Misplaced Pages

Digitoxigenin

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Digitoxigenin
Names
IUPAC name 3β,14-Dihydroxy-5β-card-20(22)-enolide
Systematic IUPAC name 4-phenanthren-1-yl]furan-2(5H)-one
Other names 3-β,14-dihydroxy-5-β,14-β-card-20(22)-enolide
5β-Card-20(22)-enolide, 3β,14-dihydroxy-
Card-20(22)-enolide, 3,14-dihydroxy-, (3β,5β)-
NSC 407806
Δ20:22-3,14,21-Trihydroxynorcholenic acid lactone
cerberigenin
echujetin
evonogenin
thevetigenin
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 95448
ChEMBL
ChemSpider
ECHA InfoCard 100.005.095 Edit this at Wikidata
EC Number
  • 205-603-4
PubChem CID
RTECS number
  • FH4975000
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,19-,21+,22-,23+/m1/s1Key: XZTUSOXSLKTKJQ-CESUGQOBSA-N
  • InChI=1/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,19-,21+,22-,23+/m1/s1Key: XZTUSOXSLKTKJQ-CESUGQOBBG
SMILES
  • O=C/1OCC(=C\1)\24((O)(CC2)5CC3C(O)CC3(C)5CC4)C
Properties
Chemical formula C23H34O4
Molar mass 374.51
Appearance solid
Melting point 252 to 253 °C (486 to 487 °F; 525 to 526 K)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Toxic
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Digitoxigenin, a cardenolide, is the aglycone of digitoxin.

Digitoxigenin can be used to prepare actodigin.

In Lednicer's book on steroids, it is made from deoxycholic acid.

References

  1. http://www.sigmaaldrich.com/catalog/ProductDetail.do?N4=D9404%7CSIGMA&N5=SEARCH_CONCAT_PNO%7CBRAND_KEY&F=SPEC
  2. Ferland, J. M. (1974). "Synthetic Cardenolides and Related Products. III. Isocardenolides". Canadian Journal of Chemistry. 52 (9): 1652–1661. doi:10.1139/v74-239. ISSN 0008-4042.


Stub icon

This article about a steroid is a stub. You can help Misplaced Pages by expanding it.

Categories: