[(2S,3R,4S,5R,6R)-2-[[(1S,4aS,5R,7S,7aS)-7-acetyloxy-4a,5-dihydroxy-7-methyl-1,5,6,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: ca87f26a-3ef3-48c0-a59f-d3655cfa48a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6R)-2-[[(1S,4aS,5R,7S,7aS)-7-acetyloxy-4a,5-dihydroxy-7-methyl-1,5,6,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)OC(=O)C=CC4=CC=C(C=C4)O)O)O)O)C
• SMILES (Isomeric): CC(=O)O[C@]1(C[C@H]([C@]2([C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)OC(=O)/C=C/C4=CC=C(C=C4)O)O)O)O)C
• InChI: InChI=1S/C26H32O13/c1-13(28)39-25(2)11-17(30)26(34)9-10-35-24(22(25)26)38-23-20(33)21(19(32)16(12-27)36-23)37-18(31)8-5-14-3-6-15(29)7-4-14/h3-10,16-17,19-24,27,29-30,32-34H,11-12H2,1-2H3/b8-5+/t16-,17-,19-,20-,21+,22-,23+,24+,25+,26-/m1/s1
• InChI Key: LHTQMLIHNMPGFV-ZZTYNWKLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₃
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.18429107 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: -0.40

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	99.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.51%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.06%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	96.04%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.49%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.39%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.13%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.67%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	88.22%	95.93%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.03%	89.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.86%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.65%	97.28%
CHEMBL2581	P07339	Cathepsin D	82.90%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.90%	94.73%
CHEMBL206	P03372	Estrogen receptor alpha	81.73%	97.64%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.00%	93.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.41%	95.89%

Plants that contains it

• Ajuga decumbens

Cross-Links

• PubChem: 163190304
• LOTUS: LTS0085988
• wikiData: Q105151949