Salvinorin A

Details

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Internal ID eeb2d075-5c14-49a3-b626-8b5bda23c878
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-9-acetyloxy-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H28O8/c1-12(24)30-16-9-15(20(26)28-4)22(2)7-5-14-21(27)31-17(13-6-8-29-11-13)10-23(14,3)19(22)18(16)25/h6,8,11,14-17,19H,5,7,9-10H2,1-4H3/t14-,15-,16-,17-,19-,22-,23-/m0/s1
InChI Key OBSYBRPAKCASQB-AGQYDFLVSA-N
Popularity 573 references in papers

Physical and Chemical Properties

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Molecular Formula C23H28O8
Molecular Weight 432.50 g/mol
Exact Mass 432.17841785 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 2.50

Synonyms

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Divinorin A
83729-01-5
Salvinorin
(-)-Salvinorin A
T56W91NG6J
DTXSID80232584
methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-9-acetyloxy-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate
methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-9-acetyloxy-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo(f)isochromene-7-carboxylate
methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-9-acetyloxy-2-furan-3-yl-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo(f)isochromene-7-carboxylate
methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-9-acetyloxy-2-furan-3-yl-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Salvinorin A

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
CHEMBL237 P41145 Kappa opioid receptor 0.015 nM
41 nM
17 nM
1.3 nM
6.5 nM
140 nM
EC50
Ki
Ki
Ki
EC50
Ki
via Super-PRED
via Super-PRED
via Super-PRED
via Super-PRED
via Super-PRED
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.64% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.27% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.19% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.33% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.11% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.05% 89.00%
CHEMBL3524 P56524 Histone deacetylase 4 88.05% 92.97%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.13% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.70% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.58% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.77% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.73% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.70% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.61% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.44% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.45% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.45% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.37% 95.71%

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.
Salvia divinorum

Cross-Links

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PubChem 128563
LOTUS LTS0119418
wikiData Q413512