Balsaminol B

Balsaminol B or 7β-methoxycucurbita-5,24-diene-3β,23(R),29-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]

Balsaminol B

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)-7-methoxy-4,9,13,14-tetramethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
Other names 7β-Methoxycucurbita-5,24-diene-3β,23(R),29-triol; (3β,4β,7β,9β,10α,23R)-4-(Hydroxymethyl)-7-methoxy-4,9,14-trimethyl-19-norcholesta-5,24-diene-3,23-diol
Identifiers
CAS Number	1189131-53-0^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1078437^Y
ChemSpider	24676126^Y
PubChem CID	44607277
CompTox Dashboard (EPA)	DTXSID90659647
InChI InChI=1S/C31H52O4/c1-19(2)15-21(33)16-20(3)22-11-12-31(7)27-25(35-8)17-24-23(9-10-26(34)29(24,5)18-32)28(27,4)13-14-30(22,31)6/h15,17,20-23,25-27,32-34H,9-14,16,18H2,1-8H3/t20-,21+,22-,23-,25+,26+,27-,28+,29-,30-,31+/m1/s1^Y Key: XIQPIAMRFKEZPL-IQOYCCEYSA-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](OC)C=C4[C@@](C)(CO)[C@@H](O)CC[C@@]4([H])[C@]3(C)CC[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

Balsaminol 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
• 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.