An inhibitor of the UBE2M-DCNL1 protein-protein interaction
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NAcM-OPT

Item No. 42379

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(1-butyl-4-piperidinyl)-N′-(3,4-dichlorophenyl)-N-(phenylmethyl)-urea
CAS Number
2089293-61-6
Molecular Formula
C23H29Cl2N3O
Formula Weight
434.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Soluble: ≥10 mg/ml
SMILES
O=C(N(C1CCN(CC1)CCCC)CC2=CC=CC=C2)NC3=CC=C(C(Cl)=C3)Cl
InChi Code
InChI=1S/C23H29Cl2N3O/c1-2-3-13-27-14-11-20(12-15-27)28(17-18-7-5-4-6-8-18)23(29)26-19-9-10-21(24)22(25)16-19/h4-10,16,20H,2-3,11-15,17H2,1H3,(H,26,29)
InChi Key
VPHJABWIKCBGMC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $36

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    10 mg

    $68

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    25 mg

    $159

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    50 mg

    $247

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    Cayman Chemical
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    Product Description

    NAcM-OPT is an inhibitor of the protein-protein interaction between ubiquitin-protein ligase E2M (UBE2M) and DCN1-like protein 1 (DCNL1; IC50 = 0.079 µM in a time-resolved FRET (TR-FRET) assay).1 It is selective for DCNL1 over DCNL3, DCNL4, and DCNL5 (IC50s = >50 µM) but does inhibit DCNL2 at 12.5 µM. NAcM-OPT (10 µM) reduces cullin 1 NEDDylation levels in CAL-33 tongue squamous cell carcinoma cells. It inhibits anchorage-independent growth in HCC95 lung squamous cell carcinoma cells when used at a concentration of 10 µM. Intracutaneous administration of NAcM-OPT (3 mg/kg per day) also prevents decreases in epidermal thickness, follicle length, and melanin levels induced by hydrogen peroxide (H2O2) in mice.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Scott, D.C., Hammill, J.T., Min, J., et al. Blocking an N-terminal acetylation-dependent protein interaction inhibits an E3 ligase. Nat. Chem. Biol. 13(8), 850-857 (2017).

    2. Xiong, R., Shen, Q., Li, Y., et al. NAcM-OPT protects keratinocytes from H2O2-induced cell damage by promoting autophagy. Ann. N. Y. Acad. Sci. 1537(1), 155-167 (2024).