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Triptonide

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Not to be confused with Triptolide, another derivative of Tripterygium wilfordii.
Triptonide
Names
IUPAC name (1S,2S,4S,5S,7S,9S,11S,13S)-1-methyl-7-propan-2-yl-3,6,10,16-tetraoxaheptacycloicos-14(18)-ene-8,17-dione
Other names Triptonide; NSC 165677; 14-deoxy-14-oxo-triptolide
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
InChI
  • InChI=1S/C20H22O6/c1-8(2)18-13(25-18)14-20(26-14)17(3)5-4-9-10(7-23-15(9)21)11(17)6-12-19(20,24-12)16(18)22/h8,11-14H,4-7H2,1-3H3/t11-,12-,13-,14-,17-,18-,19+,20+/m0/s1Key: SWOVVKGLGOOUKI-ZHGGVEMFSA-N
SMILES
  • CC(C)12(O1)34(O3)5(CCC6=C(5C74(C2=O)O7)COC6=O)C
Properties
Chemical formula C20H22O6
Molar mass 358.390 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Triptonide is a chemical compound found in Tripterygium wilfordii, a plant used in traditional Chinese medicine. A 2021 trial in mice and monkeys suggested that triptonide may offer a reversible male contraceptive.

References

  1. "Triptonide". pubchem.ncbi.nlm.nih.gov.
  2. "Thunder God Vine". NCCIH.
  3. Institute, The Lundquist (April 1, 2022). "Male Birth Control Pill: Natural Compound Discovered With "Ideal" Contraceptive Effects". SciTechDaily.
  4. Chang, Zongliang; Qin, Weibing; Zheng, Huili; Schegg, Kathleen; Han, Lu; Liu, Xiaohua; Wang, Yue; Wang, Zhuqing; McSwiggin, Hayden; Peng, Hongying; Yuan, Shuiqiao; Wu, Jiabao; Wang, Yongxia; Zhu, Shenghui; Jiang, Yanjia; Nie, Hua; Tang, Yuan; Zhou, Yu; Hitchcock, Michael J. M.; Tang, Yunge; Yan, Wei (December 2021). "Triptonide is a reversible non-hormonal male contraceptive agent in mice and non-human primates". Nature Communications. 12 (1): 1253. Bibcode:2021NatCo..12.1253C. doi:10.1038/s41467-021-21517-5. PMC 7902613. PMID 33623031.
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