Cucurbalsaminol B

Cucurbalsaminol B or 7β-methoxycucurbita-5,23(E)-diene-3β,12β,25-triol, is a chemical compound with formula C
₃₁H
₅₂O
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 (3S,7S,8R,9S,10S,12R,13R,14S,17R)-17-((R,E)-6-hydroxy-6-methylhept-4-en-2-yl)-7-methoxy-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-3,12-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
CAS Number	1189131-55-2^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1253844
ChemSpider	25991420^Y
PubChem CID	44607451
CompTox Dashboard (EPA)	DTXSID20659650
InChI 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^Y Key: OSNWCRUHKQXEMA-KOBRMIIQSA-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](OC)C=C4C(C)(C)[C@@H](O)CC[C@@]4([H])[C@]3(C)C[C@@H](O)[C@@]21C
Properties
Chemical formula	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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Infobox references

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

• Balsaminapentaol
• Balsaminol A
• Balsaminol B
• Cucurbalsaminol A
• 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.