Please Wait
Applying Filters...
menu
    • menu
    DRL offers a portfolio of products & services, including APIs, CMO services, generics, biosimilars & differentiated formulations.

    Virtual Booth

    Contact Supplier

    Valsynthese, part of the SSE Group, is a CDMO focused on highly energetic and highly hazardous chemistry.

    Virtual Booth

    Contact Supplier

    xyz-pharma-m-2024-10-07

    Virtual Booth

    Contact Supplier

    With Fermion, start the journey of your innovative API.

    Virtual Booth

    Contact Supplier

    Bloomage is a one-stop source for CEP Sodium Hyaluronate and Hyaluronic Acid// FDA-inspected & GMP-certified.

    Virtual Booth

    Contact Supplier

    xyz-pharma-m-2024-10-07

    Virtual Booth

    Contact Supplier

    Menu

    Camptothecine

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    DIGITAL CONTENT

    MARKET PLACE

    PharmaCompass
    $ API Ref.Price (USD/KG) : 13,762Xls

    Filters

    clear-filterReset all filters
    2D Structure
    Also known as: Camptothecine, 7689-03-4, (s)-(+)-camptothecin, Campathecin, (+)-camptothecine, D-camptothecin
    Molecular Formula
    C20H16N2O4
    Molecular Weight
    348.4  g/mol
    InChI Key
    VSJKWCGYPAHWDS-FQEVSTJZSA-N
    FDA UNII
    XT3Z54Z28A
    An alkaloid isolated from the stem wood of the Chinese tree, Camptotheca acuminata. This compound selectively inhibits the nuclear enzyme DNA TOPOISOMERASES, TYPE I. Several semisynthetic analogs of camptothecin have demonstrated antitumor activity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
    2.1.2 InChI
    InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1
    2.1.3 InChI Key
    VSJKWCGYPAHWDS-FQEVSTJZSA-N
    2.1.4 Canonical SMILES
    CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O
    2.1.5 Isomeric SMILES
    CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O
    2.2 Other Identifiers
    2.2.1 UNII
    XT3Z54Z28A
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Camptothecine

    2.3.2 Depositor-Supplied Synonyms

    1. Camptothecine

    2. 7689-03-4

    3. (s)-(+)-camptothecin

    4. Campathecin

    5. (+)-camptothecine

    6. D-camptothecin

    7. (+)-camptothecin

    8. 20(s)-camptothecine

    9. 21,22-secocamptothecin-21-oic Acid Lactone

    10. Nsc94600

    11. Camptothecine (s,+)

    12. Chembl65

    13. (4s)-4-ethyl-4-hydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione

    14. Nsc-94600

    15. Topotecan Related Compound C

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

    17. Mls000766223

    18. Xt3z54z28a

    19. Chebi:27656

    20. Mfcd00081076

    21. (19s)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

    22. Nsc 100880

    23. 251316-95-7

    24. (s)-camptothecin

    25. (19s)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione

    26. 1h-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4h,12h)-dione, 4-ethyl-4-hydroxy-, (4s)-

    27. 1h-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4h,12h)-dione, 4-ethyl-4-hydroxy-, (s)-

    28. 1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione, 4-ethyl-4-hydroxy-, (4s)-

    29. 20(s)-camptothecin

    30. 4-ethyl-4-hydroxy-1,12-dihydro-4h-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione

    31. Sr-01000075798

    32. Sr-01000597379

    33. D-camptothecine

    34. (s)-camptothecine

    35. Camptothecin,(s)

    36. ( )-camptothecin

    37. (4s)-4-ethyl-4-hydroxy-1h-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4h,12h)-dione

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

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

    40. 1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione, 4-ethyl-4-hydroxy-, (s)-

    41. Prestwick_102

    42. (+)-camptothecin;

    43. Camptothecine (8ci)

    44. Spectrum_000299

    45. Tocris-1100

    46. Specplus_000712

    47. Prestwick0_000200

    48. Prestwick1_000200

    49. Prestwick2_000200

    50. Prestwick3_000200

    51. Spectrum2_000903

    52. Spectrum3_001203

    53. Spectrum4_000738

    54. Spectrum5_001126

    55. Camptothecin [mi]

    56. Lopac-c-9911

    57. Schembl6038

    58. Unii-xt3z54z28a

    59. Lopac0_000341

    60. Bspbio_000159

    61. Bspbio_002586

    62. Kbiogr_001036

    63. Kbioss_000779

    64. Kbioss_002283

    65. Cid_24360

    66. Camptothecin [who-dd]

    67. Divk1c_000826

    68. Divk1c_006808

    69. Spectrum1502232

    70. Spbio_000746

    71. Spbio_002080

    72. Bpbio1_000175

    73. Ccris 8162

    74. Dtxsid0030956

    75. Hms502j08

    76. Kbio1_000826

    77. Kbio1_001752

    78. Kbio2_000779

    79. Kbio2_003347

    80. Kbio2_005915

    81. Kbio3_002086

    82. 4-ethyl-4-hydroxy-1h-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione

    83. Ninds_000826

    84. Bio1_000400

    85. Bio1_000889

    86. Bio1_001378

    87. Hms1568h21

    88. Hms1921n08

    89. Hms2089f08

    90. Hms2095h21

    91. Hms3261e03

    92. Hms3414j17

    93. Hms3654d13

    94. Hms3678j15

    95. Hms3712h21

    96. Zinc105309

    97. Act02668

    98. Bcp02857

    99. Tox21_500341

    100. Ac-202

    101. Bbl033963

    102. Bdbm50008923

    103. Ccg-40255

    104. Gr-301

    105. Nsc 94600

    106. S1288

    107. Stk801886

    108. Akos004119861

    109. Cs-1049

    110. Db04690

    111. Ks-5235

    112. Lp00341

    113. Sdccgmls-0066688.p001

    114. Sdccgsbi-0050329.p003

    115. Brn 0631069

    116. Cas-2114454

    117. Idi1_000826

    118. Ncgc00015290-01

    119. Ncgc00016994-01

    120. Ncgc00016994-02

    121. Ncgc00016994-03

    122. Ncgc00016994-04

    123. Ncgc00016994-05

    124. Ncgc00016994-06

    125. Ncgc00016994-07

    126. Ncgc00016994-08

    127. Ncgc00016994-09

    128. Ncgc00016994-10

    129. Ncgc00016994-11

    130. Ncgc00016994-12

    131. Ncgc00016994-16

    132. Ncgc00016994-29

    133. Ncgc00024997-01

    134. Ncgc00024997-02

    135. Ncgc00024997-03

    136. Ncgc00024997-04

    137. Ncgc00024997-05

    138. Ncgc00024997-06

    139. Ncgc00178592-01

    140. Ncgc00178592-02

    141. Ncgc00261026-01

    142. Hy-16560

    143. Nci60_042105

    144. Smr000445686

    145. Sy010324

    146. Ai3-62475

    147. Eu-0100341

    148. N1868

    149. Sw196414-3

    150. Topotecan Related Compound C [usp-rs]

    151. C 9911

    152. C01897

    153. M01564

    154. Ab00052452-08

    155. Ab00052452-09

    156. Ab00052452_10

    157. (s)-(+)-camptothecin, >=90% (hplc), Powder

    158. 689c034

    159. A838882

    160. Q419964

    161. Q-200785

    162. Sr-01000075798-1

    163. Sr-01000075798-4

    164. Sr-01000597379-1

    165. Sr-01000597379-3

    166. Brd-k37890730-001-09-4

    167. Brd-k37890730-001-10-2

    168. (s)-4-ethyl-4-hydroxy-1,12-dihydro-4h-2-oxa-6,12a-diaza-dibenzo[b,h]florene-3,13-dione

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

    170. 4-ethyl-4-hydroxy-1h-pyrano-[3[,4[:6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione

    171. Topotecan Related Compound C, United States Pharmacopeia (usp) Reference Standard

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

    173. (s)-4-ethyl-4-hydroxy-1h-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione;(s)-(+)-camptothecin

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

    175. 1h-pyrano[3',7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione, 4-ethyl-4-hydroxy-, (s)-

    176. 4(s)-ethyl-4-hydroxy-1h-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14 (4h,12h)-dione

    177. 4-ethyl-4-hydroxy-(4s)-3,4,12,14-tetrahydro-1h-pyrano[3'',4'':6,7]indolizino[1,2-b]quinoline-3,14-dione

    178. 4-ethyl-4-hydroxy-1,12-dihydro-4h-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione (camptothecin Or Cpt)

    179. 4-ethyl-4-hydroxy-1,12-dihydro-4h-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione (camptothecin)

    180. 4-ethyl-4-hydroxy-1,12-dihydro-4h-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione (cpt, Camptothecin)

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 348.4 g/mol
    Molecular Formula C20H16N2O4
    XLogP31
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count1
    Exact Mass348.11100700 g/mol
    Monoisotopic Mass348.11100700 g/mol
    Topological Polar Surface Area79.7 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity742
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Investigated for the treatment of cancer.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Camptothecin demonstrated strong anticancer activity in preliminary clinical trials but also low solubility and adverse drug reaction. Camptothecin is believed to be a potent topoisomerase inhibitor that interferes with the essential function of topoisomerase in DNA replication.

    5.2 MeSH Pharmacological Classification

    Topoisomerase I Inhibitors

    Compounds that inhibit the activity of DNA TOPOISOMERASE I. (See all compounds classified as Topoisomerase I Inhibitors.)

    Antineoplastic Agents, Phytogenic

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

    5.3 Mechanism of Action

    Camptothecin binds to the topoisomerase I and DNA complex resulting in a ternary complex, stabilizing it and preventing DNA re-ligation and therefore causes DNA damage which results in apoptosis.