Zygacine

Zygacine
Names
IUPAC name
(5ξ,8ξ,9ξ,12ξ,14ξ)-4,14,15,16,20-Pentahydroxy-4,9-epoxycevan-3-yl acetate
Other names
Cevane-3β,4β,14,15α,16β,20-hexol, 4,9-epoxy-, 3-acetate
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C29H45NO8/c1-14-5-8-20-26(4,34)22-16(13-30(20)12-14)17-11-27-19(28(17,35)24(33)23(22)32)7-6-18-25(27,3)10-9-21(37-15(2)31)29(18,36)38-27/h14,16-24,32-36H,5-13H2,1-4H3/t14-,16-,17?,18?,19?,20-,21?,22+,23?,24?,25-,26+,27?,28?,29?/m0/s1
    Key: IGDRXLIXNAWBBF-UFWHGLMDSA-N
  • [H][C@@]12C[C@]34O[C@]5(O)[C@H](CC[C@@]3(C)[C@]5([H])CC[C@@]4([H])[C@]1(O)[C@@H](O)[C@H](O)[C@@]1([H])[C@@]2([H])CN2C[C@@H](C)CC[C@@]2([H])[C@@]1(C)O)OC(C)=O
Properties
C29H45NO8
Molar mass 535.678 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Zygacine is a steroidal alkaloid of the genera Toxicoscordion, Zigadenus, Stenanthium and Anticlea of the family Melanthiaceae.[1] These plants are commonly known and generally referred to as death camas. Death camas is prevalent throughout North America and is frequently the source of poisoning for outdoor enthusiasts and livestock due to its resemblance to other edible plants such as the wild onion.[1] Despite this resemblance, the death camas plant lacks the distinct onion odor and is bitter to taste.

The effects of zygacine consumption are lethal. Symptoms in humans include nausea, vomiting, slowed heart rate, low blood pressure and ataxia.[2] Poisoned animals suffer from loss of appetite, lack of coordination, digestive and excretory disorders, labored breathing, racing heartbeat and frequently death.[2]

Suggested treatment of poisoning in humans include administering dopamine and atropine to the patient.[3] For animals, treatment consists of atropine, picrotoxin and activated charcoal.[4]

  1. ^ a b "Death Camas, Toxicoscordion venenosum". calscape.org. Retrieved 2018-05-15.
  2. ^ a b Stegelmeier, Bryan L., Reuel Field, Kip E. Panter, Jeffery O. Hall, Kevin D. Welch, James A. Pfister, Dale R. Gardner et al. "Selected poisonous plants affecting animal and human health." In Haschek and Rousseaux's Handbook of Toxicologic Pathology (Third Edition), pp. 1259-1314. 2013.
  3. ^ "UpToDate". www.uptodate.com. Retrieved 2018-05-15.
  4. ^ "Guide to Poisonous Plants – College of Veterinary Medicine and Biomedical Sciences – Colorado State University". csuvth.colostate.edu. Retrieved 2018-05-15.