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35846-53-8

35846-53-8 structure
35846-53-8 structure
  • Name: maytansine
  • Chemical Name: maytansine
  • CAS Number: 35846-53-8
  • Molecular Formula: C34H46ClN3O10
  • Molecular Weight: 692.19600
  • Catalog: Research Areas Cancer
  • Create Date: 2018-09-10 10:46:18
  • Modify Date: 2024-01-04 11:11:45
  • Maytansine is a highly potent microtubule-targeted compound that induces mitotic arrest and kills tumor cells at subnanomolar concentrations[1].

Name maytansine
Synonyms maitansine
(3E,5E,7R,84S)-12c-(N-acetyl-N-methyl-L-alanyloxy)-14-chloro-10t,11c-epoxy-84-hydroxy-15,7r-dimethoxy-3,9c,11t,15-tetramethyl-(84r'H,86c'H)-15-aza-1(1,3)-benzena-8(4,6)-[1,3]oxazinana-cyclopentadecaphane-3,5-diene-82,14-dione
Maytansine
Description Maytansine is a highly potent microtubule-targeted compound that induces mitotic arrest and kills tumor cells at subnanomolar concentrations[1].
Related Catalog
In Vitro Maytansine, at 6x10-8 M, irreversibly inhibits cell division in eggs of sea urchins and clams. Maytansine causes the disappearance of a mitotic apparatus or prevents one from forming if added at early stages. Maytansine does inhibit in vitro polymerization of tubulin. Maytansine inhibits in vitro polymerization of tubulin[2].
References

[1]. Lopus M, et al. Maytansine and cellular metabolites of antibody-maytansinoid conjugates strongly suppress microtubule dynamics by binding to microtubules. Mol Cancer Ther. 2010;9(10):2689-2699.

[2]. Remillard S, et al. Antimitotic activity of the potent tumor inhibitor maytansine. Science. 1975;189(4207):1002-1005.

Density 1.32g/cm3
Boiling Point 895.1ºC at 760mmHg
Molecular Formula C34H46ClN3O10
Molecular Weight 692.19600
Flash Point 495.1ºC
Exact Mass 691.28700
PSA 156.47000
LogP 3.92820
Index of Refraction 1.59

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OQ2290000
CHEMICAL NAME :
Maytansine
CAS REGISTRY NUMBER :
35846-53-8
LAST UPDATED :
199801
DATA ITEMS CITED :
16
MOLECULAR FORMULA :
C34-H46-Cl-N3-O10
MOLECULAR WEIGHT :
692.28
WISWESSER LINE NOTATION :
T D3 K6-19-6 A K- EO IVN WNVO QU SUTJ C1 GOVY1&N1&V1 J1 LG MO1 Q1 UO1 VQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Human
DOSE/DURATION :
190 ug/kg/5D
TOXIC EFFECTS :
Behavioral - hallucinations, distorted perceptions Behavioral - changes in motor activity (specific assay) Gastrointestinal - nausea or vomiting
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
480 ug/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - hypermotility, diarrhea Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
245 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1530 ug/kg
TOXIC EFFECTS :
Blood - leukopenia Blood - thrombocytopenia Skin and Appendages - hair
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1305 ug/kg/7W-I
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay) Nutritional and Gross Metabolic - weight loss or decreased weight gain Nutritional and Gross Metabolic - body temperature increase
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
700 ug/kg/5D-I
TOXIC EFFECTS :
Behavioral - muscle contraction or spasticity Blood - pigmented or nucleated red blood cells Blood - leukopenia
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
200 ug/kg
SEX/DURATION :
female 7 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
200 ug/kg
SEX/DURATION :
female 7 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
200 ug/kg
SEX/DURATION :
female 7 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - urogenital system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
250 ug/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - cytological changes (including somatic cell genetic material)

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Rodent - mouse Ascites tumor
DOSE/DURATION :
100 ug/kg
REFERENCE :
JNCIAM Journal of the National Cancer Institute. (Washington, DC) V.1-60, 1940-78. For publisher information, see JJIND8. Volume(issue)/page/year: 60,649,1978