Cucurbalsaminol B or 7β-methoxycucurbita-5,23(E)-diene-3β,12β,25-triol, is a chemical compound with formula C
31
H
52
O
4
, found in the Balsam apple vine (Momordica balsamina). It is a cucurbitane-type triterpenoid, related to cucurbitacin, isolated by C. Ramalhete and others in 2009.[1]

Cucurbalsaminol B
Names
IUPAC name
(23E)-7β-Methoxy-9-methyl-19-nor-9β,10α-lanosta-5,23-diene-3β,12β,25-triol
Systematic IUPAC name
(1R,3aS,3bR,4S,7S,9aS,9bS,11R,11aR)-1-[(2R,4E)-6-Hydroxy-6-methylhept-4-en-2-yl]-4-methoxy-3a,6,6,9b,11a-pentamethyl-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthrene-7,11-diol
Other names
7β-Methoxycucurbita-(5,23E)-diene-3β,12β,25-triol; (3β,7β,9β,10α,12β,23E)-7-methoxy-4,4,9,14-tetramethyl-19-norcholesta-5,23-diene-3,12,23-triol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C31H52O4/c1-19(11-10-15-27(2,3)34)20-14-16-30(7)26-23(35-9)17-22-21(12-13-24(32)28(22,4)5)29(26,6)18-25(33)31(20,30)8/h10,15,17,19-21,23-26,32-34H,11-14,16,18H2,1-9H3/b15-10+/t19-,20-,21-,23+,24+,25-,26-,29+,30+,31+/m1/s1 checkY
    Key: OSNWCRUHKQXEMA-KOBRMIIQSA-N checkY
  • C[C@H](C/C=C/C(O)(C)C)[C@@]1([H])CC[C@@]2(C)[C@]3([H])[C@@H](OC)C=C4C(C)(C)[C@@H](O)CC[C@@]4([H])[C@]3(C)C[C@@H](O)[C@@]21C
Properties
C31H52O4
Molar mass 488.753 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Cucurbalsaminol B is an amorphous powder soluble in methanol and ethyl acetate but insoluble in n-hexane. It is cytotoxic at about 50 μM.[1]

See also

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References

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  1. ^ a b Cátia Ramalhete; Tayyab A. Mansoor; Silva Mulhovo; Joseph Molnár; Maria-José U. Ferreira (2009). "Cucurbitane-Type Triterpenoids from the African Plant Momordica balsamina". Journal of Natural Products. 72 (11): 2009–2013. doi:10.1021/np900457u. hdl:10884/1322. PMID 19795842.