethyl]oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid
• SMILES (Canonical): CC(CCC=C(C)C(=O)OCC1C(C(C(C(O1)OC2C3C(CCC3(C)O)C(=CO2)C(=O)O)O)O)O)CCO
• SMILES (Isomeric): C[C@@H](CC/C=C(\C)/C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H]3[C@H](CC[C@]3(C)O)C(=CO2)C(=O)O)O)O)O)CCO
• InChI: InChI=1S/C26H40O12/c1-13(8-10-27)5-4-6-14(2)23(33)35-12-17-19(28)20(29)21(30)25(37-17)38-24-18-15(7-9-26(18,3)34)16(11-36-24)22(31)32/h6,11,13,15,17-21,24-25,27-30,34H,4-5,7-10,12H2,1-3H3,(H,31,32)/b14-6+/t13-,15+,17+,18+,19+,20-,21+,24-,25-,26-/m0/s1
• InChI Key: NCHUIUBVZLLXAJ-DDKCOJEUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₁₂
• Molecular Weight: 544.60 g/mol
• Exact Mass: 544.25197671 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 0.20

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	97.85%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.42%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.70%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.17%	94.08%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.72%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.58%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.36%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.23%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.19%	89.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.03%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.37%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.93%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.62%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.46%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.42%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.39%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.30%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.67%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.07%	86.33%
CHEMBL5028	O14672	ADAM10	81.85%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.25%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.09%	94.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.03%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	80.34%	94.73%

Plants that contains it

• Vitex agnus-castus

Cross-Links

• PubChem: 98789479
• LOTUS: LTS0136985
• wikiData: Q105177200