Rubratoxin B

Rubratoxin B
Names
	Preferred IUPAC name (4R,5S,10S)-10-{(S)-[(2S)-3,6-Dihydro-6-oxopyran-2-yl](hydroxy)methyl}-4-hydroxy-5-[(1R)-1-hydroxyheptyl]-5,9,10,11-tetrahydro-1H-cyclonona[1,2-c:5,6-c′]difuran-1,3,6,8(4H)-tetrone
Identifiers
CAS Number	21794-01-4 ;
3D model (JSmol)	Interactive image ;
ChEBI	CHEBI:80714 ;
ChemSpider	10142953 ;
ECHA InfoCard	100.040.514
EC Number	244-582-6;
KEGG	C16767 ;
PubChem CID	11969548 ;
UNII	J38U4758MY ;
CompTox Dashboard (EPA)	DTXSID601019060 ;
	InChI InChI=1S/C26H30O11/c1-2-3-4-5-7-15(27)20-18-13(23(31)36-25(18)33)10-12(21(29)16-8-6-9-17(28)35-16)11-14-19(22(20)30)26(34)37-24(14)32/h6,9,12,15-16,20-22,27,29-30H,2-5,7-8,10-11H2,1H3/t12-,15+,16-,20+,21-,22-/m0/s1 Key: ZJTBTDVZNGBSNG-RETZLTROSA-N;
	SMILES CCCCCC[C@H]([C@H]1[C@H](C2=C(C[C@H](CC3=C1C(=O)OC3=O)[C@@H]([C@@H]4CC=CC(=O)O4)O)C(=O)OC2=O)O)O;
Properties
Chemical formula	C26H30O11
Molar mass	518.515 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

Last updated December 27, 2025

Rubratoxin B is mycotoxin with anticancer activity made by Penicillium rubrum . It has been reported to elicit antioxidative and DNA repair responses in mouse brain.^[1]

References

↑ Sava V, Mosquera D, Song S, Stedeford T, Calero K, Cardozo-Pelaez F, Harbison R, Sanchez-Ramos J (2004). "Rubratoxin B elicits antioxidative and DNA repair responses in mouse brain". Gene Expr. 11 (5–6): 211–9. doi:10.3727/000000003783992261. PMC 5991149 . PMID 15200233.

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[Ncbi15200233-1] Sava V, Mosquera D, Song S, Stedeford T, Calero K, Cardozo-Pelaez F, Harbison R, Sanchez-Ramos J (2004). "Rubratoxin B elicits antioxidative and DNA repair responses in mouse brain". Gene Expr. 11 (5–6): 211–9. doi:10.3727/000000003783992261. PMC 5991149 . PMID 15200233.

[1]

Names

Preferred IUPAC name (4R,5S,10S)-10-{(S)-[(2S)-3,6-Dihydro-6-oxopyran-2-yl](hydroxy)methyl}-4-hydroxy-5-[(1R)-1-hydroxyheptyl]-5,9,10,11-tetrahydro-1H-cyclonona[1,2-c:5,6-c′]difuran-1,3,6,8(4H)-tetrone
Identifiers
CAS Number	21794-01-4 ^N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:80714
ChemSpider	10142953
ECHA InfoCard	100.040.514
EC Number	244-582-6
KEGG	C16767
PubChem CID	11969548
UNII	J38U4758MY
CompTox Dashboard (EPA)	DTXSID601019060
InChI InChI=1S/C26H30O11/c1-2-3-4-5-7-15(27)20-18-13(23(31)36-25(18)33)10-12(21(29)16-8-6-9-17(28)35-16)11-14-19(22(20)30)26(34)37-24(14)32/h6,9,12,15-16,20-22,27,29-30H,2-5,7-8,10-11H2,1H3/t12-,15+,16-,20+,21-,22-/m0/s1 Key: ZJTBTDVZNGBSNG-RETZLTROSA-N
SMILES CCCCCC[C@H]([C@H]1[C@H](C2=C(C[C@H](CC3=C1C(=O)OC3=O)[C@@H]([C@@H]4CC=CC(=O)O4)O)C(=O)OC2=O)O)O
Properties
Chemical formula	C₂₆H₃₀O₁₁
Molar mass	518.515 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