Balsaminapentaol

Balsaminapentaol

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
ChemSpider	24531941^Y
ChEMBL	CHEMBL1078341^Y
Jmol-3D images	Image 1
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
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
Properties
Molecular formula	C₃₀H₅₀O₅
Molar mass	490.72 g mol⁻¹
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Balsaminapentaol or cucurbita-5,25-diene-3β,7β,23(R),24(R),29-pentaol, is a chemical compound with formula C₃₀H₅₀O₅, 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]

Balsaminepentaol is an amorphous powder soluble in methanol and ethyl acetate but insoluble in n-hexane. It is cytotoxic at about 50 μM.^[1]

References

^ ^a ^b Cátia Ramalhete,Tayyab A. Mansoor, Silva Mulhovo, Joseph Molnár, and 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. PMID 19795842.