S-Me-DM4 is a metabolite produced by S-methylation of part of DM4 by intracellular enzymes. DM4 is a microtubule-depolymerizing thiol-containing zeatin with potent cytotoxic effect. DM4 could be utilized as an ADC cytotoxin molecule.

Physicochemical Properties

Molecular Formula	C39H56CLN3O10S
Molecular Weight	794.39
Exact Mass	793.337
CAS #	890654-03-2
PubChem CID	168445453
Appearance	White to off-white solid powder
LogP	3.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	10
Heavy Atom Count	54
Complexity	1450
Defined Atom Stereocenter Count	8
SMILES	C[C@@]12O[C@@]1([H])[C@@H]([C@@]1([H])OC(N[C@@]([C@@H](C=CC=C(CC3C=C(C(=C(C=3)N(C(C[C@@H]2OC(=O)[C@H](C)N(C)C(=O)CCC(C)(C)SC)=O)C)Cl)OC)C)OC)(C1)O)=O)C |t:14,16|
InChi Key	AYWIIXDQRUFQGH-CJUSJEAQSA-N
InChi Code	InChI=1S/C39H56ClN3O10S/c1-22-13-12-14-29(50-10)39(48)21-28(51-36(47)41-39)23(2)34-38(6,53-34)30(52-35(46)24(3)42(7)31(44)15-16-37(4,5)54-11)20-32(45)43(8)26-18-25(17-22)19-27(49-9)33(26)40/h12-14,18-19,23-24,28-30,34,48H,15-17,20-21H2,1-11H3,(H,41,47)/b14-12-,22-13-/t23-,24+,28+,29-,30+,34+,38+,39+/m1/s1
Chemical Name	[(1S,2R,3S,5S,6S,16Z,18Z,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)-2-[methyl-(4-methyl-4-methylsulfanylpentanoyl)amino]propanoate
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: (1). This product requires protection from light (avoid light exposure) during transportation and storage.(2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References

[1]. Metabolites of antibody-maytansinoid conjugates: characteristics and in vitro potencies. Mol Pharm. 2015 Jun 1;12(6):1762-73.

Solubility Data

Solubility (In Vitro)

DMSO : 100 mg/mL (125.88 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (3.15 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	1.2588 mL	6.2941 mL	12.5883 mL
	5 mM	0.2518 mL	1.2588 mL	2.5177 mL
	10 mM	0.1259 mL	0.6294 mL	1.2588 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.