An anticancer antibiotic
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21-hydroxy Oligomycin A

Item No. 20599

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2'S,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15,23-pentahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione
CAS Number
102042-09-1
Molecular Formula
C45H74O12
Formula Weight
807.1
Purity
≥95%
Formulation
A lyophilisate
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O=C([C@@H](C)[C@H](O)[C@@H](C)/C=C/1)[C@H](C)[C@@H](O)[C@H](C)C([C@@](O)(C)[C@@H](O)[C@H](C)C/C=C/C=C/[C@H](CC)[C@H](O)C[C@@]2([H])[C@@H](C)[C@@]([C@H](C)[C@@]3(CC[C@H](C)[C@@](C[C@H](O)C)([H])O3)O2)([H])OC1=O)=O
InChi Code
InChI=1S/C45H74O12/c1-12-33-17-15-13-14-16-26(4)42(52)44(11,54)43(53)31(9)40(51)30(8)39(50)29(7)38(49)25(3)18-19-37(48)55-41-28(6)36(23-34(33)47)57-45(32(41)10)21-20-24(2)35(56-45)22-27(5)46/h13-15,17-19,24-36,38,40-42,46-47,49,51-52,54H,12,16,20-23H
InChi Key
SCVGLVGTMYJVOI-AAYFJTACSA-N
Origin
Bacterium/Streptomyces sp.
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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    5 mg

    $730

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    Cayman Chemical
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    Product Description

    21-hydroxy Oligomycin A is an antibiotic that was first isolated from S. cyaneogriseus ssp. noncyanogenus (LL-F28249). It is reported to be cytotoxic to human colon cancer SW620 cells (IC50 = 14.4 μM), to inhibit the ABC transporter efflux pump P-glycoprotein, and to prevent K-Ras plasma membrane localization (IC50 = 4.82 nM).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Salim, A.A., Tan, L., Huang, X.-C., et al. Oligomycins as inhibitors of K-Ras plasma membrane localisation. Org. Biomol. Chem. 14(2), 711-715 (2016).