[(2R,3S,4S,5R,6S)-6-[[(1S,4aR,5R,7aR)-5-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7a-dihydro-1H-cyclopenta[c]pyran-4a-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 4723d642-64af-46a4-9cec-984688fc2cc7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[[(1S,4aR,5R,7aR)-5-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7a-dihydro-1H-cyclopenta[c]pyran-4a-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC34C=COC(C3C(=CC4O)CO)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@]34C=CO[C@H]([C@@H]3C(=C[C@H]4O)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C30H38O17/c31-10-14-9-18(34)30(7-8-42-27(20(14)30)46-28-25(40)23(38)21(36)16(11-32)44-28)47-29-26(41)24(39)22(37)17(45-29)12-43-19(35)6-3-13-1-4-15(33)5-2-13/h1-9,16-18,20-29,31-34,36-41H,10-12H2/b6-3+/t16-,17-,18-,20+,21-,22-,23+,24+,25-,26-,27+,28+,29+,30+/m1/s1
• InChI Key: OKFCVICEPQRZSV-NZTXADQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₁₇
• Molecular Weight: 670.60 g/mol
• Exact Mass: 670.21089974 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: -3.90

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	98.82%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.84%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.05%	96.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	94.03%	89.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.87%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	90.99%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.38%	96.00%
CHEMBL3194	P02766	Transthyretin	87.69%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.67%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.91%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.04%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.27%	95.83%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.75%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.99%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.56%	95.56%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.04%	88.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.03%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.04%	94.75%

Plants that contains it

• Stachys byzantina

Cross-Links

• PubChem: 162914869
• LOTUS: LTS0111590
• wikiData: Q105193507