2Alpha-Acetoxy-4Alpha,6Alpha-Dihydroxy-1Beta,5Alphah-Guai-9(10),11(13)-Dien-12,8Alpha-Olide

Details

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Internal ID 13209ce6-214c-4423-b1d1-06d684906ab6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name [(3aS,5aS,6S,8R,8aS,9S,9aS)-8,9-dihydroxy-5,8-dimethyl-1-methylidene-2-oxo-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C17H22O6/c1-7-5-10-13(8(2)16(20)23-10)15(19)14-12(7)11(22-9(3)18)6-17(14,4)21/h5,10-15,19,21H,2,6H2,1,3-4H3/t10-,11-,12-,13+,14-,15-,17+/m0/s1
InChI Key WCZBMGWSWYHCAA-PDNFSXIVSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C17H22O6
Molecular Weight 322.40 g/mol
Exact Mass 322.14163842 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 0.30

Synonyms

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2alpha-acetoxy-4alpha,6alpha-dihydroxy-1beta,5alphaH-guai-9(10),11(13)-dien-12,8alpha-olide
2DGDO cpd
RefChem:910392
((3aS,5aS,6S,8R,8aS,9S,9aS)-8,9-dihydroxy-5,8-dimethyl-1-methylidene-2-oxo-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno(6,5-b)furan-6-yl) acetate
CHEMBL1911136
DTXSID001101378
1333396-75-0
Q27137676
(3aS,4S,4aS,5R,7S,7aS,9aS)-4,5-dihydroxy-5,8-dimethyl-3-methylidene-2-oxo-2,3,3a,4,4a,5,6,7,7a,9a-decahydroazuleno[6,5-b]furan-7-yl acetate
(3aS,4S,4aS,5R,7S,7aS,9aS)-7-(Acetyloxy)-3a,4,4a,5,6,7,7a,9a-octahydro-4,5-dihydroxy-5,8-dimethyl-3-methyleneazuleno[6,5-b]furan-2(3H)-one

2D Structure

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2D Structure of 2Alpha-Acetoxy-4Alpha,6Alpha-Dihydroxy-1Beta,5Alphah-Guai-9(10),11(13)-Dien-12,8Alpha-Olide

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 95.54% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.02% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 89.83% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.71% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.91% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.64% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.29% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.66% 99.23%
CHEMBL2581 P07339 Cathepsin D 85.16% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.99% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.51% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 82.32% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.58% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.56% 97.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.48% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.89% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.87% 94.00%

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.
Inula hupehensis

Cross-Links

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PubChem 54671718
NPASS NPC161493
ChEMBL CHEMBL1911136
LOTUS LTS0117681
wikiData Q27137676