Momordicin I

Momordicin I
Names
IUPAC name
3,7-dihydroxy-17-(4-hydroxy-6-methylhept-5-en-2-yl)-4,4,13,14-tetramethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde
Other names
3,7,23-trihydroxycucurbitan-5,24-dien-19-al
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C30H48O4/c1-18(2)14-20(32)15-19(3)21-10-11-29(7)26-24(33)16-23-22(8-9-25(34)27(23,4)5)30(26,17-31)13-12-28(21,29)6/h14,16-17,19-22,24-26,32-34H,8-13,15H2,1-7H3
    Key: QBXNBPFTVLJTMK-UHFFFAOYSA-N
  • CC(CC(O)C=C(C)C)C1CCC2(C)C3C(O)C=C4C(CCC(O)C4(C)C)C3(CCC12C)C=O CC1(C)C(O)CCC2C1=CC(O)C1C2(CCC2(C)C(CCC21C)C(C)CC(O)C=C(C)C)C=O
Properties
C30H48O4
Molar mass 472.710 g·mol−1
Melting point 125–128 °C (257–262 °F; 398–401 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Momordicin I, or 3,7,23-trihydroxycucurbitan-5,24-dien-19-al, is a chemical compound found in the leaves of the bitter melon vine (Momordica charantia), possibly responsible for its reputed medicinal properties.

The compound was isolated and characterized in 1984 by M. Yasuda and others [1] It is a white crystalline solid with formula C
30H
48O
4, that melts at 125–128 °C.[2]

The compound can be extracted from ground dry leaves by dichloromethane. It is insoluble in water and soluble in methanol.[2]

A related glycoside, momordicoside, occurs in the unripe fruit.[2][3]

See also

References

  1. ^ M. Yasuda, M. Iwamoto, H. Okabe, and T. Yamauchi (1984), A New Cucurbitane Triterpenoid From Momordica charantia, Chem. Pharm. Bull. volume 32, issue 6, pages 2044-2049
  2. ^ a b c N. M. Puspawati (2008), Isolation and Identification of Momordicin I from leaves extract of Momordica charantia L. Archived 2011-07-21 at the Wayback Machine. Jurnal Kimia, volume 2, issue 1, pages 53-56
  3. ^ H. Okabe, Y. Miyahara, and T. Yamauci (1982), Studies on the Constituents of Momordica charantia L. Chem. Pharm. Bull., volume 30, issue 12, pages 4334-4340