507-89-1

Basic information

• Product Name: PENNOGENIN
• Synonyms: PENNOGENIN;(25R)-Spirost-5-ene-3β,17-diol;(3β,25R)-Spirost-5-en-3,17-diol
• CAS NO: 507-89-1
• Molecular Formula: C₂₇H₄₂O₄
• Molecular Weight: 430.61998
• Mol File: 507-89-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 247 °C
• Boiling Point: 565°C at 760 mmHg
• Flash Point: 295.5°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 4.07E-15mmHg at 25°C
• Refractive Index: 1.578
• PKA: 14.02±0.70(Predicted)
• CAS DataBase Reference: PENNOGENIN(CAS DataBase Reference)
• NIST Chemistry Reference: PENNOGENIN(507-89-1)
• EPA Substance Registry System: PENNOGENIN(507-89-1)

Safety Data

• Hazardous Substances Data: 507-89-1(Hazardous Substances Data)

Usage

Uses

Penogenin is a natural product and a minor steroid component of Beth Root. It is also found in the traditional Chinese medicine “Chonglou”.

InChI:InChI=1/C27H42O4/c1-16-7-12-26(30-15-16)17(2)27(29)23(31-26)14-22-20-6-5-18-13-19(28)8-10-24(18,3)21(20)9-11-25(22,27)4/h5,16-17,19-23,28-29H,6-15H2,1-4H3/t16-,17-,19+,20-,21+,22+,23+,24+,25+,26-,27-/m1/s1

Downstream Products

• 468-99-5 kryptogenin 
• 1394170-35-4 pennogenin 3-O-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)]-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)]-4,6-O-benzylidene-β-D-glucopyranoside 

Relevant articles and documents

Steroidal glycosides from the bulbs of Fritillaria meleagris and their cytotoxic activities

Steroidal glycosides (1-18), including 10 new compounds (1-10), were isolated from the bulbs of Fritillaria meleagris (Liliaceae). The structures of the new compounds were determined by two-dimensional (2D) NMR analysis, and by hydrolytic cleavage followed by spectroscopic and chromatographic analysis. The isolated compounds and their aglycones were evaluated for cytotoxic activity against HL-60 human promyelocytic leukemia cells and A549 human lung adenocarcinoma cells. Morphological observation and flow cytometry analysis showed that 5β-spirostanol glycoside (2) and a cholestane derivative (17a) induced apoptotic cell death in HL-60 cells through different mechanisms of action. Furthermore, the (22R)-spirosolanol glycoside (11) selectively induced apoptosis in A549 cells without affecting the caspase-3 activity level.