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Substance Name: Picropodophyllin
RN: 477-47-4
UNII: 0F35AOI227
InChIKey: YJGVMLPVUAXIQN-HAEOHBJNSA-N

Note

  • Isolated from American May apple (Podophyllum); inhibits IGF-I autophosphorylation without interfering with tyrosine kinase activity.

Molecular Formula

  • C22-H22-O8

Molecular Weight

  • 414.4078
 

Classification Code

  • Natural Product
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Names and Synonyms

Name of Substance

  • Picropodophyllin

Synonyms

  • 5-19-10-00665 (Beilstein Handbook Reference)
  • AXL 1717
  • BRN 0099161
  • NSC 36407
  • Picropodophyllin
  • Picropodophyllotoxin
  • UNII-0F35AOI227

Systematic Names

  • Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5R-(5-alpha,5a-alpha,8a-alpha,9-alpha))-
  • Picropodophyllin (8CI)

Registry Numbers

CAS Registry Number

  • 477-47-4

FDA UNII

  • 0F35AOI227

Other Registry Number

  • 17434-18-3

System Generated Number

  • 0000477474

Structure Descriptors

InChI

1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19+,20-/m0/s1

InChIKey

YJGVMLPVUAXIQN-HAEOHBJNSA-N

Smiles

COc1cc(cc(c1OC)OC)[C@@H]2c3cc4c(cc3[C@@H]([C@@H]5[C@H]2C(=O)OC5)O)OCO4

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 280mg/kg (280mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: TREMOR
Proceedings of the Society for Experimental Biology and Medicine. Vol. 77, Pg. 269, 1951.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 228 deg C   EXP
log P (octanol-water) 0.740 (none)   EST
Water Solubility 100 mg/L 25 EXP
Atmospheric OH Rate Constant 2.20E-10 cm3/molecule-sec 25 EST

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