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Substance Name: Phalloidin
RN: 17466-45-4
UNII: 5A520O87TI
InChIKey: KPKZJLCSROULON-QKGLWVMZSA-N

Note

  • Very toxic polypeptide isolated mainly from AMANITA phalloides (Agaricaceae) or death cup; causes fatal liver, kidney and CNS damage in mushroom poisoning; used in the study of liver damage.

Molecular Formula

  • C35-H48-N8-O11-S

Molecular Weight

  • 788.8752
 

Classification Codes

  • Mutation Data
  • Natural Product
  • Noxae
  • Poisons
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Names and Synonyms

Name of Substance

  • Phalloidin
  • Phalloidine

MeSH Heading

  • Phalloidine

Synonyms

  • BRN 4347460
  • Cyclic(L-alanyl-D-threonyl-L-cysteinyl-cis-4-hydroxy-L-prolyl-L-alanyl-2-mercapto-L-tryptophyl-4,5-dihydroxy-L-leucyl), cyclic (3,6)-sulfide
  • EINECS 241-484-5
  • HSDB 3524
  • NSC 523214
  • Phalloidin
  • Phalloidine
  • UNII-5A520O87TI

Systematic Name

  • Phalloidin

Registry Numbers

CAS Registry Number

  • 17466-45-4

FDA UNII

  • 5A520O87TI

Other Registry Numbers

  • 11031-05-3
  • 63-24-1
  • 801153-83-3

System Generated Number

  • 0017466454

Structure Descriptors

InChI

1S/C35H48N8O11S/c1-15-27(47)38-22-10-20-19-7-5-6-8-21(19)41-33(20)55-13-24(34(53)43-12-18(46)9-25(43)31(51)37-15)40-32(52)26(17(3)45)42-28(48)16(2)36-30(50)23(39-29(22)49)11-35(4,54)14-44/h5-8,15-18,22-26,41,44-46,54H,9-14H2,1-4H3,(H,36,50)(H,37,51)(H,38,47)(H,39,49)(H,40,52)(H,42,48)/t15-,16-,17-,18-,22-,23-,24-,25-,26+,35+/m0/s1

InChIKey

KPKZJLCSROULON-QKGLWVMZSA-N

Smiles

C[C@H]1C(=O)N[C@H]2Cc3c4ccccc4[nH]c3SC[C@@H](C(=O)N5C[C@H](C[C@H]5C(=O)N1)O)NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC2=O)C[C@](C)(CO)O)C)[C@H](C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD intravenous > 10mg/kg (10mg/kg)   Archives of Toxicology. Vol. 48, Pg. 61, 1981.
mammal (species unspecified) LDLo oral 1000ug/kg (1mg/kg)   Clinical Toxicology. Vol. 17, Pg. 45, 1980.
mouse LD50 intraperitoneal 2mg/kg (2mg/kg)   New England Journal of Medicine. Vol. 269, Pg. 223, 1963.
mouse LD50 unreported 2mg/kg (2mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 2142, 1972.
mouse LDLo intravenous 6600ug/kg (6.6mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LIVER: FATTY LIVER DEGERATION
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 190, Pg. 406, 1938.
rat LDLo intraperitoneal 1mg/kg (1mg/kg)   Toxicon. Vol. 10, Pg. 357, 1972.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -5.580 (none)   EST
Water Solubility 5000 mg/L 0 EXP
Atmospheric OH Rate Constant 3.94E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.