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Chemistry

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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

Camptothecine
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

Camptothecine

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.


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03-Apr-2021
29-Jun-2024
KGS
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Quantity (KGS) & Unit rate (USD/KGS) over time

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ABOUT THIS PAGE

Camptothecine Manufacturers

A Camptothecine manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Camptothecine, including repackagers and relabelers. The FDA regulates Camptothecine manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Camptothecine API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Camptothecine manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Camptothecine Suppliers

A Camptothecine supplier is an individual or a company that provides Camptothecine active pharmaceutical ingredient (API) or Camptothecine finished formulations upon request. The Camptothecine suppliers may include Camptothecine API manufacturers, exporters, distributors and traders.

click here to find a list of Camptothecine suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Camptothecine USDMF

A Camptothecine DMF (Drug Master File) is a document detailing the whole manufacturing process of Camptothecine active pharmaceutical ingredient (API) in detail. Different forms of Camptothecine DMFs exist exist since differing nations have different regulations, such as Camptothecine USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Camptothecine DMF submitted to regulatory agencies in the US is known as a USDMF. Camptothecine USDMF includes data on Camptothecine's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Camptothecine USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Camptothecine suppliers with USDMF on PharmaCompass.

Camptothecine GMP

Camptothecine Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Camptothecine GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Camptothecine GMP manufacturer or Camptothecine GMP API supplier for your needs.

Camptothecine CoA

A Camptothecine CoA (Certificate of Analysis) is a formal document that attests to Camptothecine's compliance with Camptothecine specifications and serves as a tool for batch-level quality control.

Camptothecine CoA mostly includes findings from lab analyses of a specific batch. For each Camptothecine CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Camptothecine may be tested according to a variety of international standards, such as European Pharmacopoeia (Camptothecine EP), Camptothecine JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Camptothecine USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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