Hyoscine

Details

• Internal ID: f3d522fc-97bc-4ed5-8427-a548ac8d5be8
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: [(1R,2R,4S,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate
• SMILES (Canonical): CN1C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4
• SMILES (Isomeric): CN1[C@@H]2CC(C[C@H]1[C@H]3[C@@H]2O3)OC(=O)[C@H](CO)C4=CC=CC=C4
• InChI: InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/t11?,12-,13-,14+,15-,16+/m1/s1
• InChI Key: STECJAGHUSJQJN-USLFZFAMSA-N
• Popularity: 19,350 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 303.35 g/mol
• Exact Mass: 303.14705815 g/mol
• Topological Polar Surface Area (TPSA): 62.30 Ų
• XlogP: 0.90

Synonyms

• Boro-Scopol
• RefChem:570028
• scopolamine
• Hyoscine
• (-)-Hyoscine
• 51-34-3
• Scopine (-)-tropate
• Hyosol
• (-)-Scopolamine
• Scopine tropate
• 6,7-Epoxytropine tropate
• Transderm-Scop
• Atrochin
• Atroquin
• l-Scopolamine
• Epoxytropine tropate
• Isopto Hyoscine
• Scopolamine hydrobromide
• Beldavrin
• Scopamin
• alpha-(Hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester
• Skopolamin
• Hyosceine
• Transcop
• Scop
• DL48G20X8X
• Tropic acid, ester with scopine
• CHEMBL3084722
• CHEBI:16794
• Euscopol
• Isoscopil
• Tranaxine
• (1S,3S,5R,6R,7S)-6,7-epoxytropan-3-yl (2S)-3-hydroxy-2-phenylpropanoate
• Kwells
• Hysco
• Hyoscine bromide
• Scopolamine HCl
• Hyoscine hydrobromide
• Scopolaminium bromide
• 1alphaH,5alphaH-Tropan-3alpha-ol, 6beta,7beta-epoxy-, (-)-tropate (ester)
• Scopolammonium bromide
• l-Hyoscine hydrobromide
• SEE
• (-)-Scopolamine bromide
• l-Scopolamine-hydrobromide
• SCOPOLAMINE BROMIDE
• (-)-Hyoscine hydrobromide
• Scopoderm
• levo-duboisine
• Transderm scop
• (+)-Hyoscine
• CHEMBL4065982
• (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0(2,4)]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate
• (1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.0~2,4~]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate
• Hyoscyine hydrobromide
• Hydroscine hydrobromide
• hydrobromicum, Scopolaminum
• UNII-DL48G20X8X
• Tropane alkaloid
• HSDB 4074
• 6.beta.,7.beta.-Epoxy-1.alpha.H,5.alpha.H-tropan-3.alpha.-ol (-)-tropate (ester)
• EINECS 200-090-3
• NSC61806
• S-(-)-Tropate
• Atropine EP Impurity F
• SCOPOLAMINE [MI]
• Prestwick3_000877
• HYOSCINE [MART.]
• SCOPOLAMINE [HSDB]
• HYOSCINE [WHO-DD]
• EC 200-090-3
• SCOPOLAMINE [VANDF]
• (-)-Scopolamin (Hyoscine)
• 6beta,7beta-Epoxy-3alpha-tropanyl S-(-)-tropate
• SCHEMBL16226
• BSPBio_000953
• GTPL330
• 6beta,7beta-Epoxy-1alpha,5alpha-tropan-3alpha-ol
• HYOSCINE [EP IMPURITY]
• BPBio1_001049
• CHEMBL569713
• HYOSCINE [EP MONOGRAPH]
• CHEMBL1906925
• DTXSID6023573
• SCHEMBL22393238
• SCHEMBL29349990
• CHEBI:93572
• SCOPOLAMINE [ORANGE BOOK]
• STECJAGHUSJQJN-FWXGHANASA-N
• HMS2090N13
• HMS3886L22
• SCOPOLAMINE [USP IMPURITY]
• (1R,2R,4S,5S,7s)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl (S)-3-hydroxy-2-phenylpropanoate
• HY-N0296
• LSM-4015
• MSK10286
• AC-968
• BDBM50248295
• BDBM50263508
• CS0019
• s9326
• AKOS025402477
• Scopolamine dried down 100 microg/mL
• Tropic acid, 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(sup 2,4))non-7-yl ester
• CCG-267504
• CS-6609
• DB00747
• FS16424
• 3-Oxa-9-azatricyclo(3.3.1.0(sup 2,4))nonan-7-ol, 9-methyl-, tropate (ester)
• 3-Oxa-9-azatricyclo(3.3.1.O(sup 2,4))nonan-7-ol, 9-methyl-, tropate (ester)
• SMP1_000270
• NCGC00024357-04
• NCGC00024357-05
• DA-67494
• Scopolamine 100 microg/mL in Acetonitrile
• AB00429689
• AB00429689-30
• AB00429689-31
• AB00429689_32
• EN300-1718536
• ATROPINE SULFATE IMPURITY F [EP IMPURITY]
• Q337188
• (methyl[?]yl) (2S)-3-hydroxy-2-phenyl-propanoate
• BRD-K89923877-003-02-4
• BRD-K89923877-004-15-4
• BRD-K89923877-004-16-2
• Q27165268
• (1R,2R,4S,5S,7R)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0,2,4]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate
• (1R,2R,4S,5S,7R)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0,nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate
• (1R,2R,4S,5S,7S)-9-METHYL-3-OXA-9-AZATRICYCLO(3.3.1.02,4)NON-7-YL (2S)-3-HYDROXY-2-PHENYLPROPANOATE
• (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate
• (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0~2,4~]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate
• (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl (2R)-3-hydroxy-2-phenylpropanoate
• (1R,2R,4S,5S,7s)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate
• [(1R,2R,4S,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenyl-propanoate
• [(1R,2R,4S,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate
• [7(S)-(1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)]-.alpha.-(Hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo-[3.3.1.0^2,4]non-7-yl ester
• BENZENEACETIC ACID, .ALPHA.(HYDROXYMETHYL)-,(1.ALPHA.,2.BETA.,4.BETA.,5.ALPHA.,7.BETA.)-9-METHYL-3-OXA-9-AZATRICYCLO(3.3.1.02,4)NON-7-YL ESTER, (.ALPHA.S)-
• BENZENEACETIC ACID, .ALPHA.-(HYDROXYMETHYL)-, 9-METHYL-3-OXA-9-AZATRICYCLO(3.3.1.02,4)NON-7-YL ESTER, (7(S)-(1.ALPHA.,2.BETA.,4.BETA.,5.ALPHA.,7.BETA.))-
• Benzeneacetic acid, alpha-(hydroxymethyl)-, (1alpha,2beta,4beta,5alpha,7beta)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl ester, (alphaS)-
• Benzeneacetic acid, alpha-(hydroxymethyl)-, 9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl ester, (7(S)-(1alpha,2beta,4beta,5alpha,7beta))-
• OW0

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
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	1.514 nM	IC50	via Super-PRED
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	3.02 nM	Ki	via Super-PRED
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	6.5 nM	Ki	via Super-PRED
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	0.5754 nM	IC50	via Super-PRED
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	1.288 nM	Ki	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	125.9 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.65%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.94%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	86.43%	83.82%
CHEMBL5028	O14672	ADAM10	85.81%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.72%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	84.08%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.41%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.22%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.69%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.04%	90.00%

Plants that contains it

• Atropa belladonna
• Datura metel
• Datura stramonium
• Datura stramonium
• Hyoscyamus niger
• Linum usitatissimum
• Scopolia carniolica
• Scopolia japonica

Cross-Links

• PubChem: 3000322
• NPASS: NPC116631
• LOTUS: LTS0245315
• wikiData: Q27165268