Bruceanol H

Bruceanol H
Names
	IUPAC name Methyl 15β-{[(2E)-3,4-dimethylpent-2-enoyl]oxy}-2α,11β,12α-trihydroxy-1,16-dioxo-13,20-epoxy-13β-picrasan-21-oate
	Systematic IUPAC name Methyl (1R,2S,3S,3aS,3a1R,4R,6aR,7aS,8R,10S,11aS,11bS)-4-{[(2E)-3,4-dimethylpent-2-enoyl]oxy}-1,2,10-trihydroxy-8,11a-dimethyl-5,11-dioxododecahydro-2H-3,4a1-(epoxymethano)phenanthro[10,1-bc]furan-3(3aH)-carboxylate
	Other names Methyl (2α,11β,12α,13β,15β)-15-{[(2E)-3,4-dimethyl-2-pentenoyl]oxy}-2,11,12-trihydroxy-1,16-dioxo-13,20-epoxypicrasan-21-oate
Identifiers
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL507455;
ChemSpider	8920578;
PubChem CID	10745249;
	InChI InChI=1S/C28H38O11/c1-11(2)12(3)8-17(30)39-19-21-27-10-37-28(21,25(35)36-6)23(33)18(31)20(27)26(5)14(9-16(27)38-24(19)34)13(4)7-15(29)22(26)32/h8,11,13-16,18-21,23,29,31,33H,7,9-10H2,1-6H3/b12-8+/t13-,14+,15+,16-,18-,19-,20-,21-,23+,26+,27-,28+/m1/s1 Key: OFEQMSZQMBVXLR-BWLCXNNMSA-N; InChI=1S/C28H38O11/c1-11(2)12(3)8-17(30)39-19-21-27-10-37-28(21,25(35)36-6)23(33)18(31)20(27)26(5)14(9-16(27)38-24(19)34)13(4)7-15(29)22(26)32/h8,11,13-16,18-21,23,29,31,33H,7,9-10H2,1-6H3/b12-8+/t13-,14+,15+,16-,18-,19-,20-,21-,23+,26+,27-,28+/m1/s1 Key: OFEQMSZQMBVXLR-BWLCXNNMSA-N;
	SMILES C[C@@H]1C[C@@H](C(=O)[C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@H]([C@@H]([C@]([C@@H]4[C@H](C(=O)O3)OC(=O)/C=C(\C)/C(C)C)(OC5)C(=O)OC)O)O)C)O;
Properties
Chemical formula	C28H38O11
Molar mass	550.601 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

Bruceanol H is a cytotoxic quassinoid isolated from Brucea antidysenterica with potential antitumor and antileukemic properties.^[1]^[2]

References[edit]

^ 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.
^ Imamura, K; Fukamiya, N; Nakamura, M; Okano, M; Tagahara, K; Lee, KH (1995). "Bruceanols G and H cytotoxic quassinoids from Brucea antidysenterica". Journal of Natural Products. 58 (12): 1915–9. doi:10.1021/np50126a019. PMID 8691212.

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[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.

[2] Imamura, K; Fukamiya, N; Nakamura, M; Okano, M; Tagahara, K; Lee, KH (1995). "Bruceanols G and H cytotoxic quassinoids from Brucea antidysenterica". Journal of Natural Products. 58 (12): 1915–9. doi:10.1021/np50126a019. PMID 8691212.

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See also[edit]

References[edit]