A triterpenoid with diverse biological activities
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Cucurbitacin D

Item No. 36172

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2β,9β,10α,16α,23E)-2,16,20,25-tetrahydroxy-9-methyl-19-norlanosta-5,23-diene-3,11,22-trione
CAS Number
3877-86-9
Synonyms
  • (+)-Cucurbitacin D
  • Elatericin A
  • NSC 308606
  • NSC 521776
Molecular Formula
C30H44O7
Formula Weight
516.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
O=C(C1(C)C)[C@@H](O)C[C@]2([H])C1=CC[C@]([C@@](C[C@@H](O)[C@]3([H])[C@](O)(C)C(/C=C/C(C)(O)C)=O)(C)[C@]3(C)C4)([H])[C@@]2(C)C4=O
InChi Code
InChI=1S/C30H44O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-12,17-20,23,31-32,36-37H,10,13-15H2,1-8H3/b12-11+/t17-,18+,19-,20+,23+,27+,28-,29+,30+/m1/s1
InChi Key
SRPHMISUTWFFKJ-QJNWWGCFSA-N
Origin
Plant/Hemsleya amabilis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $181

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    5 mg

    $808

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    10 mg

    $986

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    Product Description

    Cucurbitacin D is a triterpenoid that has been found in Cucurbita texana and has diverse biological activities.1,2,3 It decreases levels of the heat shock protein 90 (Hsp90) client proteins HER2, Raf, and cyclin-dependent kinase 6 (Cdk6) in MCF-7 breast cancer cell lysates in a concentration-dependent manner and inhibits the proliferation of MCF-7 cells (IC50 = 0.598 µM).1 Cucurbitacin D (0.1 µM) inhibits cigarette smoke condensate-induced HIV-1 replication in chronically HIV-1-infected U1 macrophages.2 In vivo, cucurbitacin D (0.025 mg/kg) decreases cold and mechanical allodynia in a mouse model of neuropathic pain induced by paclitaxel (Item No. 10461).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hall, J.A., Seedarala, S., Rice, N., et al. Cucurbitacin D Is a disruptor of the HSP90 chaperone machinery. J. Nat. Prod. 78(4), 873-879 (2015).

    2. Kodidela, S., Sinha, N., Kumar, A., et al. Anti-HIV activity of cucurbitacin-D against cigarette smoke condensate-induced HIV replication in the U1 macrophages. Viruses 13(6), 1004 (2021).

    3. Lee, J.H., Kim, B., Ko, S.-G., et al. Analgesic effect of SH003 and Trichosanthes kirilowii Maximowicz in paclitaxel-induced neuropathic pain in mice. Curr. Issues Mol. Biol. 44(2), 718-730 (2022).