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MMAE (Monomethyl auristatin E)

CAT: 1568-C12897-10mM/1mLSize: 10 mm/ 1 mLDry Ice: NoHazardous: No
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CAT#:1568-C12897-10mM/1mLSize:10 mm/ 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
474645-27-7
Synonyms
SGD-1010
Target
Microtubule Associated
Applications
Cytoskeletal Signaling
Smiles
CCC (C) C (C (CC (=O) N1CCCC1C (C (C) C (=O) NC (C) C (C2=CC=CC=C2) O) OC) OC) N (C) C (=O) C (C (C) C) NC (=O) C (C (C) C) NC
Molecular Formula
C39H67N5O7
Additionnal Information
MMAE (Monomethyl auristatin E) is a synthetic antineoplastic agent. It is also a microtubule-disrupting agent .
Storage Conditions
-20°C power 3 years

Chemical Information

Monomethylauristatin E

Monomethyl Auristatin E is a dolastatin-10 peptide derivative with potent antimitotic activity and potential antineoplastic activity as part of an antibody-drug conjugate (ADC). Monomethyl auristatin E (MMAE) binds to tubulin, blocks tubulin polymerization, and inhibits microtubule formation, which results in both disruption of mitotic spindle assembly and arrest of tumor cells in the M phase of the cell cycle. To minimize toxicity and maximize efficacy, MMAE is conjugated, via a cleavable peptide linker, to a monoclonal antibody that specifically targets a patient's tumor. The linker is stable in the extracellular milieu but is readily cleaved to release MMAE following binding and internalization of the ADC by the target cells.

CAS Number474645-27-7
PubChem CID11542188
IUPAC Name(2S)-N-[(2S)-1-[[(3R,4S,5S)-1-[(2S)-2-[(1R,2R)-3-[[(1S,2R)-1-hydroxy-1-phenylpropan-2-yl]amino]-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl]-3-methoxy-5-methyl-1-oxoheptan-4-yl]-methylamino]-3-methyl-1-oxobutan-2-yl]-3-methyl-2-(methylamino)butanamide
Molecular FormulaC39H67N5O7
Molecular Weight718.0
XLogP4.1
Topological Polar Surface Area150
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count20
Heavy Atom Count51
Formal Charge0
Complexity1100
SMILES
CC[C@H](C)[C@@H]([C@@H](CC(=O)N1CCC[C@H]1[C@@H]([C@@H](C)C(=O)N[C@H](C)[C@H](C2=CC=CC=C2)O)OC)OC)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC
InChI
InChI=1S/C39H67N5O7/c1-13-25(6)34(43(10)39(49)33(24(4)5)42-38(48)32(40-9)23(2)3)30(50-11)22-31(45)44-21-17-20-29(44)36(51-12)26(7)37(47)41-27(8)35(46)28-18-15-14-16-19-28/h14-16,18-19,23-27,29-30,32-36,40,46H,13,17,20-22H2,1-12H3,(H,41,47)(H,42,48)/t25-,26+,27+,29-,30+,32-,33-,34-,35+,36+/m0/s1
InChIKey
DASWEROEPLKSEI-UIJRFTGLSA-N
Chemical Structure
2D Structure
2D structure of Monomethylauristatin E
CAS: 474645-27-7
CID: 11542188
Formula: C39H67N5O7
MW: 718.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight718.0
XLogP34.1
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count20
Exact Mass717.50404949
Monoisotopic Mass717.50404949
Topological Polar Surface Area150 Ų
Heavy Atom Count51
Formal Charge0
Complexity1100
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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