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(15E)-12,18-Dihydroxysenecionan-11,16-dione

Names

[ CAS No. ]:
15503-87-4

[ Name ]:
(15E)-12,18-Dihydroxysenecionan-11,16-dione

[Synonym ]:
trans-Retrorsin
C18H25NO6
(15E)-12,18-dihydroxy-senecionane-11,16-dione
[1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-(hydroxymethyl)-5-methyl-, (3E,5R,6S,14aR,14bR)-
Senecionan-11,16-dione,12,18-dihydroxy-,(15E)
trans-Retrorsine
(15E)-Retrorsine
(15E)-12,18-Dihydroxysenecionan-11,16-dione
Mucronatine
Usaramin
(+)-Ursamine
Mucronatine (7CI)

Biological Activity

[Description]:

Usaramine is a pyrrolizidine alkaloid isolated from seeds of Crolatalaria pallida. Usaramine demonstrates a highlighted antibiofilm activity against Staphylococcus epidermidis by reducing more than 50% of biofilm formation without killing the bacteria[1].

[Related Catalog]:

Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. da Silva Negreiros Neto T, et al. Activity of pyrrolizidine alkaloids against biofilm formation and Trichomonas vaginalis. Biomed Pharmacother. 2016 Oct;83:323-329.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
583.2±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C18H25NO6

[ Molecular Weight ]:
351.394

[ Flash Point ]:
306.5±30.1 °C

[ Exact Mass ]:
351.168182

[ PSA ]:
96.30000

[ LogP ]:
-0.14

[ Vapour Pressure ]:
0.0±3.7 mmHg at 25°C

[ Index of Refraction ]:
1.590

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VT5707200
CHEMICAL NAME :
Senecionan-11,16-dione, 12,18-dihydroxy-, (15E)-
CAS REGISTRY NUMBER :
15503-87-4
LAST UPDATED :
199012
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C18-H25-N-O6
MOLECULAR WEIGHT :
351.44

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
35 mg/kg
TOXIC EFFECTS :
Liver - other changes
REFERENCE :
CBINA8 Chemico-Biological Interactions. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1969- Volume(issue)/page/year: 12,299,1976
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 7,144,1969

Synthetic Route

Precursor & DownStream


Related Compounds