(4S)-4-Ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; 10-Hydroxycamptothecin; 10-Hydroxycamptothecine; NSC 107124

Chemistry, 4 End Use API, 18 Related Intermediates

Manufacturers/Suppliers

4 Suppliers

4 Suppliers

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

(4S)-4-Ethyl-4,9-dihydroxy-1H-pyrano[3

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 Formula	C₂₀H₁₆N₂O₅
Molecular Weight	364.4 g/mol
XLogP3	0.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	1
Exact Mass	364.10592162 g/mol
Monoisotopic Mass	364.10592162 g/mol
Topological Polar Surface Area	100 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	774
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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.)

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End Use API

Chengdu Chen Green Biotechnology (Chen Green) is a company specializing in plant extracts, pharmaceutical...

Chengdu Chen Green Biotechnology (Chen Green) is a company specializing in plant extracts, pharmaceutical raw materials, food additives and dietary supplements manufacturers and wholesalers. Since 2006, we have been honored and committed to serving all kinds of customers in the field of natural products and making continuous efforts for the cause of human health. Chenlu's sales headquarters is located in Chengdu, Sichuan Province, the hometown of pandas in China. The production base covers an area of 50 acres and is equipped with 3 plant extraction production lines.

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Irinotecan Hydrochloride

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Chengdu Yazhong Bio-pharmaceutical Co., Ltd., founded in 2002, is a leading company with plant extracts, ...

Chengdu Yazhong Bio-pharmaceutical Co., Ltd., founded in 2002, is a leading company with plant extracts, APIs and medical intermediates. Our company is equipped with GMP approved manufacturing feasibilities and state-of-art test equipments, with big technical supports and cooperation by state scientific research institutions and universities.Core products: Diosmin, Diosmin/Hesperidin(90/10), Resveratrol, Ergosterol, Artemisinin.Documents for products:GMP availableMSDS availableStability Data availableDMF available

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Topotecan Hydrochloride

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The technology of production of artemisinin and its derivatives is based on the use of cultivation of ann...

The technology of production of artemisinin and its derivatives is based on the use of cultivation of annual wormwood cells and extraction of artemisinin and artemisinic acid.Quality control is carried out by an independent accredited laboratory of the Koltsovo Biotechnopark, which complies with the norms and rules of the international standard of good manufacturing practice GMP.SIBBIOTECH Industrial Park occupies 3 hectares. The electric capacities of the green electricity of the Novosibirsk hydroelectric power station, centralized gas and water supply and centralized wastewater disposal are available.

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Topotecan Hydrochloride

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Xieli is an EU GMP\ Japan GMP\ Chinese GMP certified manufacturer of Botanical derivative APIs and Oncolo...

Xieli is an EU GMP\ Japan GMP\ Chinese GMP certified manufacturer of Botanical derivative APIs and Oncology APIs from China.A leading producer of Rutin, Troxerutin, Diosmin, Artemisinin and Irinotecan HCL. DMF are available for products.Contract manufacturer for plant extraction, TCM, Solid formulation of Tablets, Granules, Capsules and etc with EU-GMP workshop.COS and cGMP application for products.R&D center, pilot scale plant, GMP workshops.

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