CAS 203849-91-6|MMAD

Introduction:Basic information about CAS 203849-91-6|MMAD, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameMMAD
CAS Number203849-91-6Molecular Weight771.064
Density1.1±0.1 g/cm3Boiling Point906.1±65.0 °C at 760 mmHg
Molecular FormulaC41H66N6O6SMelting Point/
MSDS/Flash Point501.8±34.3 °C

Names

NameMonomethylauristatin D
SynonymMore Synonyms

MMAD BiologicalActivity

DescriptionMMAD is a potent tubulin inhibitor, is a toxin payload in antibody drug conjugates (ADCs).
Related CatalogSignaling Pathways >>Antibody-drug Conjugate >>ADC CytotoxinSignaling Pathways >>Cell Cycle/DNA Damage >>Microtubule/TubulinSignaling Pathways >>Cytoskeleton >>Microtubule/TubulinResearch Areas >>Cancer
Target

Tubulin[1]

In VitroMMAD (Monomethyl Dolastatin 10) is coupled through a stable oxime-ligation process to yield several near-homogenous antibody-drug conjugates (ADCs) with a drug-to-antibody ratio of ~2.0. The resulting conjugates demonstrate good pharmacokinetic properties, potent in vitro cytotoxic activity against HER2+ cancer cells. When compared with ADCs prepared by cysteine alkylation following native interchain disulfide reduction, site-specific unnatural-amino-acid-based ADCs are shown to have increased in vitro cytotoxicity[1].
In VivoThe resulting antibody-drug conjugates (ADCs) demonstrate complete tumour regression in rodents. They also have an improved toxicology profile in rats[1].
References

[1]. Chudasama V, et al. Recent advances in the construction of antibody-drug conjugates. Nat Chem. 2016 Feb;8(2):114-9.

Chemical & Physical Properties

Density1.1±0.1 g/cm3
Boiling Point906.1±65.0 °C at 760 mmHg
Molecular FormulaC41H66N6O6S
Molecular Weight771.064
Flash Point501.8±34.3 °C
Exact Mass770.476440
LogP5.82
Vapour Pressure0.0±0.3 mmHg at 25°C
Index of Refraction1.537
InChIKeyBLUGYPPOFIHFJS-UUFHNPECSA-N
SMILESCCC(C)C(C(CC(=O)N1CCCC1C(OC)C(C)C(=O)NC(Cc1ccccc1)c1nccs1)OC)N(C)C(=O)C(NC(=O)C(NC)C(C)C)C(C)C
Storage condition2-8℃

Synonyms

N-Methyl-L-valyl-N-[(3R,4S,5S)-3-methoxy-1-{(2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]amino}propyl]-1-pyrrolidinyl}-5-methyl-1-oxo-4-heptanyl]-N-methyl-L-valinamide
L-Valinamide, N-methyl-L-valyl-N-[(1S,2R)-2-methoxy-4-[(2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-[[(1S)-2-phenyl-1-(2-thiazolyl)ethyl]amino]propyl]-1-pyrrolidinyl]-1-[(1S)-1-methylpropyl]-4-oxobutyl]-N-methyl-
MFCD25976743
Demethyldolastatin 10
Monomethylauristatin D
Monomethyl Dolastatin 10
MMAD
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