Resistomycin

Names

[ CAS No. ]:
20004-62-0

[ Name ]:
Resistomycin

[Synonym ]:
3,5,7,10-Tetrahydroxy-1,1,9-trimethyl-2H-benzo[cd]pyrene-2,6(1H)-dione
A 3733A
Itamycin
3,5,7,10-tetrahydroxy-1,1,9-trimethyl-1H-benzo[cd]pyrene-2,6-dione
2H-Benzo(cd)pyrene-2,6(1H)-dione,3,5,7,10-tetrahydroxy-1,1,9-trimethyl
Geliomycin
Antibiotic A 3733a
3,5,7,10-Tetrahydroxy-1,1,9-trimethyl-1H-benzo[cd]pyren-2,6-dion
Croceomycin

Biological Activity

[Description]:

Resistomycin, a pentacyclic polyketide antibiotic, possesses anticancer activity and induces apoptosis[1][2][3][4].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Resistomycin attenuates triple-negative breast cancer progression by inhibiting E3 ligase Pellino-1 and inducing SNAIL/SLUG degradation[1]. Resistomycin displays a high affinity for GST-Pellino-1 (KD = 2.58 μM) as indicated by surface plasmon resonance[1]. Resistomycin treatment reduced the expression of SNAIL and SLUG in TNBC cells[1]. Resistomycin induced apoptosis and cycle arrest in human hepatocellular carcinoma cells by activating p38 MAPK pathway in vitro and in vivo[3].

Chemical & Physical Properties

[ Molecular Formula ]:
C₂₂H₁₆O₆

[ Molecular Weight ]:
376.35900

[ Exact Mass ]:
376.09500

[ PSA ]:
115.06000

[ LogP ]:
3.65590

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DJ6350000

CHEMICAL NAME :: 2H-Benzo(cd)pyrene-2,6(1H)-dione, 3,5,7,10-tetrahydroxy-1,1,9-trimethyl-

CAS REGISTRY NUMBER :: 20004-62-0

BEILSTEIN REFERENCE NO. :: 2187224

LAST UPDATED :: 199707

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C22-H16-O6

MOLECULAR WEIGHT :: 376.38

WISWESSER LINE NOTATION :: L C6666 B6 3ABC S GV IV RHJ EQ KQ M1 OQ R1 R1 SQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 3,354,1980

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 20 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 3,351,1980 ** TUMORIGENIC DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Implant

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 20750 ug/kg

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Lungs, Thorax, or Respiration - tumors Tumorigenic - tumors at site of application

REFERENCE :: JJIND8 JNCI, Journal of the National Cancer Institute. (Washington, DC) V.61-79, 1978-87. For publisher information, see JNCIEQ. Volume(issue)/page/year: 71,539,1983

Safety Information

[ HS Code ]:
2914400090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2914400090

[ Summary ]:
2914400090 other ketone-alcohols and ketone-aldehydes。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%