An apoptosis inducer and F1FO ATPase inhibitor
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Apoptolidin

Item No. 19435

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R)-O-2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1→4)-O-2,6-dideoxy-3-C-methyl-α-L-arabino-hexopyranosyl-(1→8)-3,5,7-trideoxy-1-C-[(2S,4S,5S,8E,10E,12R,13R,14E,16E,18E)-12-[(6-deoxy-4-O-methyl-α-L-glucopyranosyl)oxy]-5-hydroxy-4-methoxy-9,13,15,17,19-pentamethyl-20-oxooxacycloeicosa-8,10,14,16,18-pentaen-2-yl]-3,5-dimethyl-9-O-methyl-L-glycero-α-D-galacto-2-nonulopyranose
CAS Number
194874-06-1
Synonyms
  • Apoptolidin A
Molecular Formula
C58H96O21
Formula Weight
1129.4
Purity
≥85%
Formulation (Request formulation change)
A lyophilisate
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O[C@H]([C@](OC(/C(C)=C/C(C)=C/C(C)=C/[C@@H](C)[C@H](O[C@@](O[C@@H](C)[C@H](OC)[C@H]1O)([H])[C@H]1O)/C=C/C(C)=C/CC2)=O)([H])C[C@@H]([C@H]2O)OC)[C@](O[C@@H]3C[C@H](COC)O[C@H](O[C@@H](C)[C@@H]4O[C@@](O[C@H](C)[C@H]5O)([H])C[C@H]5OC)C[C@@]4(O)C)([C@@H]([
InChi Code
InChI=1S/C58H96O21/c1-29-17-16-18-40(59)43(69-13)25-45(76-55(65)33(5)23-31(3)21-30(2)22-32(4)41(20-19-29)77-56-51(63)50(62)52(71-15)37(9)74-56)53(64)58(67)35(7)48(60)34(6)42(79-58)24-39(28-68-12)75-47-27-57(11,66)54(38(10)73-47)78-46-26-44(70-14)49(6
InChi Key
WILMROCKORZEMQ-AIUMZUNXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 µg

    $263

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    500 µg

    $1,052

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    Product Description

    Apoptolidin is an apoptosis inducer originally isolated from Nocardiopsis bacteria.1 It inhibits the mitochondrial F1FO ATPase (Ki = 4-5 µM).2,3 Apoptolidin selectively kills transformed glial cells without significantly affecting untransformed cells.3 It also has antibiotic and antifungal actions.1,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, J.W., Adachi, H., Shin-Ya, K., et al. Apoptolidin, a new apoptosis inducer in transformed cells from Nocardiopsis sp. J. Antibiot. (Tokyo) 50(7), 628-630 (1997).

    2. Salomon, A.R., Voehringer, D.W., Herzenberg, L.A., et al. Understanding and exploiting the mechanistic basis for selectivity of polyketide inhibitors of F0F1-ATPase. Proc. Natl. Acad. Sci. USA 97(26), 14766-14771 (2000).

    3. Salomon, A.R., Voehringer, D.W., Herzenberg, L.A., et al. Apoptolidin, a selective cytotoxic agent, is an inhibitor of F0F1-ATPase. Chem. Biol. 8, 71-80 (2001).