Cycloposine

For research use only. Not for therapeutic Use.

  • CAT Number: I044332
  • CAS Number: 23185-94-6
  • Molecular Formula: C33H51NO7
  • Molecular Weight: 573.76
  • Purity: ≥95%
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Cycloposine is a steroidal alkaloid that can be found in the roots and rhizomes of Veratrum californicum. Cycloposine is also a teratogenic compound[1].
Cycloposine producs fetal cyclopia and related central nervous system malformations in sheep[2].


Catalog Number I044332
CAS Number 23185-94-6
Synonyms

(2R,3R,4S,5S,6R)-2-[(3S,3’R,3’aS,6’S,6aS,6bS,7’aR,9R,11aS,11bR)-3′,6′,10,11b-tetramethylspiro[2,3,4,6,6a,6b,7,8,11,11a-decahydro-1H-benzo[a]fluorene-9,2′-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Molecular Formula C33H51NO7
Purity ≥95%
InChI InChI=1S/C33H51NO7/c1-16-11-25-27(34-14-16)18(3)33(41-25)10-8-21-22-6-5-19-12-20(7-9-32(19,4)24(22)13-23(21)17(33)2)39-31-30(38)29(37)28(36)26(15-35)40-31/h5,16,18,20-22,24-31,34-38H,6-15H2,1-4H3/t16-,18+,20-,21-,22-,24-,25+,26+,27-,28+,29-,30+,31+,32-,33-/m0/s1
InChIKey OSOOWXRUSUHLOX-PBFVMIKGSA-N
SMILES CC1CC2C(C(C3(O2)CCC4C5CC=C6CC(CCC6(C5CC4=C3C)C)OC7C(C(C(C(O7)CO)O)O)O)C)NC1
Reference

[1]. Chandler CM, et, al. Improved extraction and complete mass spectral characterization of steroidal alkaloids from Veratrum californicum. Nat Prod Commun. 2013 Aug;8(8):1059-64.
 [Content Brief]

[2]. Keeler RF. Teratogenic compounds of Veratrum californicum (Durand). VII. The structure of the glycosidic alkaloid cycloposine. Steroids. 1969 May;13(5):579-88.
 [Content Brief]

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