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


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