[(1S,4aR,5R,7S,7aS)-7-hydroxy-7-(hydroxymethyl)-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)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 499488c0-3939-4153-9102-dbfe33a5a274
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [(1S,4aR,5R,7S,7aS)-7-hydroxy-7-(hydroxymethyl)-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)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2CC(C3C2C=COC3OC4C(C(C(C(O4)CO)O)O)O)(CO)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]2C[C@]([C@@H]3[C@H]2C=CO[C@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)(CO)O)O
• InChI: InChI=1S/C25H32O13/c1-34-15-8-12(2-4-14(15)28)3-5-18(29)36-16-9-25(33,11-27)19-13(16)6-7-35-23(19)38-24-22(32)21(31)20(30)17(10-26)37-24/h2-8,13,16-17,19-24,26-28,30-33H,9-11H2,1H3/b5-3+/t13-,16+,17+,19+,20+,21-,22+,23-,24-,25+/m0/s1
• InChI Key: CFCVAKKXAOBBDM-BKCJBEQZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₁₃
• Molecular Weight: 540.50 g/mol
• Exact Mass: 540.18429107 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -1.00

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	99.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.89%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.82%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.09%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.49%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.42%	89.00%
CHEMBL4208	P20618	Proteasome component C5	92.75%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.24%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.31%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.00%	99.17%
CHEMBL3194	P02766	Transthyretin	86.64%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.91%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.88%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	83.37%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.27%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.13%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.84%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.18%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.70%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.57%	89.62%

Plants that contains it

• Catalpa ovata

Cross-Links

• PubChem: 71574358
• LOTUS: LTS0235296
• wikiData: Q104956366