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.

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).

The compound was isolated and characterized in 1984 by M. Yasuda and others [1] It is a white crystalline solid with formula C
30
H
48
O
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

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References

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  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