Balsaminapentaol

Balsaminapentaol or cucurbita-5,25-diene-3β,7β,23(R),24(R),29-pentaol, is a chemical compound with formula C
₃₀H
₅₀O
₅, 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]

Balsaminapentaol

Names
IUPAC name (3S,4S,7S,8R,9S,10S,13R,14S,17R)-17-((2R,4R,5R)-4,5-dihydroxy-6-methylhept-6-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-5,25-diene-3β,7β,23R,24R,29-pentaol; (3β,4β,7β,9β,10α,23R,24R)-4-(Hydroxymethyl)-4,9,14-trimethyl-19-norcholesta-5,25-diene-3,7,23,24-tetrol; Balsaminapentaol A
Identifiers
CAS Number	1189131-49-4^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1078341^Y
ChemSpider	24531941^Y
PubChem CID	44607275
CompTox Dashboard (EPA)	DTXSID70659645
InChI InChI=1S/C30H50O5/c1-17(2)25(35)22(32)14-18(3)19-10-11-30(7)26-23(33)15-21-20(8-9-24(34)28(21,5)16-31)27(26,4)12-13-29(19,30)6/h15,18-20,22-26,31-35H,1,8-14,16H2,2-7H3/t18-,19-,20-,22-,23+,24+,25-,26-,27+,28-,29-,30+/m1/s1^Y Key: LJWAEAIXBCCHLR-ITWKNSBQSA-N^Y
SMILES C[C@H](C[C@@H](O)[C@H](O)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
Properties
Chemical formula	C30H50O5
Molar mass	490.725 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

Balsaminepentaol 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

• Balsaminol A
• 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.