methyl (1R,4aR,7S,7aR)-5'-oxo-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4'-[(1R)-1-[(E)-3-[4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxyethyl]spiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate

Details

• Internal ID: e90d05da-12ac-465c-8566-dbafc1e4e983
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1R,4aR,7S,7aR)-5'-oxo-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4'-[(1R)-1-[(E)-3-[4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxyethyl]spiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
• SMILES (Canonical): CC(C1=CC2(C=CC3C2C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)OC1=O)OC(=O)C=CC5=CC=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C[C@H](C1=C[C@]2(C=C[C@@H]3[C@H]2[C@H](OC=C3C(=O)OC)O[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)CO)O)O)O)OC1=O)OC(=O)/C=C/C5=CC=C(C=C5)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)CO)O)O)O
• InChI: InChI=1S/C36H42O19/c1-15(50-23(39)8-5-16-3-6-17(7-4-16)51-34-29(44)27(42)25(40)21(12-37)52-34)19-11-36(55-32(19)47)10-9-18-20(31(46)48-2)14-49-33(24(18)36)54-35-30(45)28(43)26(41)22(13-38)53-35/h3-11,14-15,18,21-22,24-30,33-35,37-38,40-45H,12-13H2,1-2H3/b8-5+/t15-,18+,21+,22+,24+,25+,26+,27-,28-,29+,30+,33-,34+,35-,36+/m1/s1
• InChI Key: AFYIWKNGSIYXCQ-KAYJCYQMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₂O₁₉
• Molecular Weight: 778.70 g/mol
• Exact Mass: 778.23202911 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: -1.30

Synonyms

• 80396-57-2

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	99.01%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.23%	96.00%
CHEMBL2581	P07339	Cathepsin D	95.63%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.22%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.93%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.78%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.29%	94.73%
CHEMBL4208	P20618	Proteasome component C5	91.12%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.05%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.13%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.69%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.10%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.69%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.39%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.35%	85.14%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.03%	89.67%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.09%	92.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.22%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.19%	95.83%
CHEMBL5028	O14672	ADAM10	81.23%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.23%	95.50%

Plants that contains it

• Allamanda schottii
• Plumeria rubra

Cross-Links

• PubChem: 133561887
• LOTUS: LTS0169112
• wikiData: Q104911634