Salvinorin B

Details

• Internal ID: ae753447-bc9b-41ba-b31b-e6bb87f5dd2a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-2-(furan-3-yl)-9-hydroxy-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate
• InChI: InChI=1S/C21H26O7/c1-20-6-4-12-19(25)28-15(11-5-7-27-10-11)9-21(12,2)17(20)16(23)14(22)8-13(20)18(24)26-3/h5,7,10,12-15,17,22H,4,6,8-9H2,1-3H3/t12-,13-,14-,15-,17-,20-,21-/m0/s1
• InChI Key: BLTMVAIOAAGYAR-CEFSSPBYSA-N
• Popularity: 91 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₇
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.16785316 g/mol
• Topological Polar Surface Area (TPSA): 103.00 Ų
• XlogP: 1.90

Synonyms

• 92545-30-7
• Divinorin B
• (-)-Salvinorin B
• 6HNB6FRT7X
• CHEMBL424698
• methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-2-(furan-3-yl)-9-hydroxy-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate
• SANGUINARINE (RG)
• (2S,4aR,6aR,7R,9S,10aS,10bR)-2-(3-Furanyl)dodecahydro-9-hydroxy-6a,10b-dimethyl-4,10-dioxo-2H-naphtho[2,1-c]pyran-7-carboxylic Acid Methyl Ester
• 2H-Naphtho(2,1-C)pyran-7-carboxylic acid, 2-(3-furanyl)dodecahydro-9-hydroxy-6a,10b-dimethyl-4,10-dioxo-, methyl ester, (2S,4aR,6aR,7R,9S,10aS,10bR)-
• Methyl (2R,4aR,6aR,7S,9R,10aS,10bR)-2-(furan-3-yl)-6a,10b-dimethyl-9-oxidanyl-4,10-bis(oxidanylidene)-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo(f)isochromene-7-carboxylate
• Salvinorin B (SALB)
• UNII-6HNB6FRT7X
• SCHEMBL3144611
• DTXSID50465988
• BLTMVAIOAAGYAR-CEFSSPBYSA-N
• CHEBI:177592
• C21H26O7
• BDBM50189136
• HB4887
• AKOS027326793
• Salvinorin B, >=93.0% (HPLC)
• NCGC00181787-01
• XS139260
• Salvinorin B 100 microg/mL in Acetonitrile
• Q9333044
• methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-2-(uran-3-yl)-9-hydroxy-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[]isochromene-7-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL237	P41145	Kappa opioid receptor	0.6 nM; 63 nM; 43 nM	EC50; Ki; Ki	via Super-PRED; via Super-PRED; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.63%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.38%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.12%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.06%	96.38%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	85.63%	92.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.10%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.04%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.27%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.11%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.06%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.68%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.58%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.50%	97.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.25%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.19%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.89%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.57%	82.69%

Plants that contains it

• Salvia divinorum

Cross-Links

• PubChem: 11440685
• LOTUS: LTS0085176
• wikiData: Q9333044