Cucurbalsaminol A

Cucurbalsaminol A or cucurbita-5,23(E)-diene-3β,12β,25-triol, is a chemical compound with formula C
₃₀H
₅₀O
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 A

Names
IUPAC name (3S,7S,8R,9S,10S,12R,13R,14S,17R)-17-((R,E)-6-hydroxy-6-methylhept-4-en-2-yl)-4,4,9,13,14-pentamethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol
Other names Cucurbita-(5,23E)-diene-3β,12β,25-triol; (3β,7β,9β,10α,12β,23E)-4,4,9,14-tetramethyl-19-norcholesta-5,23-diene-3,7,12,23-diol
Identifiers
CAS Number	1189131-54-1^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1077876^Y
ChemSpider	24531940^Y
PubChem CID	44607278
CompTox Dashboard (EPA)	DTXSID50659648
InChI InChI=1S/C30H50O4/c1-18(10-9-14-26(2,3)34)19-13-15-29(7)25-22(31)16-21-20(11-12-23(32)27(21,4)5)28(25,6)17-24(33)30(19,29)8/h9,14,16,18-20,22-25,31-34H,10-13,15,17H2,1-8H3/b14-9+/t18-,19-,20-,22+,23+,24-,25-,28+,29+,30+/m1/s1^Y Key: WFULNIMUTJQIKF-HCLZVIJHSA-N^Y
SMILES C[C@H](C/C=C/C(O)(C)C)[C@@]1([H])CC[C@@]2(C)[C@]3([H])[C@@H](O)C=C4C(C)(C)[C@@H](O)CC[C@@]4([H])[C@]3(C)C[C@@H](O)[C@@]21C
Properties
Chemical formula	C30H50O4
Molar mass	474.726 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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Infobox references

Cucurbalsaminol A is an amorphous powder soluble in methanol and ethyl acetate but insoluble in n-hexane. Unlike Cucurbalsaminol B, it is not cytotoxic.[1]

See also

• Balsaminapentaol
• Balsaminol A
• Balsaminol B
• Cucurbalsaminol B
• Karavilagenin E

References

1. 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.