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Alkaloids and derivatives

Description:

Naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.
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  1. Lipotecan
    Cas Number: 1432468-79-5        Compound CID:  46871946
    Formula:  C39H30N8O15        Molecular Weight: 850.7
    IUPAC Name:  [(19S)-8-[(dimethylamino)methyl]-19-ethyl-7-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(2show more
    SMILES:  CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=C(C=CC(=C5CN(C)C)O)N=C4C3=C2)OC(=O)C(C)ON=C6C7=C(C(=CC(=C7)[N+](=O)[O-])[N+](=O)[O-])C8=C6C=C(C=C8[N+](=O)[O-])[N+](=Oshow more
    InChIKey: JCCCLGDYMMTBPM-HXDHBHDHSA-N
    InChI:  InChI=1S/C39H30N8O15/c1-5-39(26-13-30-34-18(14-43(30)36(49)25(26)16-60-38(39)51)8-21-24(15-42(3)4)31(48)7-6-27(21)40-34)61-37(50)17(2)62-41-35-22-9-19show more
    Synonyms: Lipothecan free base | Propanoic acid, 2-(((2,4,5,7-tetranitro-9H-fluoren-9-ylidene)amino)oxy)-, (4S)-10-((dimethylam...
  2. Dihydrocodeine tartrate
    Formula:  C22H29NO9        Molecular Weight: 451.5
    IUPAC Name:  (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol;2,3-dihydroxybutanedioic acid
    SMILES:  CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(CC4)O.C(C(C(=O)O)O)(C(=O)O)O
    InChIKey: ZGSZBVAEVPSPFM-FFHNEAJVSA-N
    InChI:  InChI=1S/C18H23NO3.C4H6O6/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19;5-1(3(7)8)2(6)4(9)10/h3,6,11-13,17,20H,4-5,7-9H2,1-show more
    Synonyms: Dihydrocodeine bitartrate cii | CHEMBL2062266 | dihydrocodeine hydrogen tartrate | dihydrocodeine tartrate | (4R,4aR,...
  3. 2,3-dihydroxybutanedioic acid;(1R,9R,10R)-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol;dihydrate
    Formula:  C21H33NO9        Molecular Weight: 443.5
    IUPAC Name:  2,3-dihydroxybutanedioic acid;(1R,9R,10R)-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol;dihydrate
    SMILES:  CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)O.C(C(C(=O)O)O)(C(=O)O)O.O.O
    InChIKey: UMZNDVASJKIQCB-SODJFYQGSA-N
    InChI:  InChI=1S/C17H23NO.C4H6O6.2H2O/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17;5-1(3(7)8)2(6)4(9)10;;/h5-6,11,14,16,19H,2-4,7-10H2,1H3;1-2show more
    Synonyms: CHEMBL3989768
  4. Naloxiphane tartrate
    Formula:  C23H31NO7        Molecular Weight: 433.5
    IUPAC Name:  2,3-dihydroxybutanedioic acid;(1R,9R,10R)-17-prop-2-enyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol
    SMILES:  C=CCN1CCC23CCCCC2C1CC4=C3C=C(C=C4)O.C(C(C(=O)O)O)(C(=O)O)O
    InChIKey: FWMLYVACGDQRFU-MBHUSPCXSA-N
    InChI:  InChI=1S/C19H25NO.C4H6O6/c1-2-10-20-11-9-19-8-4-3-5-16(19)18(20)12-14-6-7-15(21)13-17(14)19;5-1(3(7)8)2(6)4(9)10/h2,6-7,13,16,18,21H,1,3-5,8-12H2;1-2,show more
    Synonyms: NALOXIPHANE TARTRATE | CHEMBL2062276 | SCHEMBL209270
  5. Pentazocine hydrochloride
    Cas Number: 22205-05-6
    Formula:  C19H28ClNO        Molecular Weight: 321.9
    IUPAC Name:  1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol;hydrochloride
    SMILES:  CC1C2CC3=C(C1(CCN2CC=C(C)C)C)C=C(C=C3)O.Cl
    InChIKey: OQGYMIIFOSJQSF-UHFFFAOYSA-N
    InChI:  InChI=1S/C19H27NO.ClH/c1-13(2)7-9-20-10-8-19(4)14(3)18(20)11-15-5-6-16(21)12-17(15)19;/h5-7,12,14,18,21H,8-11H2,1-4H3;1H
    Synonyms: DTXSID70944866 | SCHEMBL40964 | Pentazocinhydrochlorid | 2,6-Methano-3-benzazocin-8-ol, 1,2,3,4,5,6-hexahydro-6,11-di...
  6. (+)-Sparteine (sulfate pentahydrate)
    Formula:  C15H38N2O9S        Molecular Weight: 422.5
    IUPAC Name:  (1R,2S,9R,10R)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane;sulfuric acid;pentahydrate
    SMILES:  C1CCN2CC3CC(C2C1)CN4C3CCCC4.O.O.O.O.O.OS(=O)(=O)O
    InChIKey: WNSDDGBLIALDPB-HTZKOJAYSA-N
    InChI:  InChI=1S/C15H26N2.H2O4S.5H2O/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17;1-5(2,3)4;;;;;/h12-15H,1-11H2;(H2,1,2,3,4);5*1H2/t12-,13-,14-,15+;;show more
    Synonyms: (+)-Sparteine (sulfate pentahydrate) | MS-27422 | NSC-755834 | Sparteinum sulphuricum | HY-B1304A | (-)-Sparteine sul...
  7. 4-bromo-5-({[2-(4-hydroxyphenyl)ethyl]amino}methyl)-2-methoxyphenol
    Cas Number: 179107-93-8        Compound CID:  9429823
    Formula:  C16H18BrNO3        Molecular Weight: 352.22
    IUPAC Name:  4-bromo-5-[[2-(4-hydroxyphenyl)ethylamino]methyl]-2-methoxyphenol
    SMILES:  COC1=CC(Br)=C(CNCCC2=CC=C(O)C=C2)C=C1O
    InChIKey: JBFKJIRYXUAQSW-UHFFFAOYSA-N
    InChI:  InChI=1S/C16H18BrNO3/c1-21-16-9-14(17)12(8-15(16)20)10-18-7-6-11-2-4-13(19)5-3-11/h2-5,8-9,18-20H,6-7,10H2,1H3
  8. Belotecanicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
    Cas Number: 256411-32-2        Compound CID:  6456014
    Formula:  C25H27N3O4        Molecular Weight: 433.5
    IUPAC Name:  (19S)-19-ethyl-19-hydroxy-10-[2-(propan-2-ylamino)ethyl]-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaenshow more
    SMILES:  CC(C)NCCC1=C2C(=NC3C1=CC=CC=3)C4N(C2)C(=O)C5=C(C=4)[C@](CC)(O)C(=O)OC5
    InChIKey: LNHWXBUNXOXMRL-VWLOTQADSA-N
    InChI:  InChI=1S/C25H27N3O4/c1-4-25(31)19-11-21-22-17(12-28(21)23(29)18(19)13-32-24(25)30)15(9-10-26-14(2)3)16-7-5-6-8-20(16)27-22/h5-8,11,14,26,31H,4,9-10,12show more
    Synonyms: Belotecan | HY-13566 | UNII-27Z82M2G1N | CKD 602 | CHEBI:135702 | Belotecan free base | (4S)-4-ETHYL-4-HYDROXY-11-(2-...
  9. NITD-609 Enantiomer
    Cas Number: 1193314-24-7        Compound CID:  44251608
    Formula:  C19H14Cl2FN3O        Molecular Weight: 390.2
    IUPAC Name:  (3S,3'R)-5,7'-dichloro-6'-fluoro-3'-methylspiro[1H-indole-3,1'-2,3,4,9-tetrahydropyrido[3,4-b]indole]-2-one
    SMILES:  C[C@@H]1CC2=C(NC3=CC(Cl)=C(F)C=C23)[C@]2(N1)C(=O)NC1=C2C=C(Cl)C=C1
    InChIKey: CKLPLPZSUQEDRT-YLVJLNSGSA-N
    InChI:  InChI=1S/C19H14Cl2FN3O/c1-8-4-11-10-6-14(22)13(21)7-16(10)23-17(11)19(25-8)12-5-9(20)2-3-15(12)24-18(19)26/h2-3,5-8,23,25H,4H2,1H3,(H,24,26)/t8-,19+/mshow more
  10. Norapomorphine
    Cas Number: 478-76-2
    Formula:  C16H15NO2        Molecular Weight: 253.29
    IUPAC Name:  (6aR)-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol
    SMILES:  C1CNC2CC3=C(C4=CC=CC1=C24)C(=C(C=C3)O)O
    InChIKey: MHPQCGZBAVXCGA-GFCCVEGCSA-N
    InChI:  InChI=1S/C16H15NO2/c18-13-5-4-10-8-12-14-9(6-7-17-12)2-1-3-11(14)15(10)16(13)19/h1-5,12,17-19H,6-8H2/t12-/m1/s1
    Synonyms: Norapomorphine | 4H-Dibenzo(de,g)quinoline-10,11-diol, 5,6,6a,7-tetrahydro-, (R)- | DTXSID40197286 | BDBM50012989 | 5...
  11. Ketazocine
    Cas Number: 36292-69-0
    Formula:  C18H23NO2        Molecular Weight: 285.4
    IUPAC Name:  (1R,9S,13R)-10-(cyclopropylmethyl)-4-hydroxy-1,13-dimethyl-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-8-one
    SMILES:  CC1C2C(=O)C3=C(C1(CCN2CC4CC4)C)C=C(C=C3)O
    InChIKey: HQBZLVPZOGIAIQ-SDDDUWNISA-N
    InChI:  InChI=1S/C18H23NO2/c1-11-16-17(21)14-6-5-13(20)9-15(14)18(11,2)7-8-19(16)10-12-3-4-12/h5-6,9,11-12,16,20H,3-4,7-8,10H2,1-2H3/t11-,16-,18+/m0/s1
    Synonyms: Ketazocine | Win 34,276 | WIN-34276 | 6IO4IG518S | (1R,9S,13R)-10-(cyclopropylmethyl)-4-hydroxy-1,13-dimethyl-10-azat...
  12. Harmalan
    Cas Number: 525-41-7        Compound CID:  160510
    Formula:  C12H12N2        Molecular Weight: 184.24
    IUPAC Name:  1-methyl-4,9-dihydro-3H-pyrido[3,4-b]indole
    SMILES:  CC1=NCCC2=C1NC3=CC=CC=C23
    InChIKey: CWOYLIJQLSNRRN-UHFFFAOYSA-N
    InChI:  InChI=1S/C12H12N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-5,14H,6-7H2,1H3
    Synonyms: Harmalan | 1-methyl-3,4-dihydro-2H-pyrido[3,4-b]indole | 1-methyl-4,9-dihydro-3H-pyrido[3,4-b]indole | 1-Methyl-4,9-d...
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