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Anthracyclines

Description:

Polyketides containing a tetracenequinone ring structure with a sugar attached by glycosidic linkage.

Ancestors:

Organic compounds ⮕ Phenylpropanoids and polyketides ⮕ Anthracyclines

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  1. Steffimycin B
    Steffimycin B
    CAS: 54526-94-2 PubChem CID: 99762
    Out of Stock Item #: S968437
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    Technical Identifiers
    IUPAC Name
    2,5,7-trihydroxy-4-(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)oxy-3,9-dimethoxy-2-methyl-3,4-dihydrotetracene-1,6,11-trione
    SMILES
    CC1C(C(C(C(O1)OC2C(C(C(=O)C3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=C(C=C5O)OC)(C)O)OC)OC)O)OC
    InChIKey
    VHJWDTPKSIFZBV-UHFFFAOYSA-N
    InChI
    1S/C29H32O13/c1-10-23(38-4)22(34)25(39-5)28(41-10)42-24-18-14(26(35)29(2,36)27(24)40-6)9-13-17(21(18)33)20(32)16-12(19(13)31)7-11(37-3)8-15(16)30/h7-1show more
  2. Carubicin Hydrochloride
    Carubicin Hydrochloride
    CAS: 52794-97-5 PubChem CID: 11570269 Formula: C26H27NO10•(HCl) Molecular Weight: 513.493646
    ≥98%
    Out of Stock Item #: C1346285
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-4,6,9,11-tetrahydroxy-8,10-dihydro-7H-tetracene-5,12-dione;hydrochloride
    SMILES
    CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)O)O)(C(=O)C)O)N)O.Cl
    InChIKey
    WYVYEIZFAUXWKW-SHUUXQFMSA-N
    InChI
    1S/C26H27NO10.ClH/c1-9-21(30)13(27)6-16(36-9)37-15-8-26(35,10(2)28)7-12-18(15)25(34)20-19(23(12)32)22(31)11-4-3-5-14(29)17(11)24(20)33;/h3-5,9,13,15-1show more
  3. Berubicin Hydrochloride
    Berubicin Hydrochloride
    CAS: 293736-67-1 PubChem CID: 9874591 Formula: C34H36ClNO11 Molecular Weight: 670.1
    Out of Stock Item #: B1265992
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    Technical Identifiers
    IUPAC Name
    (7S,9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-phenylmethoxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-show more
    SMILES
    CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)OCC6=CC=CC=C6.Cl
    InChIKey
    GPMIHHFZKBVWAZ-LMMKTYIZSA-N
    InChI
    1S/C34H35NO11.ClH/c1-16-33(44-15-17-7-4-3-5-8-17)20(35)11-24(45-16)46-22-13-34(42,23(37)14-36)12-19-26(22)32(41)28-27(30(19)39)29(38)18-9-6-10-21(43-2show more
  4. Berubicin
    Berubicin
    CAS: 677017-23-1 PubChem CID: 9874592
    Out of Stock Item #: B1044067
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (7S,9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-phenylmethoxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-show more
    SMILES
    CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)OCC6=CC=CC=C6
    InChIKey
    FIGNGSHKNAHTSH-JJMFXPFOSA-N
    InChI
    1S/C34H35NO11/c1-16-33(44-15-17-7-4-3-5-8-17)20(35)11-24(45-16)46-22-13-34(42,23(37)14-36)12-19-26(22)32(41)28-27(30(19)39)29(38)18-9-6-10-21(43-2)25(show more
  5. Aclacinomycin A
    Aclacinomycin A
    CAS: 57576-44-0 Formula: C42H53NO15 Molecular Weight: 811.87
    Solid ≥98%
    Out of Stock Item #: A769916
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    Technical Identifiers
    IUPAC Name
    methyl (1R,2R,4S)-4-[(2R,4S,5S,6S)-4-(dimethylamino)-5-[(2S,4S,5S,6S)-4-hydroxy-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-6-methyloshow more
    SMILES
    CCC1(CC(C2=C(C3=C(C=C2C1C(=O)OC)C(=O)C4=C(C3=O)C(=CC=C4)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7CCC(=O)C(O7)C)O)N(C)C)O
    InChIKey
    USZYSDMBJDPRIF-SVEJIMAYSA-N
    InChI
    1S/C42H53NO15/c1-8-42(51)17-28(33-22(35(42)41(50)52-7)14-23-34(38(33)49)37(48)32-21(36(23)47)10-9-11-26(32)45)56-30-15-24(43(5)6)39(19(3)54-30)58-31-1show more
    Synonyms
    Aclarubicin | Jaclacin | Aclarubicine | Aclarubicinum
  7. Nemorubicin
    Nemorubicin
    CAS: 108852-90-0 EC Number: 808-225-3 Formula: C32H37NO13 Molecular Weight: 643.64
    Solid ≥95%
    In Stock Item #: N648904
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (7S,9S)-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-7-[(2R,4S,5S,6S)-5-hydroxy-4-[(2S)-2-methoxymorpholin-4-yl]-6-methyloxan-2-yl]oxy-4-methoxy-8,10-dihydroshow more
    SMILES
    CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N6CCOC(C6)OC)O
    InChIKey
    CTMCWCONSULRHO-UHQPFXKFSA-N
    InChI
    1S/C32H37NO13/c1-14-27(36)17(33-7-8-44-22(12-33)43-3)9-21(45-14)46-19-11-32(41,20(35)13-34)10-16-24(19)31(40)26-25(29(16)38)28(37)15-5-4-6-18(42-2)23(show more
    Synonyms
    5,12-Naphthacenedione, 7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-10-((2,3,6-trideoxy-3-(2-met...
  8. idarubicin
    idarubicin
    CAS: 58957-92-9 PubChem CID: 42890
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: I610936
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    Technical Identifiers
    IUPAC Name
    (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione
    SMILES
    CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=CC=CC=C5C4=O)O)(C(=O)C)O)N)O
    InChIKey
    XDXDZDZNSLXDNA-TZNDIEGXSA-N
    InChI
    1S/C26H27NO9/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31/h3-6,10,15-17,21,29,32show more
    Synonyms
    DM5 | BDBM58490 | BRD-K69650333-001-02-9 | BRD-K69650333-001-01-1 | DTXCID503142 | NCGC00093976-04 | Zavedos (TN) | 5...
  9. daunorubicin
    daunorubicin
    CAS: 20830-81-3 EC Number: 244-069-7 Formula: C27H29NO10 Molecular Weight: 527.5
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: D609748
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
    SMILES
    CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)N)O
    InChIKey
    STQGQHZAVUOBTE-VGBVRHCVSA-N
    InChI
    1S/C27H29NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-1show more
    Synonyms
    5,12-Naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,1...
  10. IT-62-B
    IT-62-B
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: I611199
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    Technical Identifiers
    IUPAC Name
    (7S,9S)-9-acetyl-6,9,11-trihydroxy-7-[[(1S,11S,12S)-4-(1-hydroxypropan-2-yl)-9-(2-hydroxypropyl)-7,12-dimethyl-3-oxo-5,8,10,13-tetraoxa-2-azatricyclo[show more
    SMILES
    OCC(C1OC2N(C1=O)[C@H]1CC(O[C@H]([C@H]1OC(OC2C)CC(O)C)C)O[C@H]1C[C@@](O)(Cc2c1c(O)c1c(c2O)C(=O)c2c(C1=O)c(OC)ccc2)C(=O)C)C
    InChIKey
    JVRLFIBJALHFAP-JLHPLHHJSA-N
    InChI
    1S/C39H47NO15/c1-15(14-41)35-37(48)40-22-11-26(51-17(3)36(22)54-25(10-16(2)42)52-18(4)38(40)55-35)53-24-13-39(49,19(5)43)12-21-28(24)34(47)30-29(32(21show more
  11. Valrubicin
    Valrubicin
    CAS: 56124-62-0 PubChem CID: 454216 Formula: C34H36F3NO13 Molecular Weight: 723.64
    In Stock Item #: V335774
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    Technical Identifiers
    IUPAC Name
    [2-oxo-2-[(2S,4S)-2,5,12-trihydroxy-4-[(2R,4S,5S,6S)-5-hydroxy-6-methyl-4-[(2,2,2-trifluoroacetyl)amino]oxan-2-yl]oxy-7-methoxy-6,11-dioxo-3,4-dihydroshow more
    SMILES
    CCCCC(=O)OCC(=O)C1(CC(C2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4OC)O)OC5CC(C(C(O5)C)O)NC(=O)C(F)(F)F)O
    InChIKey
    ZOCKGBMQLCSHFP-KQRAQHLDSA-N
    InChI
    1S/C34H36F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6show more
    Synonyms
    AD 32 | C.I. Direct Red 2 disodium salt | VALRUBICIN [VANDF] | 2-oxo-2-[(2S,4S)-2,5,12-trihydroxy-4-{[(2R,4S,5S,6S)-5...
  12. Pirarubicin
    Pirarubicin
    CAS: 72496-41-4 EC Number: 999-185-7 Formula: C32H37NO12 Molecular Weight: 627.64
    10mM in DMSO
    In Stock Item #: P425675
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (7S,9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-[(2R)-oxan-2-yl]oxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetraceneshow more
    SMILES
    CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)OC6CCCCO6
    InChIKey
    KMSKQZKKOZQFFG-YXRRJAAWSA-N
    InChI
    1S/C32H37NO12/c1-14-31(45-21-8-3-4-9-42-21)17(33)10-22(43-14)44-19-12-32(40,20(35)13-34)11-16-24(19)30(39)26-25(28(16)37)27(36)15-6-5-7-18(41-2)23(15)show more
    Synonyms
    DTXSID2046755 | s1393 | SCHEMBL8323 | Pirarubicinum | Pirarubicinum [Latin] | DTXCID0026755 | THP-doxorubicin | Pirar...
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