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Balsaminol A

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Balsaminol A
Names
IUPAC name (23R)-9-Methyl-19-nor-9β,10α-lanosta-5,24-diene-3β,7β,23,29-tetrol
Systematic IUPAC name (1R,3aS,3bR,4S,6S,7S,9aS,9bS,11aR)-6-(Hydroxymethyl)-1--3a,6,9b,11a-tetramethyl-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopentaphenanthrene-4,7-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
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
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/s1Key: AVFNYXHRDYAHNF-HEVJPHJFSA-N
SMILES
  • C(C(O)/C=C(C)/C)1()CC2(C)3()(O)C=C4(C)(CO)(O)CC4()3(C)CC21C
  • C(C(C=C(C)C)O)1CC2(1(CC3(2(C=C43CC(4(C)CO)O)O)C)C)C
Properties
Chemical formula C30H50O4
Molar mass 474.726 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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.

Balsaminol A is an amorphous powder soluble in methanol and ethyl acetate but insoluble in n-hexane. It is cytotoxic at about 50 μM.

See also

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.
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