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Macrolide lactams

Description:

Cyclic polyketides containing both a cyclic amide and a cyclic ester group.
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  1. Tacrolimus
      Grade & Purity: 
    • ≥95%
    Cas Number: 109581-93-3
    Formula:  C44H69NO12 · H2O        Molecular Weight: 822.03
    IUPAC Name:  (1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-1,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,show more
    SMILES:  CC1CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC(=O)C(C=C(C1)C)CC=C)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC.O
    InChIKey: NWJQLQGQZSIBAF-MLAUYUEBSA-N
    InChI:  InChI=1S/C44H69NO12.H2O/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)show more
    Synonyms: TACROLIMUS MONOHYDRATE|Tacrolimus hydrate|109581-93-3|Prograf|Protopic|Tsukubaenolide hydrate|FK-506 monohydrate|LCP-...
  2. ridaforolimus
    SMILES:  CO[C@@H]1C[C@@H](CC[C@H]1OP(=O)(C)C)C[C@H]([C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H](CC[C@H]2C)C[C@H](OC)/C(=C/C=C/C=C/[C@H](C[C@H](C(=O)[C@@show more
    InChIKey: BUROJSBIWGDYCN-GAUTUEMISA-N
    InChI:  InChI=1S/C53H84NO14P/c1-32-18-14-13-15-19-33(2)44(63-8)30-40-23-21-38(7)53(61,67-40)50(58)51(59)54-25-17-16-20-41(54)52(60)66-45(35(4)28-39-22-24-43(4show more
    Synonyms: Deforolimus (MK-8669) | AKOS030526165 | NSC757440 | NSC-757440 | CCG-270602 | Q2151796 | Deforolimus | (1R,9S,12S,15R...
  3. A2315A
    SMILES:  O=C1NC/C=C/C(=C/C(O)CC(O)Cc2nc(C(=O)NC(C(=O)OC(C(/C=C/1)C)C(C)C)C)co2)/C
    InChIKey: SAQNYTQFLPVTNJ-JYXGQRMOSA-N
    InChI:  InChI=1S/C26H37N3O7/c1-15(2)24-17(4)8-9-22(32)27-10-6-7-16(3)11-19(30)12-20(31)13-23-29-21(14-35-23)25(33)28-18(5)26(34)36-24/h6-9,11,14-15,17-20,24,3show more
  4. Zotarolimus
    Cas Number: 221877-54-9        Compound CID:  9876378
    Formula:  C52H79N5O12        Molecular Weight: 966.22
    IUPAC Name:  (1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-19,30-dimethoxy-12-[(2R)-1-[(1S,3R,4S)-3-methoxy-4-(tetrazol-1-yl)cyclohexyshow more
    SMILES:  CC1CCC2CC(C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)CC(OC(=O)C3CCCCN3C(=O)C(=O)C1(O2)O)C(C)CC4CCC(C(C4)OC)N5C=NN=N5)C)C)O)OC)C)C)C)OC
    InChIKey: CGTADGCBEXYWNE-JUKNQOCSSA-N
    InChI:  InChI=1S/C52H79N5O12/c1-31-16-12-11-13-17-32(2)43(65-8)28-39-21-19-37(7)52(64,69-39)49(61)50(62)56-23-15-14-18-41(56)51(63)68-44(34(4)26-38-20-22-40(4show more
    Synonyms: Zotarolimus|ABT-578|221877-54-9|H4GXR80IZE|Mdt-4107|CHEMBL219410|ABT 578|ABT578|zotarilumus|Endeavor|A 179578|UNII-H4...
  5. Tacrolimus(anhydrous)(FK506)
    Cas Number: 104987-11-3
    Formula:  C44H69NO12        Molecular Weight: 804.02
    IUPAC Name:  (1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-1,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,show more
    SMILES:  CC1CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC(=O)C(C=C(C1)C)CC=C)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC
    InChIKey: QJJXYPPXXYFBGM-LFZNUXCKSA-N
    InChI:  InChI=1S/C44H69NO12/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-3show more
    Synonyms: (7aR)-4,4,7a-trimethyl-6,7-dihydro-5H-benzofuran-2-one;Dihydroactinidiolide | CHEBI:93221 | DB00864 | HMS1792O21 | UN...
  6. Pimecrolimus
    Cas Number: 137071-32-0
    Formula:  C43H68ClNO11        Molecular Weight: 810.45
    IUPAC Name:  (1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-12-[(E)-1-[(1R,3R,4S)-4-chloro-3-methoxycyclohexyl]prop-1-en-2-yl]-17-ethyl-1,14-dihydroxy-23,25-dimetshow more
    SMILES:  CCC1C=C(CC(CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC1=O)O)C)C(=CC4CCC(C(C4)OC)Cl)C)O)C)OC)OC)C)C
    InChIKey: KASDHRXLYQOAKZ-XDSKOBMDSA-N
    InChI:  InChI=1S/C43H68ClNO11/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)45-16-12-11-13-32(45)42(50)55-38(28(6)33(46)23-34show more
    Synonyms: D11AX15 | CHEBI:135888 | DTXSID001024182 | Pimecrolimus | 15,19-Epoxy-3H-pyrido(2,1-c)(1,4)oxaazacyclotricosine-1,7,2...
  7. Ascomycin
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 104987-12-4        EC Number: 200-835-2
    Formula:  C43H69NO12        Molecular Weight: 792.01
    IUPAC Name:  (1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-17-ethyl-1,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimeshow more
    SMILES:  CCC1C=C(CC(CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC1=O)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC)C)C
    InChIKey: ZDQSOHOQTUFQEM-NURRSENYSA-N
    InChI:  InChI=1S/C43H69NO12/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)44-16-12-11-13-31(44)42(50)55-38(28(6)33(46)23-34(3show more
    Synonyms: ascomycin|Immunomycin|104987-12-4|FK520|FR 900520|FK 520|L-683590|AUF4U5NSJK|FK-520|L 683590|CHEMBL8597|CHEBI:29582|F...
  8. Pristinamycin
      Grade & Purity: 
    • ≥98%
    Cas Number: 270076-60-3        Compound CID:  11979535
    Formula:  C73H89N11O17        Molecular Weight: 1392.55
    IUPAC Name:  N-(3-benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo[20.4.0.06,10]hexacosan-15-yl)-3-hydroxypyshow more
    SMILES:  CCC1C(=O)N2CCCC2C(=O)N(C(C(=O)N3CCC(=O)CC3C(=O)NC(C(=O)OC(C(C(=O)N1)NC(=O)C4=C(C=CC=N4)O)C)C5=CC=CC=C5)CC6=CC=CC=C6)C.CC1C=CC(=O)NCC=CC(=CC(CC(=O)CC2=show more
    InChIKey: MVTQIFVKRXBCHS-FHWPYUEJSA-N
    InChI:  InChI=1S/C43H49N7O10.C28H35N3O7/c1-4-29-40(56)49-21-12-17-30(49)41(57)48(3)32(23-26-13-7-5-8-14-26)42(58)50-22-19-28(51)24-31(50)37(53)47-35(27-15-9-6show more
    Synonyms: MVTQIFVKRXBCHS-FHWPYUEJSA-N | Pristinamycine | Stafac | Eskalin V | Staphylomycin | Stajac 22 | Starfac | NSC246121 |...
  9. Dalfopristin
      Grade & Purity: 
    • Moligand™
    • ≥98%
    • mixture of isomers
    Cas Number: 112362-50-2
    Formula:  C34H50N4O9S        Molecular Weight: 690.85
    IUPAC Name:  (6R,7S,10R,11R,12E,17E,19E,21S)-6-[2-(diethylamino)ethylsulfonyl]-21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03show more
    SMILES:  CCN(CC)CCS(=O)(=O)C1CCN2C1C(=O)OC(C(C=CC(=O)NCC=CC(=CC(CC(=O)CC3=NC(=CO3)C2=O)O)C)C)C(C)C
    InChIKey: SUYRLXYYZQTJHF-VMBLUXKRSA-N
    InChI:  InChI=1S/C34H50N4O9S/c1-7-37(8-2)16-17-48(44,45)28-13-15-38-31(28)34(43)47-32(22(3)4)24(6)11-12-29(41)35-14-9-10-23(5)18-25(39)19-26(40)20-30-36-27(21show more
    Synonyms: (6R,7S,10R,11R,12E,17E,19E,21S)-6-[2-(diethylamino)ethylsulfonyl]-21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa...
  10. Virginiamycin M1
      Grade & Purity: 
    • ≥97%
    Cas Number: 21411-53-0        EC Number: 244-376-6        Compound CID:  5459319
    Formula:  C28H35N3O7        Molecular Weight: 525.59
    IUPAC Name:  (10R,11R,12E,17E,19E,21S)-21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03,7]octacosa-1(27),6,12,17,19,25(28)-hexashow more
    SMILES:  CC1C=CC(=O)NCC=CC(=CC(CC(=O)CC2=NC(=CO2)C(=O)N3CCC=C3C(=O)OC1C(C)C)O)C
    InChIKey: DAIKHDNSXMZDCU-FQTGFAPKSA-N
    InChI:  InChI=1S/C28H35N3O7/c1-17(2)26-19(4)9-10-24(34)29-11-5-7-18(3)13-20(32)14-21(33)15-25-30-22(16-37-25)27(35)31-12-6-8-23(31)28(36)38-26/h5,7-10,13,16-1show more
    Synonyms: RP-12536 | MIKAMYCIN A [MI] | VERNAMYCIN A | (CH3)2NCONHCH3 | 8,9,14,15,24,25-Hexahydro-14-hydroxy-3-isopropyl-4,12-d...
  11. Temsirolimus (CCI-779, NSC 683864)
    Cas Number: 162635-04-3        Compound CID:  6918289
    Formula:  C56H87NO16        Molecular Weight: 1030.29
    IUPAC Name:  [(1R,2R,4S)-4-[(2R)-2-[(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-2,3,10,show more
    SMILES:  CC1CCC2CC(C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)CC(OC(=O)C3CCCCN3C(=O)C(=O)C1(O2)O)C(C)CC4CCC(C(C4)OC)OC(=O)C(C)(CO)CO)C)C)O)OC)C)C)C)OC
    InChIKey: CBPNZQVSJQDFBE-FUXHJELOSA-N
    InChI:  InChI=1S/C56H87NO16/c1-33-17-13-12-14-18-34(2)45(68-9)29-41-22-20-39(7)56(67,73-41)51(63)52(64)57-24-16-15-19-42(57)53(65)71-46(30-43(60)35(3)26-38(6)show more
    Synonyms: AB01274736-01 | DTXSID2040945 | CBPNZQVSJQDFBE-FUXHJELOSA-N | NCGC00167518-09 | TEMSIROLIMUS (MART.) | temsirolimusum...
  12. Tacrolimus(anhydrous)(FK506)
    Cas Number: 104987-11-3
    Formula:  C44H69NO12        Molecular Weight: 804.02
    IUPAC Name:  (1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-1,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,show more
    SMILES:  CC1CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC(=O)C(C=C(C1)C)CC=C)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC
    InChIKey: QJJXYPPXXYFBGM-LFZNUXCKSA-N
    InChI:  InChI=1S/C44H69NO12/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-3show more
    Synonyms: (7aR)-4,4,7a-trimethyl-6,7-dihydro-5H-benzofuran-2-one;Dihydroactinidiolide | CHEBI:93221 | DB00864 | HMS1792O21 | UN...
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