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Substance Name: Hydroxylupanine
RN: 15358-48-2
UNII: 320ZHE5W55
InChIKey: JVYKIBAJVKEZSQ-YHQUGGNUSA-N

Molecular Formula

  • C15-H24-N2-O2

Molecular Weight

  • 264.367
 
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Names and Synonyms

Name of Substance

  • 13-Hydroxylupanine
  • Hydroxylupanine

Synonyms

  • (+)-13-Hydroxylupanine
  • 13-Hydroxylupanin
  • 13-Oxylupanine
  • 4-25-00-00082 (Beilstein Handbook Reference)
  • Alkaloid C 2, from Cadia purpurea
  • BRN 0087896
  • d-Hydroxylupanine
  • Dodecahydro-2-hydroxy-7,14-methano-2H,11H-dipyrido(1,2-a:1',2'-e)(1,5)diazocin-11-one (2S-(2alpha,7beta,7abeta,14beta,14aalpha))-
  • Hydroxylupanin
  • Hydroxylupanine
  • Jamaidine
  • LUPANINE, 13-HYDROXY-
  • Lupanine, hydroxy- (6CI)
  • Luparine, hydroxy-
  • NSC 70827
  • Oxylupanine
  • UNII-320ZHE5W55

Systematic Names

  • 7,14-Methano-2H,11H-dipyrido(1,2-a:1',2'-e)(1,5)diazocin-11-one, dodecahydro-2-hydroxy-, (2S-(2alpha,7beta,7abeta,14beta,14aalpha))-
  • 7,14-Methano-4H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocin-4-one, dodecahydro-9-hydroxy-, (7S-(7alpha,7abeta,9beta,14alpha,14aalpha))- (9CI)
  • Lupanine, 13-alpha-hydroxy-
  • Lupanine, 13alpha-hydroxy- (8CI)

Registry Numbers

CAS Registry Number

  • 15358-48-2

FDA UNII

  • 320ZHE5W55

Related Registry Number

  • 6809-89-8 (hydrochloride)

System Generated Number

  • 0015358482

Structure Descriptors

InChI

1S/C15H24N2O2/c18-12-4-5-16-8-10-6-11(14(16)7-12)9-17-13(10)2-1-3-15(17)19/h10-14,18H,1-9H2/t10-,11-,12-,13+,14-/m0/s1

InChIKey

JVYKIBAJVKEZSQ-YHQUGGNUSA-N

Smiles

N12C[C@H]3[C@@H]4C[C@@H](O)CC[N@@]4C[C@@H](C3)[C@H]1CCCC2=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intraperitoneal 228mg/kg (228mg/kg)   Journal of Agricultural Research Vol. 32, Pg. 51, 1926.
rat LD50 intraperitoneal 199mg/kg (199mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: TREMOR
JAT, Journal of Applied Toxicology. Vol. 7, Pg. 51, 1987.