An acid degradation product of doramectin and doramectin monosaccharide
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Doramectin aglycone

Item No. 23655

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
25R-cyclohexyl-22,23-didehydro-5-O-demethyl-28-deoxy-6R,28-epoxy-13S-hydroxy-milbemycin B
CAS Number
1987883-26-0
Molecular Formula
C36H50O8
Formula Weight
610.8
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
λmax
246 nm
SMILES
C/C([C@@H](O)[C@@H](C)/C=C/C=C(CO1)/[C@@]([C@@]1([H])[C@H](O)C(C)=C2)(O)[C@]2([H])C3=O)=C\C[C@]4([H])C[C@@](O3)([H])C[C@]5(C=C[C@H](C)[C@@H](C6CCCCC6)O5)O4
InChi Code
InChI=1S/C36H50O8/c1-21-9-8-12-26-20-41-33-31(38)24(4)17-29(36(26,33)40)34(39)42-28-18-27(14-13-22(2)30(21)37)43-35(19-28)16-15-23(3)32(44-35)25-10-6-5-7-11-25/h8-9,12-13,15-17,21,23,25,27-33,37-38,40H,5-7,10-11,14,18-20H2,1-4H3/b9-8+,22-13+,26-12+/t21-,23-,27+,28-,29-,30-,31+,32-,33+,35+,36+/m0/s1
InChi Key
SHRUSRJMZSPNGG-DFOXCPHHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $366

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    Product Description

    Doramectin aglycone is an acid degradation product of doramectin (Item No. 19467), a disaccharide-containing anthelmintic that potentiates glutamate- and GABA-gated chloride channel opening in nematodes, and its acid-catalyzed hydrolysis product doramectin monosaccharide (Item No. 23823).1,2,3 Doramectin undergoes one round of acid-catalyzed hydrolysis to form doramectin monosaccharide which is then hydrolyzed again to remove the remaining saccharide unit and form doramectin aglycone.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Holden-Dye, L., and Walker, R.J. Anthelmintic drugs and nematicides: Studies in Caenorhabditis elegans. WormBook 16, 1-29 (2014).

    2. Hong, B., Prabhu, V.V., Zhang, S., et al. Prodigiosin rescues deficient p53 signaling and antitumor effects via upregulating p73 and disrupting its interaction with mutant p53. Cancer Res. 74(4), 1153-1165 (2014).

    3. Moore, A.F., Lacey, H.J., Crombie, A., et al. Primary pH degradation products of doramectin. Tetrahedron Lett. 57(37), 4224-4227 (2016).