Sinomenine

C19H23NO4CAS 115-53-7329.40 g/mol

Open in Covalent MOL file
OOOHNO
AlkeneEtherKetonePhenolTertiary amine

Properties

Molecular formula
C19H23NO4
Molar mass
329.40 g/mol
Exact mass
329.1627 Da
Melting point
162 °C
logP
2.02Crippen estimate
Polar surface area
59.0 Ų
H-bond donors / acceptors
1 / 5
Rotatable bonds
2
Stereocentres
S, S, Rin SMILES atom order

Hazards

Warning
Irritant (GHS07)

Aggregated from 39 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number
115-53-7
SMILES
COC1=C[C@@H]2[C@@H]3Cc4ccc(OC)c(O)c4[C@]2(CCN3C)CC1=O
InChIKey
INYYVPJSBIVGPH-QHRIQVFBSA-N
InChI
InChI=1S/C19H23NO4/c1-20-7-6-19-10-14(21)16(24-3)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9,12-13,22H,6-8,10H2,1-3H3/t12-,13+,19-/m1/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

6 names
  • Morphinan-6-one, 7,8-didehydro-4-hydroxy-3,7-dimethoxy-17-methyl-, (9α,13α,14α)-
  • 9α,13α,14α-Morphinan-6-one, 7,8-didehydro-4-hydroxy-3,7-dimethoxy-17-methyl-
  • (9α,13α,14α)-7,8-Didehydro-4-hydroxy-3,7-dimethoxy-17-methylmorphinan-6-one
  • Cucoline
  • Kukoline
  • Sinomenin

Work with Sinomenine

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Sinomenine hydrochloride6080-33-7Salt

Similar compounds

(+)-Isocorydine475-67-237 % similar Dextromethorphan125-71-336 % similar Isocorydine hydrochloride13552-72-235 % similar Morphine57-27-235 % similar Dextromethorphan hydrobromide monohydrate6700-34-133 % similar Lycoramine21133-52-833 % similar Rel-(4aR,8aR)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-one1668-86-631 % similar Narwedine510-77-031 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

(βR)-β-[[(1,1-Dimethylethoxy)carbonyl]amino]-1-naphthalenebutanoic acid190190-49-9 Boc-(S)-3-amino-4-(1-naphthyl)-butyric acid219297-09-3 Boc-(R)-3-amino-4-(2-naphthyl)-butyric acid219297-10-6 (βS)-β-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-naphthalenebutanoic acid219297-11-7

Elsewhere

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