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
CAS Number	91590-76-0;
3D model (JSmol)	Interactive image;
ChemSpider	74886432;
PubChem CID	14807332;
	InChI 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;
	SMILES 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
Chemical formula	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). Infobox references

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]

References

^ 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
^ ^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
^ 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

[yasuda-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

[pusp-2] 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

[okabe-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

[1]

[2]

[3]

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
CAS Number	91590-76-0
3D model (JSmol)	Interactive image
ChemSpider	74886432
PubChem CID	14807332
InChI 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
SMILES 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
Chemical formula	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). Infobox references

Momordicin I

See also

References

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