Momordenol

Momordenol
Names

IUPAC name 3β-Hydroxystigmasta-5,14-dien-16-one
Systematic IUPAC name (1R,3bR,7S,9aR,9bS,11aR)-1-[(2R,5R)-5-Ethyl-6-methylheptan-2-yl]-7-hydroxy-9a,11a-dimethyl-1,3b,4,6,7,8,9,9a,9b,10,11,11a-dodecahydro-2H-cyclopenta[a]phenanthren-2-one
Identifiers
CAS Number	189156-41-0^N
3D model (JSmol)	Interactive image
PubChem CID	102066428
CompTox Dashboard (EPA)	DTXSID701274786
InChI InChI=1S/C29H46O2/c1-7-20(18(2)3)9-8-19(4)27-26(31)17-25-23-11-10-21-16-22(30)12-14-28(21,5)24(23)13-15-29(25,27)6/h10,17-20,22-24,27,30H,7-9,11-16H2,1-6H3/t19-,20-,22+,23-,24+,27+,28+,29+/m1/s1 Key: MEWYFWRPPPAWSI-BDZSUDIQSA-N
SMILES CC[C@H](CC[C@@H](C)[C@H]1C(=O)C=C2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)C(C)C
Properties
Chemical formula	C₂₉H₄₆O₂
Molar mass	426.685 g·mol⁻¹
Melting point	160 °C (320 °F; 433 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Momordenol (3β-hydroxy-stigmasta-5,14-dien-16-one) is a natural chemical compound, a sterol found in the fresh fruit of the bitter melon (Momordica charantia).^[1]

The compound is soluble in ethyl acetate and methanol but not in pure chloroform or petrol. It crystallizes as fine needles that melt at 160–161 °C. It was isolated in 1997 by S. Begum and others.^[1]

References

^ ^a ^b Begum, Sabira; Ahmed, Mansoor; Siddiqui, Bina S.; Khan, Abdullah; Saify, Zafar S.; Arif, Mohammed (1997). "Triterpenes, A sterol and a monocyclic alcohol from Momordica charantia". Phytochemistry. 44 (7): 1313–1320. Bibcode:1997PChem..44.1313B. doi:10.1016/S0031-9422(96)00615-2.

v t e Phytosterols
C28	Brassicasterol Campesterol Ergosterol (Vitamin D2) Ergostenol Ergostatrienol Ergostadienol
C29	δ-7-avenasterol δ-5-avenasterol β-Sitosterol δ-7-stigmasterol Momordenol Spinasterol Stigmastanol Stigmastenol Stigmastadienol Stigmastadienone Stigmasterol Stigmastenone

This page was last edited on 20 December 2023, at 14:20

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See also

References