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Key Documents

Safety Information

SML3199

Sigma-Aldrich

Monomethyl Auristatin E

≥98%

Synonym(s):

MMAE, MMAE toxin, Monomethylauristatin E, N-Methyl-L-valyl-N-[(1S,2R)-4-[(2S)-2-[(1R,2R)-3-[[(1R,2S)-2-hydroxy-1-methyl-2-phenylethyl]amino]-1-methoxy-2-methyl-3-oxopropyl]-1-pyrrolidinyl]-2-methoxy-1-[(1S)-1-methylpropyl]-4-oxobutyl]-N-methyl-L-valinamide

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About This Item

Empirical Formula (Hill Notation):
C39H67N5O7
CAS Number:
474645-27-7
Molecular Weight:
717.98
UNSPSC Code:
12352200

Quality Level

100

Assay

≥98%

form

film or powder

color

white to off-white

storage temp.

−20°C

SMILES string

N1([C@@H](CCC1)[C@H](OC)[C@@H](C)C(=O)N[C@@H]([C@@H](O)c2ccccc2)C)C(=O)C[C@@H](OC)[C@@H](N(C)C(=O)[C@@H](NC(=O)[C@@H](NC)C(C)C)C(C)C)[C@H](CC)C

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

InChI key

DASWEROEPLKSEI-UIJRFTGLSA-N

Biochem/physiol Actions

Monomethyl Auristatin E (MMAE) is a highly potent peptidyl antimitotic agent that blocks the polymerization of tubulin. Monomethyl Auristatin E is a component of a clinically approved antibodydirected conjugates Brentuximab vedotin, Glembatumumab vedotin, Enfortumab vedotin and Polatuzumab vedotin.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 1 Oral - Aquatic Chronic 3 - Muta. 1B - Repr. 1B - STOT RE 1 - STOT SE 1

Target Organs

male reproductive organs,Bone marrow,thymus,spleen,Liver

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000141759
0000141758
0000141759
0000141758

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