(Z)-3-[(1S,4aR,7S,7aS)-7-hydroxy-4-methoxycarbonyl-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-7-carbonyl]oxy-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

Details

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Internal ID 8f4f5b50-a9f4-47d5-b3a3-19e34d5acc60
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name (Z)-3-[(1S,4aR,7S,7aS)-7-hydroxy-4-methoxycarbonyl-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-7-carbonyl]oxy-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
SMILES (Canonical) COC1=C(C=CC(=C1)C(=COC(=O)C2(C=CC3C2C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)O)C(=O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)/C(=C/OC(=O)[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)O)/C(=O)O)O
InChI InChI=1S/C27H30O16/c1-38-16-7-11(3-4-15(16)29)13(22(33)34)9-41-26(36)27(37)6-5-12-14(23(35)39-2)10-40-24(18(12)27)43-25-21(32)20(31)19(30)17(8-28)42-25/h3-7,9-10,12,17-21,24-25,28-32,37H,8H2,1-2H3,(H,33,34)/b13-9-/t12-,17-,18+,19-,20+,21-,24-,25+,27-/m0/s1
InChI Key CLSONMZJGDJYSR-JKYTWNCNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O16
Molecular Weight 610.50 g/mol
Exact Mass 610.15338487 g/mol
Topological Polar Surface Area (TPSA) 248.00 Ų
XlogP -1.10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (Z)-3-[(1S,4aR,7S,7aS)-7-hydroxy-4-methoxycarbonyl-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-7-carbonyl]oxy-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.34% 91.11%
CHEMBL4208 P20618 Proteasome component C5 95.78% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.39% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.36% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.14% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.33% 89.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 89.20% 95.83%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.89% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.75% 89.62%
CHEMBL1951 P21397 Monoamine oxidase A 87.61% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.29% 95.89%
CHEMBL3194 P02766 Transthyretin 86.61% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 85.96% 94.73%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.27% 96.90%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.39% 91.07%
CHEMBL2581 P07339 Cathepsin D 83.78% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.85% 96.95%
CHEMBL1255126 O15151 Protein Mdm4 80.65% 90.20%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.35% 95.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Morinda citrifolia

Cross-Links

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PubChem 163190124
LOTUS LTS0127904
wikiData Q104963888