Introduction:Basic information about CAS 35846-53-8|maytansine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | maytansine |
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| CAS Number | 35846-53-8 | Molecular Weight | 692.19600 |
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| Density | 1.32g/cm3 | Boiling Point | 895.1ºC at 760mmHg |
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| Molecular Formula | C34H46ClN3O10 | Melting Point | / |
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| MSDS | / | Flash Point | 495.1ºC |
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Names
| Name | maytansine |
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| Synonym | More Synonyms |
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maytansine BiologicalActivity
| Description | Maytansine is a highly potent microtubule-targeted compound that induces mitotic arrest and kills tumor cells at subnanomolar concentrations[1]. |
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| Related Catalog | Research Areas >>CancerSignaling Pathways >>Others >>Others |
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| 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]. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.32g/cm3 |
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| Boiling Point | 895.1ºC at 760mmHg |
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| Molecular Formula | C34H46ClN3O10 |
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| Molecular Weight | 692.19600 |
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| Flash Point | 495.1ºC |
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| Exact Mass | 691.28700 |
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| PSA | 156.47000 |
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| LogP | 3.92820 |
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| Index of Refraction | 1.59 |
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| InChIKey | WKPWGQKGSOKKOO-UHFFFAOYSA-N |
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| SMILES | COc1cc2cc(c1Cl)N(C)C(=O)CC(OC(=O)C(C)N(C)C(C)=O)C1(C)OC1C(C)C1CC(O)(NC(=O)O1)C(OC)C=CC=C(C)C2 |
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Toxicological Information
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 DATAACUTE 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
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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 |