Bruceanol B

Bruceanol B is a cytotoxic quassinoid isolated from Brucea antidysenterica with potential antitumor and antileukemic properties.[1]

Bruceanol B

Names
IUPAC name Methyl (1β,8ξ,11β,12α,15β)-15-(hexanoyloxy)-1,11,12-trihydroxy-2,16-dioxo-13,20-epoxypicras-3-en-21-oate
Identifiers
CAS Number	101391-06-4
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL449556
ChemSpider	113358
PubChem CID	127804
CompTox Dashboard (EPA)	DTXSID90906123
InChI InChI=1S/C27H36O11/c1-5-6-7-8-16(29)38-18-20-26-11-36-27(20,24(34)35-4)22(32)17(30)19(26)25(3)13(10-15(26)37-23(18)33)12(2)9-14(28)21(25)31/h9,13,15,17-22,30-32H,5-8,10-11H2,1-4H3/t13-,15+,17+,18+,19+,20+,21+,22-,25-,26?,27+/m0/s1 Key: NZDAVMOPAYYVCK-FIUJHEBUSA-N InChI=1S/C27H36O11/c1-5-6-7-8-16(29)38-18-20-26-11-36-27(20,24(34)35-4)22(32)17(30)19(26)25(3)13(10-15(26)37-23(18)33)12(2)9-14(28)21(25)31/h9,13,15,17-22,30-32H,5-8,10-11H2,1-4H3/t13-,15+,17+,18+,19+,20+,21+,22-,25-,26?,27+/m0/s1 Key: NZDAVMOPAYYVCK-FIUJHEBUSA-N
SMILES CC1=CC(=O)C(C2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C6=CC=CC=C6)(OC5)C(=O)OC)O)O)C)O
Properties
Chemical formula	C27H36O11
Molar mass	536.574 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

• Bruceanol

References

1. Okano, M; Fukamiya, N; Aratani, T; Juichi, M; Lee, KH (1985). "Antitumor agents, 74. Bruceanol-A and -B, two new antileukemic quassinoids from Brucea antidysenterica". Journal of Natural Products. 48 (6): 972–5. doi:10.1021/np50042a017. PMID 3841557.