[(3aR,4S,6aR,8S,9R,9aS,9bS)-8,9-dihydroxy-4-[2-(hydroxymethyl)prop-2-enoyloxy]-3,6-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[8,7-b]furan-9-yl]methyl 2-(hydroxymethyl)prop-2-enoate

Details

Top
Internal ID 0f368ea4-6d1e-4dab-a041-e3a2617310c6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name [(3aR,4S,6aR,8S,9R,9aS,9bS)-8,9-dihydroxy-4-[2-(hydroxymethyl)prop-2-enoyloxy]-3,6-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[8,7-b]furan-9-yl]methyl 2-(hydroxymethyl)prop-2-enoate
SMILES (Canonical) C=C1CC(C2C(C3C1CC(C3(COC(=O)C(=C)CO)O)O)OC(=O)C2=C)OC(=O)C(=C)CO
SMILES (Isomeric) C=C1C[C@@H]([C@@H]2[C@@H]([C@@H]3[C@H]1C[C@@H]([C@@]3(COC(=O)C(=C)CO)O)O)OC(=O)C2=C)OC(=O)C(=C)CO
InChI InChI=1S/C23H28O10/c1-10-5-15(32-21(28)12(3)8-25)17-13(4)22(29)33-19(17)18-14(10)6-16(26)23(18,30)9-31-20(27)11(2)7-24/h14-19,24-26,30H,1-9H2/t14-,15-,16-,17+,18-,19-,23+/m0/s1
InChI Key WTJAOWVUEAQPDF-GUFCLITNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H28O10
Molecular Weight 464.50 g/mol
Exact Mass 464.16824709 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP -0.60

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3aR,4S,6aR,8S,9R,9aS,9bS)-8,9-dihydroxy-4-[2-(hydroxymethyl)prop-2-enoyloxy]-3,6-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[8,7-b]furan-9-yl]methyl 2-(hydroxymethyl)prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

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

Targets

Top

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 96.54% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.88% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 93.36% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.95% 97.09%
CHEMBL299 P17252 Protein kinase C alpha 91.20% 98.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.71% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.25% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 83.09% 91.19%
CHEMBL5028 O14672 ADAM10 81.21% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.80% 99.23%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.17% 96.37%

Plants that contains it

Top
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.
Halenia elliptica

Cross-Links

Top
PubChem 11048883
LOTUS LTS0164282
wikiData Q105312583