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

Details

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Internal ID aab382c6-36d1-49f8-ad91-2c99bec9c350
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name [(1S,4aR,5S,7aS)-5-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-7-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=C(C=CC(=C1)C=CC(=O)OCC2=CC(C3C2C(OC=C3)OC4C(C(C(C(O4)CO)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)/C=C/C(=O)OCC2=C[C@H]([C@H]3[C@@H]2[C@@H](OC=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChI InChI=1S/C25H30O12/c1-33-17-8-12(2-4-15(17)27)3-5-19(29)35-11-13-9-16(28)14-6-7-34-24(20(13)14)37-25-23(32)22(31)21(30)18(10-26)36-25/h2-9,14,16,18,20-28,30-32H,10-11H2,1H3/b5-3+/t14-,16+,18+,20+,21+,22-,23+,24-,25-/m0/s1
InChI Key UBIOBPKBEZMDGP-AKJNIYGNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H30O12
Molecular Weight 522.50 g/mol
Exact Mass 522.17372639 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP -0.70

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4aR,5S,7aS)-5-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-7-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

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 99.43% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.36% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.57% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.29% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.03% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.95% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.57% 95.56%
CHEMBL3194 P02766 Transthyretin 90.29% 90.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.36% 89.62%
CHEMBL3401 O75469 Pregnane X receptor 87.25% 94.73%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.43% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.31% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.95% 94.45%

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.
Penstemon acuminatus

Cross-Links

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PubChem 101675241
LOTUS LTS0212184
wikiData Q105269309