Trichothecenes

Description:

Sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.

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  1. Verrucarin A
    CAS: 3148-09-2 Formula: C27H34O9 Molecular Weight: 502.600
    Out of Stock Item #: V1002539
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    Technical Identifiers
    IUPAC Name
    (1R,3R,8R,12S,13R,18E,20Z,24R,25S,26S)-12-hydroxy-5,13,25-trimethylspiro[2,10,16,23-tetraoxatetracyclo[22.2.1.03,8.08,25]heptacosa-4,18,20-triene-26,2show more
    SMILES
    C[C@@H]1CCOC(=O)/C=C/C=C\C(=O)O[C@@H]2C[C@@H]3[C@]4([C@]2([C@]5(CCC(=C[C@H]5O3)C)COC(=O)[C@H]1O)C)CO4
    InChIKey
    NLUGUZJQJYVUHS-IDXDZYHTSA-N
    InChI
    1S/C27H34O9/c1-16-8-10-26-14-33-24(31)23(30)17(2)9-11-32-21(28)6-4-5-7-22(29)36-18-13-20(35-19(26)12-16)27(15-34-27)25(18,26)3/h4-7,12,17-20,23,30H,8-show more
  2. T-2 Toxin
    CAS: 21259-20-1 Formula: C24H34O9 Molecular Weight: 466.52
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
    In Stock Item #: T648179
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    IUPAC Name
    [(1S,2R,4S,7R,9R,10R,11S,12S)-11-acetyloxy-2-(acetyloxymethyl)-10-hydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-yl] show more
    SMILES
    CC1=CC2C(CC1OC(=O)CC(C)C)(C3(C(C(C(C34CO4)O2)O)OC(=O)C)C)COC(=O)C
    InChIKey
    BXFOFFBJRFZBQZ-QYWOHJEZSA-N
    InChI
    1S/C24H34O9/c1-12(2)7-18(27)32-16-9-23(10-29-14(4)25)17(8-13(16)3)33-21-19(28)20(31-15(5)26)22(23,6)24(21)11-30-24/h8,12,16-17,19-21,28H,7,9-11H2,1-6Hshow more
    Synonyms
    Fusariotoxin T 2 | T-2 Mycotoxin | Mycotoxin T2 | Epoxytrichothecene
  3. Deoxynivalenol Quality Control Sample ,From wheat
    CAS: 51481-10-8 Formula: C15H20O6 Molecular Weight: 296.32
    2.93ppm(±0.2ppm)
    In Stock Item #: D533862
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    IUPAC Name
    (1R,2R,3S,7R,9R,10R,12S)-3,10-dihydroxy-2-(hydroxymethyl)-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-one
    SMILES
    CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)O)C)CO
    InChIKey
    LINOMUASTDIRTM-QGRHZQQGSA-N
    InChI
    1S/C15H20O6/c1-7-3-9-14(5-16,11(19)10(7)18)13(2)4-8(17)12(21-9)15(13)6-20-15/h3,8-9,11-12,16-17,19H,4-6H2,1-2H3/t8-,9-,11-,12-,13-,14-,15+/m1/s1
    Synonyms
    (1'R,2S,2'R,3'S,7'R,9'R,10'R)-3',10'-dihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7...
  4. T-2-Tetraol
    CAS: 34114-99-3 PubChem CID: 9904331 Formula: C15H22O6 Molecular Weight: 298.33
    In Stock Item #: T139560
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    Technical Identifiers
    IUPAC Name
    (1S,2R,4S,7R,9R,10R,11S,12S)-2-(hydroxymethyl)-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4,10,11-triol
    SMILES
    CC1=CC2C(CC1O)(C3(C(C(C(C34CO4)O2)O)O)C)CO
    InChIKey
    ZAXZBJSXSOISTF-LYFQSNBGSA-N
    InChI
    1S/C15H22O6/c1-7-3-9-14(5-16,4-8(7)17)13(2)11(19)10(18)12(21-9)15(13)6-20-15/h3,8-12,16-19H,4-6H2,1-2H3/t8-,9+,10+,11+,12+,13+,14+,15-/m0/s1
    Synonyms
    (2S,2'R,3'R,4'R,5'S,5a'R,7'S,9a'R)-5a'-(Hydroxymethyl)-5',8'-dimethyl-2',3',4',5',5a',6',7',9a'-octahydrospiro[oxiran...
  5. Diacetoxyscirpenol-13C19
    CAS: 2270-40-8 EC Number: 200-835-2 Formula: C19H26O7 Molecular Weight: 366.41
    25μg/mL in acetonitrile
    Out of Stock Item #: D299696
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    Technical Identifiers
    IUPAC Name
    [(1S,2R,7R,9R,10R,11S,12S)-11-acetyloxy-10-hydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
    SMILES
    CC1=CC2C(CC1)(C3(C(C(C(C34CO4)O2)O)OC(=O)C)C)COC(=O)C
    InChIKey
    AUGQEEXBDZWUJY-NMAPUUFXSA-N
    InChI
    1S/C19H26O7/c1-10-5-6-18(8-23-11(2)20)13(7-10)26-16-14(22)15(25-12(3)21)17(18,4)19(16)9-24-19/h7,13-16,22H,5-6,8-9H2,1-4H3/t13-,14-,15-,16-,17-,18-,19show more
    Synonyms
    Diacetoxyscirpenol|2270-40-8|Anguidin|Anguidine|4,15-Di-O-acetylscirpenol|4,15-Diacetoxyscirpen-3-ol|MLS000863617|UYL...
  6. Diacetoxyscirpenol
    CAS: 2270-40-8 EC Number: 200-835-2 Formula: C19H26O7 Molecular Weight: 366.41
    Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. 100 μg/mL in acetonitrile
    In Stock Item #: D137911
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    Technical Identifiers
    Synonyms
    Diacetoxyscirpenol|2270-40-8|Anguidin|Anguidine|4,15-Di-O-acetylscirpenol|4,15-Diacetoxyscirpen-3-ol|MLS000863617|UYL...
  7. 3-Acetyldeoxynivalenol
    CAS: 50722-38-8 Formula: C17H22O7 Molecular Weight: 338.35
    In Stock Item #: A276581
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    Technical Identifiers
    IUPAC Name
    [(1R,2R,3S,7R,9R,10R,12S)-3-hydroxy-2-(hydroxymethyl)-1,5-dimethyl-4-oxospiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-10-yl] acetate
    SMILES
    CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)OC(=O)C)C)CO
    InChIKey
    ADFIQZBYNGPCGY-HTJQZXIKSA-N
    InChI
    1S/C17H22O7/c1-8-4-11-16(6-18,13(21)12(8)20)15(3)5-10(23-9(2)19)14(24-11)17(15)7-22-17/h4,10-11,13-14,18,21H,5-7H2,1-3H3/t10-,11-,13-,14-,15-,16-,17+/show more
    Synonyms
    3-AcDON | 3-Acetyl-deoxynivalenol | deoxynivalenol 3-acetate | 3-acetyl-DON | Dehydronivalenol monoacetate | Deoxyniv...
  8. Deoxynivalenol Quality Control Sample,From wheat
    CAS: 51481-10-8 Formula: C15H20O6 Molecular Weight: 296.32
    188ppb (±78ppb)
    In Stock Item #: B299703
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    Technical Identifiers
    IUPAC Name
    (1R,2R,3S,7R,9R,10R,12S)-3,10-dihydroxy-2-(hydroxymethyl)-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-one
    SMILES
    CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)O)C)CO
    InChIKey
    LINOMUASTDIRTM-QGRHZQQGSA-N
    InChI
    1S/C15H20O6/c1-7-3-9-14(5-16,11(19)10(7)18)13(2)4-8(17)12(21-9)15(13)6-20-15/h3,8-9,11-12,16-17,19H,4-6H2,1-2H3/t8-,9-,11-,12-,13-,14-,15+/m1/s1
    Synonyms
    (1'R,2S,2'R,3'S,7'R,9'R,10'R)-3',10'-dihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7...
  9. Deoxynivalenol Quality Control Sample
    CAS: 51481-10-8 Formula: C15H20O6 Molecular Weight: 296.32
    From maize, 2.24 ppm (± 0.1 ppm)
    In Stock Item #: B299701
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    Technical Identifiers
    IUPAC Name
    (1R,2R,3S,7R,9R,10R,12S)-3,10-dihydroxy-2-(hydroxymethyl)-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-one
    SMILES
    CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)O)C)CO
    InChIKey
    LINOMUASTDIRTM-QGRHZQQGSA-N
    InChI
    1S/C15H20O6/c1-7-3-9-14(5-16,11(19)10(7)18)13(2)4-8(17)12(21-9)15(13)6-20-15/h3,8-9,11-12,16-17,19H,4-6H2,1-2H3/t8-,9-,11-,12-,13-,14-,15+/m1/s1
    Synonyms
    (1'R,2S,2'R,3'S,7'R,9'R,10'R)-3',10'-dihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7...
  10. 15-Acetyl Deoxynivalenol
    CAS: 88337-96-6 PubChem CID: 10382483 Formula: C17H22O7 Molecular Weight: 338.35
    In Stock Item #: A137556
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    Technical Identifiers
    IUPAC Name
    [(1R,2R,3S,7R,9R,10R,12S)-3,10-dihydroxy-1,5-dimethyl-4-oxospiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
    SMILES
    CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)O)C)COC(=O)C
    InChIKey
    IDGRYIRJIFKTAN-HTJQZXIKSA-N
    InChI
    1S/C17H22O7/c1-8-4-11-16(6-22-9(2)18,13(21)12(8)20)15(3)5-10(19)14(24-11)17(15)7-23-17/h4,10-11,13-14,19,21H,5-7H2,1-3H3/t10-,11-,13-,14-,15-,16-,17+/show more
    Synonyms
    VOMITOXIN 15-ACETATE | Deoxynivalenol 15-Acetate | 15-Acetyl-deoxynivalenol 100 microg/mL in Acetonitrile | 15-acetyl...
  11. HT-2 Toxin-13C22
    CAS: 26934-87-2 EC Number: 200-835-2 Formula: C22H32O8 Molecular Weight: 424.48
    25μg/mL in acetonitrile
    Out of Stock Item #: H299692
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    Technical Identifiers
    IUPAC Name
    [(1S,2R,4S,7R,9R,10R,11S,12S)-2-(acetyloxymethyl)-10,11-dihydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-yl] 3-methylshow more
    SMILES
    CC1=CC2C(CC1OC(=O)CC(C)C)(C3(C(C(C(C34CO4)O2)O)O)C)COC(=O)C
    InChIKey
    PNKLMTPXERFKEN-MLXHEQMXSA-N
    InChI
    1S/C22H32O8/c1-11(2)6-16(24)29-14-8-21(9-27-13(4)23)15(7-12(14)3)30-19-17(25)18(26)20(21,5)22(19)10-28-22/h7,11,14-15,17-19,25-26H,6,8-10H2,1-5H3/t14-show more
    Synonyms
    Q27896911 | Trichothec-9-ene-3,4,8,15-tetrol, 12,13-epoxy-, 15-acetate 8-(3-methylbutanoate), (3alpha,4beta,8alpha)- ...
  12. Deoxynivalenol Quality Control Sample,From wheat
    CAS: 51481-10-8 EC Number: 610-668-0 Formula: C15H20O6 Molecular Weight: 296.32
    1.137ppm(±0.357ppm)
    In Stock Item #: B299702
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2R,3S,7R,9R,10R,12S)-3,10-dihydroxy-2-(hydroxymethyl)-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-one
    SMILES
    CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)O)C)CO
    InChIKey
    LINOMUASTDIRTM-QGRHZQQGSA-N
    InChI
    1S/C15H20O6/c1-7-3-9-14(5-16,11(19)10(7)18)13(2)4-8(17)12(21-9)15(13)6-20-15/h3,8-9,11-12,16-17,19H,4-6H2,1-2H3/t8-,9-,11-,12-,13-,14-,15+/m1/s1
    Synonyms
    (1'R,2S,2'R,3'S,7'R,9'R,10'R)-3',10'-dihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7...
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