A detergent and derivative of 4-trehalosamine
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IMCTA-C14 (trifluoroacetate salt)

Item No. 40230

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3R,4S,5S,6R)-2-(((2R,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-(tetradecylamino)tetrahydro-2H-pyran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, trifluoroacetate salt
Molecular Formula
C26H51NO10 • CF3COOH
Formula Weight
651.7
Purity
≥90%
Formulation (Request formulation change)
A solid
SMILES
OC(C(F)(F)F)=O.O[C@@H]([C@@H]([C@H](O1)CO)NCCCCCCCCCCCCCC)[C@@H](O)[C@H]1O[C@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO
InChi Code
InChI=1S/C26H51NO10.C2HF3O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-27-19-17(15-28)35-25(23(33)21(19)31)37-26-24(34)22(32)20(30)18(16-29)36-26;3-2(4,5)1(6)7/h17-34H,2-16H2,1H3;(H,6,7)/t17-,18-,19-,20-,21+,22+,23-,24-,25-,26-;/m1./s1
InChi Key
KSHZNGIPHJCONY-FUMWAJTHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $468

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    Cayman Chemical
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    Product Description

    IMCTA-C14 is a detergent and derivative of the microbial metabolite 4-trehalosamine (Item No. 40229).1 It has a critical micelle concentration (CMC) of 0.11 mM and a hydrophilic-lipophilic balance (HLB) value of 9.72. IMCTA-C14 (0.05 and 0.5%) extracts proteins, including membrane proteins, from OVK18 ovarian cancer cells. It is active against several strains of various bacteria (MICs = 8-128 µg/ml) and is cytotoxic against a panel of 52 cancer cell lines (IC50s = 2.9-29.2 µg/ml). IMCTA-C14 (50 µM) induces autophagy in OVK18 cells.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wada, S.I., Arimura, H., Nagayoshi, M., et al. Rediscovery of 4-trehalosamine as a biologically stable, mass-producible, and chemically modifiable trehalose analog. Adv. Biol. (Weinh) 6(6), e2101309 (2022).