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    CAS 64439-81-2

    BUILDING BLOCK

    PharmaCompass
    Xls

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    2D Structure
    Also known as: 19685-09-7, (s)-10-hydroxycamptothecin, Hydroxycamptothecin, 10-hydroxycamptothecine, 10-hydroxy camptothecin, Hydroxycamptothecine
    Molecular Formula
    C20H16N2O5
    Molecular Weight
    364.4  g/mol
    InChI Key
    HAWSQZCWOQZXHI-FQEVSTJZSA-N
    FDA UNII
    9Z01632KRV
    10-hydroxycamptothecin is a natural product found in Nothapodytes nimmoniana, Camptotheca acuminata, and Fusarium solani with data available.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (19S)-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione
    2.1.2 InChI
    InChI=1S/C20H16N2O5/c1-2-20(26)14-7-16-17-11(5-10-6-12(23)3-4-15(10)21-17)8-22(16)18(24)13(14)9-27-19(20)25/h3-7,23,26H,2,8-9H2,1H3/t20-/m0/s1
    2.1.3 InChI Key
    HAWSQZCWOQZXHI-FQEVSTJZSA-N
    2.1.4 Canonical SMILES
    CCC1(C2=C(COC1=O)C(=O)N3CC4=C(C3=C2)N=C5C=CC(=CC5=C4)O)O
    2.1.5 Isomeric SMILES
    CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=C(C3=C2)N=C5C=CC(=CC5=C4)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    9Z01632KRV
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 10-hydroxycamptothecine

    2.3.2 Depositor-Supplied Synonyms

    1. 19685-09-7

    2. (s)-10-hydroxycamptothecin

    3. Hydroxycamptothecin

    4. 10-hydroxycamptothecine

    5. 10-hydroxy Camptothecin

    6. Hydroxycamptothecine

    7. (s)-4-ethyl-4,9-dihydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione

    8. Camptothecin, Hydroxy-

    9. 10-hcpt

    10. 10-hydroxy-camptothecin

    11. (4s)-4-ethyl-4,9-dihydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione

    12. Camptothecine, 10-hydroxy-

    13. Irinotecan Related Compound A

    14. Nsc107124

    15. Nsc-107124

    16. Chembl273862

    17. Chebi:81395

    18. 9z01632krv

    19. Mfcd02093100

    20. (+)-(s)-10-hydroxycamptothecin

    21. (s)-4-ethyl-4,9-dihydroxy-1,12-dihydro-14h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h)-dione

    22. Camptothecin, 10-hydroxy-

    23. (20s)-4-ethyl-4,9-dihydroxy-1,12-dihydro-4h-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione

    24. (s)-4-ethyl-4,9-dihydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione ((s)-10-hydroxycamptothecin)

    25. Nsc 107124

    26. (s)-10-hydroxycamptothecin Hydrate

    27. Unii-9z01632krv

    28. (20s)-10-hydroxycamptothecin

    29. Camptothecin, 10-hydroxy

    30. 10-hydroxy-cpt

    31. Spectrum_001639

    32. Specplus_000763

    33. Spectrum2_001660

    34. Spectrum3_001621

    35. Spectrum4_001815

    36. Spectrum5_000549

    37. Ethyl(dihydroxy)[?]dione

    38. Schembl25875

    39. Bspbio_003281

    40. Kbiogr_002454

    41. Kbioss_002119

    42. 1h-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4h,12h)-dione, 4-ethyl-4,9-dihydroxy-, Hydrate, (s)-

    43. Divk1c_006859

    44. Spectrum1504123

    45. Spbio_001819

    46. Kbio1_001803

    47. Kbio2_002119

    48. Kbio2_004687

    49. Kbio2_007255

    50. Kbio3_002501

    51. Dtxsid00941444

    52. Ex-a988

    53. Bcp01385

    54. Hy-n0095

    55. Zinc3979155

    56. (+)-10-hydroxycamptothecin

    57. Bdbm50008922

    58. Ccg-38770

    59. S2423

    60. S3898

    61. Akos015919293

    62. Ac-5502

    63. Bcp9000058

    64. Cs-5193

    65. Db12385

    66. 10-hydroxycamptothecin [who-dd]

    67. Ncgc00095986-01

    68. Ncgc00095986-02

    69. Ncgc00095986-03

    70. Ncgc00095986-04

    71. Ncgc00178165-01

    72. 1h-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4h,12h)-dione-,4-ethyl-4,9-dihydroxy-, (s)-

    73. Ac-13221

    74. As-13196

    75. Nci60_000173

    76. Sy010687

    77. H1463

    78. N2591

    79. 85h097

    80. A25382

    81. C17939

    82. Irinotecan Related Compound A [usp-rs]

    83. Sr-05000002620

    84. Q-100241

    85. Sr-05000002620-1

    86. Brd-k63784565-001-02-1

    87. Brd-k63784565-001-03-9

    88. Q27155328

    89. 4-ethyl-4,9-dihydroxy-1,12-dihydro-4h-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione

    90. (19s)-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione

    91. (alphas)-alpha,2-dihydroxy-alpha-ethyl-8-(hydroxymethyl)-9-oxo-9,11-dihydroindolizino[1,2-b]quinoline-7-acetic Acid 7,8-lactone

    92. (s)-10-hydroxycamptothecin;-;(+/-)-4-ethyl-4,9-dihydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione

    93. (s)-4-ethyl-4,9-dihydroxy-1h-pyrano[3 Inverted Exclamation Mark ,4 Inverted Exclamation Mark :6,7]indolizino[1,2-b]quinoline-3,14-(4h,12h)-dione

    94. (s)-4-ethyl-4,9-dihydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-(4h,12h)-dione

    95. 1h-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4h,12h)-dione, 4-ethyl-4,9-dihydroxy-, (4s)-

    96. 1h-pyrano[3',7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione-,4-ethyl-4,9-dihydroxy-, (s)-

    97. 4-ethyl-4,10-dihydroxy-1,12-dihydro-4h-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione

    98. 4-ethyl-4,9-dihydroxy-1,12-dihydro-4h-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione (10-hydroxycamptothecin)

    2.3.3 Other Synonyms

    1. Hcpt

    2. Hydroxycamptothecin

    3. Hydroxycamptothecine

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 364.4 g/mol
    Molecular Formula C20H16N2O5
    XLogP30.6
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count1
    Exact Mass364.10592162 g/mol
    Monoisotopic Mass364.10592162 g/mol
    Topological Polar Surface Area100 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity774
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antineoplastic Agents, Phytogenic

    Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity. (See all compounds classified as Antineoplastic Agents, Phytogenic.)