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37318-06-2

37318-06-2 structure
37318-06-2 structure
  • Name: Azalomycin
  • Chemical Name: elaiophylin
  • CAS Number: 37318-06-2
  • Molecular Formula: C54H88O18
  • Molecular Weight: 1025.27
  • Catalog: Signaling Pathways Autophagy Autophagy
  • Create Date: 2018-05-31 08:00:00
  • Modify Date: 2024-01-05 11:06:25
  • Elaiophylin (Azalomycin B; Gopalamicin; Efomycin E) is an autophagy inhibitor, exerts antitumor activity as a single agent in ovarian cancer cells[1].
Name elaiophylin
Synonyms (3E,5E,7S,8S,11E,13E,15S,16S)-8,16-Bis{(2S,3R,4S)-4-[(2R,4R,5R,6R)-4-{[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-5-ethyl-2-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]-3-hydroxypentan-2-yl}-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione (non-preferred name)
(3E,5E,7S,8S,11E,13E,15S,16S)-8,16-Bis{(2S,3R,4S)-4-[(2R,4R,5R,6R)-4-{[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-5-ethyl-2-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]-3-hydroxy-2-pentanyl}-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione
5001B
gopalamicin
Azalomycin
Azalomycin-B,Gopalamicin,SNA 4606-3
Antibiotic 56-62
Elaiofilin
Salbomycin
Elaiophylin,Salbomycin,Gopalamicin,SNA 4606-3,Azalomycin-B
(3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(2S,3R,4S)-4-[(2R,4R,5R,6R)-4-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-ethyl-2-hydroxy-6-methyloxan-2-yl]-3-hydroxypentan-2-yl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione
Antibiotic 5001B
azalomycin B
Elaiophylin
Description Elaiophylin (Azalomycin B; Gopalamicin; Efomycin E) is an autophagy inhibitor, exerts antitumor activity as a single agent in ovarian cancer cells[1].
Related Catalog
Target

Autophagy[1]

In Vitro Elaiophylin-mediated autophagy inhibition and lysosomal dysfunction affect ovarian cancer cell survival during hypoxia. Exposure to Elaiophylin (0.025-0.5 μM; 24 hours) causes a significant increase in ovarian cancer SKOV3 cell death in hypoxia conditions[1]. In both the SKOV3 and A2780 cell lines, Elaiophylin (0.25, 0.5, 0.75 μM; 24 hours) treatment leads to significant activation of cleaved CASP9/caspase-9 and PARP1 and downregulation of BIRC5/survivin in a concentration-dependent manner[1]. Cell Viability Assay[1] Cell Line: Ovarian cancer SKOV3 cells. Concentration: 0.025, 0.05, 0.1, 0.2, 0.5 μM Incubation Time: 24 hours Result: Caused a significant increase in ovarian cancer SKOV3 cells death in hypoxia conditions. Western Blot Analysis[1] Cell Line: Ovarian cancer SKOV3 cells; A2780 cells Concentration: 0.25, 0.5, 0.75 μM Incubation Time: 24 hours Result: Treatment led to significant activation of cleaved CASP9/caspase-9 and PARP1 and downregulation of BIRC5/survivin in a concentration-dependent manner.
In Vivo Treatment with 2 mg/kg Elaiophylin (given i.p. every 2 days for 21 days; in BALB/C athymic mice) significantly suppresses ovarian cancer SKOV3 cells growth compared with DMSO treatment, resulting in a 72% decrease in the average daily tumor growth rate compared with DMSO treatment [1]. Lower doses of Elaiophylin as a single agent exert significant antitumor activity, while higher doses lead to intestinal toxicity. Administration of a lower dose (2 mg/kg) of Elaiophylin as a single agent achieves a significant antitumor effect without toxicity in an orthotopic ovarian cancer model with metastasis. Toxic reactions are observed only in the 8 mg/kg group[1]. Animal Model: 4-wk-old BALB/C athymic mice with ovarian cancer SKOV3 cells[1] Dosage: 1 or 2 mg/kg Administration: Given i.p. every 2 days for 21 days Result: Treatment with 2 mg/kg significantly suppressed ovarian cancer SKOV3 cells growth compared with DMSO treatment.
References

[1]. Zhao X, et al Elaiophylin, a novel autophagy inhibitor, exerts antitumor activity as a single agent in ovarian cancer cells. Autophagy. 2015;11(10):1849-63.
Density 1.3±0.1 g/cm3
Boiling Point 1080.5±65.0 °C at 760 mmHg
Molecular Formula C54H88O18
Molecular Weight 1025.27
Flash Point 295.8±27.8 °C
Exact Mass 1024.597046
PSA 269.82000
LogP 2.59
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.569
Storage condition -20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CL8380000
CHEMICAL NAME :
Azalomycin B
CAS REGISTRY NUMBER :
37318-06-2
LAST UPDATED :
198910
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C54-H88-O13
MOLECULAR WEIGHT :
945.42

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
281 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAJAAA Journal of Antibiotics, Series A. (Tokyo, Japan) V.6-20, 1953-67. For publisher information, see JANTAJ. Volume(issue)/page/year: 13,51,1960
Precursor  1

DownStream  0


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title: CAS No. 37318-06-2 | Chemsrc address: https://www.chemsrc.com/en/baike/952698.html

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