Balsaminol A

Balsaminol A or cucurbita-5,24-diene-3β,7β,23(R),29-tetraol, 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]

Balsaminol A

Names
IUPAC name (3S,4S,7S,8R,9S,10S,13R,14S,17R)-17-((2R,4R)-4-hydroxy-6-methylhept-5-en-2-yl)-4-(hydroxymethyl)-4,9,13,14-tetramethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
Other names Cucurbita-5,24-diene-3β,7β,23(R),29-tetraol; (3β,4β,7β,9β,10α,23R)-4-(Hydroxymethyl)-4,9,14-trimethyl-19-norcholesta-5,24-diene-3,7,23-triol
Identifiers
CAS Number	1189131-51-8^Y
3D model (JSmol)	Interactive image Interactive image
ChEMBL	ChEMBL1078436^Y
ChemSpider	24655824^Y
PubChem CID	44607276
CompTox Dashboard (EPA)	DTXSID30659646
InChI InChI=1S/C30H50O4/c1-18(2)14-20(32)15-19(3)21-10-11-30(7)26-24(33)16-23-22(8-9-25(34)28(23,5)17-31)27(26,4)12-13-29(21,30)6/h14,16,19-22,24-26,31-34H,8-13,15,17H2,1-7H3/t19-,20+,21-,22-,24+,25+,26-,27+,28-,29-,30+/m1/s1^Y Key: AVFNYXHRDYAHNF-HEVJPHJFSA-N^Y
SMILES C[C@H](C[C@@H](O)/C=C(C)/C)[C@@]1([H])CC[C@@]2(C)[C@]3([H])[C@@H](O)C=C4[C@@](C)(CO)[C@@H](O)CC[C@@]4([H])[C@]3(C)CC[C@@]21C C[C@H](C[C@H](C=C(C)C)O)[C@H]1CC[C@@]2([C@@]1(CC[C@@]3([C@H]2[C@H](C=C4[C@H]3CC[C@@H]([C@]4(C)CO)O)O)C)C)C
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

Balsaminol A 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

• Balsaminapentaol
• Balsaminol B
• Cucurbalsaminol A
• 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.