(1S,3aS,8aS,9R,9aS)-9-hydroxy-1,5-dimethyl-8-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,3a,4,8a,9,9a-hexahydroazuleno[6,5-b]furan-2,6-dione

Details

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Internal ID 66fd1720-7f0c-4243-a9e0-408d6ec6d8d4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (1S,3aS,8aS,9R,9aS)-9-hydroxy-1,5-dimethyl-8-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,3a,4,8a,9,9a-hexahydroazuleno[6,5-b]furan-2,6-dione
SMILES (Canonical) CC1C2C(CC(=C3C(C2O)C(=CC3=O)COC4C(C(C(C(O4)CO)O)O)O)C)OC1=O
SMILES (Isomeric) C[C@H]1[C@@H]2[C@H](CC(=C3[C@@H]([C@H]2O)C(=CC3=O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C)OC1=O
InChI InChI=1S/C21H28O10/c1-7-3-11-14(8(2)20(28)30-11)17(25)15-9(4-10(23)13(7)15)6-29-21-19(27)18(26)16(24)12(5-22)31-21/h4,8,11-12,14-19,21-22,24-27H,3,5-6H2,1-2H3/t8-,11-,12+,14+,15-,16+,17-,18-,19+,21+/m0/s1
InChI Key POOPERNNBMZLBU-YSMJZCICSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28O10
Molecular Weight 440.40 g/mol
Exact Mass 440.16824709 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP -2.20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3aS,8aS,9R,9aS)-9-hydroxy-1,5-dimethyl-8-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,3a,4,8a,9,9a-hexahydroazuleno[6,5-b]furan-2,6-dione

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.66% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.01% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.41% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.36% 94.80%
CHEMBL2581 P07339 Cathepsin D 90.27% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.46% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.48% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 87.33% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.81% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.61% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.56% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.93% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.68% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.63% 97.36%

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.
Cichorium endivia

Cross-Links

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PubChem 102476816
LOTUS LTS0121344
wikiData Q105212562