A steroid sapogenin
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Hecogenin Acetate

Item No. 25977

Technical Information
Formal Name
(3β,5α,25R)-3-(acetyloxy)-spirostan-12-one
CAS Number
915-35-5
Synonyms
  • NSC 15489
Molecular Formula
C29H44O5
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mLDMSO: 30 mg/mLEthanol: 30 mg/mLEthanol:PBS (pH 7.2)(1:2): 0.3 mg/mL
λmax
238 nm
SMILES
O=C1[C@@]2(C)[C@](C[C@@]3([H])[C@]2([H])[C@H](C)[C@]4(OC[C@H](C)CC4)O3)([H])[C@]5([H])CC[C@@]6([H])C[C@@H](OC(C)=O)CC[C@]6(C)[C@@]5([H])C1
InChi Code
InChI=1S/C29H44O5/c1-16-8-11-29(32-15-16)17(2)26-24(34-29)13-23-21-7-6-19-12-20(33-18(3)30)9-10-27(19,4)22(21)14-25(31)28(23,26)5/h16-17,19-24,26H,6-15H2,1-5H3/t16-,17+,19+,20+,21-,22+,23+,24+,26+,27+,28-,29-/m1/s1
InChi Key
CVKZWRTYHCDWTE-RSEFXUKDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Hecogenin acetate is a steroid sapogenin and an acetylated form of hecogenin (Item No. 21372) that has anthelmintic and antinociceptive properties.1,2,3 It reduces the percentage of mobile larvae in goat fecal cultures containing Haemonchus, Oesophagostomum, and Trichostrongylus nematodes (EC50 = 0.49 mg/ml).1 Hecogenin acetate (5, 10, or 20 mg/kg, i.p.) inhibits development of mechanical hyperalgesia induced by carrageenan, TNF-α, dopamine (Item No. 21992), and prostaglandin E2 (PGE2; Item No. 14010) in mice.2 It also increases latency to tail withdrawal in the tail flick test and has no effect on motor performance in the rotarod test in mice when administered at a dose of 40 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Santos, A.C.V., Santos, F.O., Lima, H.G., et alIn vitro ovicidal and larvicidal activities of some saponins and flavonoids against parasitic nematodes of goats. Parasitology 21, 1-6 (2018).

    2. Quintans, J.S., Barreto, R.S., de Lucca, W., Jr., et alEvidence for the involvement of spinal cord-inhibitory and cytokines-modulatory mechanisms in the anti-hyperalgesic effect of hecogenin acetate, a steroidal sapogenin-acetylated, in mice. Molecules 19(6), 8303-8316 (2014).

    3. Gama, K.B., Quintans, J.S., Antoniolli, A.R., et alEvidence for the involvement of descending pain-inhibitory mechanisms in the antinociceptive effect of hecogenin acetate. J. Nat. Prod. 76(4), 559-563 (2013).