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Chemistry

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Also known as: Aclacinomycin a, 57576-44-0, Aclarubicine, Aclarubicinum, Aclarubicina, Nsc-208734
Molecular Formula
C42H53NO15
Molecular Weight
811.9  g/mol
InChI Key
USZYSDMBJDPRIF-SVEJIMAYSA-N
FDA UNII
74KXF8I502

Aclarubicin
An anthracycline produced by Streptomyces galilaeus. It has potent antineoplastic activity.
1 2D Structure

Aclarubicin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
methyl (1R,2R,4S)-4-[(2R,4S,5S,6S)-4-(dimethylamino)-5-[(2S,4S,5S,6S)-4-hydroxy-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
2.1.2 InChI
InChI=1S/C42H53NO15/c1-8-42(51)17-28(33-22(35(42)41(50)52-7)14-23-34(38(33)49)37(48)32-21(36(23)47)10-9-11-26(32)45)56-30-15-24(43(5)6)39(19(3)54-30)58-31-16-27(46)40(20(4)55-31)57-29-13-12-25(44)18(2)53-29/h9-11,14,18-20,24,27-31,35,39-40,45-46,49,51H,8,12-13,15-17H2,1-7H3/t18-,19-,20-,24-,27-,28-,29-,30-,31-,35-,39+,40+,42+/m0/s1
2.1.3 InChI Key
USZYSDMBJDPRIF-SVEJIMAYSA-N
2.2 Other Identifiers
2.2.1 UNII
74KXF8I502
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aclacinomycin A

2. Nsc-208734

2.3.2 Depositor-Supplied Synonyms

1. Aclacinomycin A

2. 57576-44-0

3. Aclarubicine

4. Aclarubicinum

5. Aclarubicina

6. Nsc-208734

7. Ma 144-a1

8. 74kxf8i502

9. Chebi:74619

10. Nsc 208734

11. Methyl (1r,2r,4s)-4-[(2r,4s,5s,6s)-4-(dimethylamino)-5-[(2s,4s,5s,6s)-4-hydroxy-6-methyl-5-[(2r,6s)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-3,4-dihydro-1h-tetracene-1-carboxylate

12. Nsc208734

13. 1-naphthacenecarboxylic Acid,(2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-((2,3,6-trideoxy-4-o-(2,6-dideoxy-4-o-((2r-trans)-tetrahydro-6-methyl-5-oxo-2h-pyran-2-yl)-alpha-l-lyxo-hexopyranosyl)-3-(dimethylamino)-alpha-l-lyxo-hexopyranosyl)-3-(dimethylamino)-alpha-l-lyxo-hexopyranosyl)oxy)-, Methyl Ester, (1r-(1alpha,2beta,4beta))-

14. Antibiotic Ma144-a1

15. Aclacinomycin-a

16. Nsc240619

17. Methyl (1r,2r,4s)-4-((2r,4s,5s,6s)-4-(dimethylamino)-5-((2s,4s,5s,6s)-4-hydroxy-6-methyl-5-((2r,6s)-6-methyl-5-oxooxan-2-yl)oxyoxan-2-yl)oxy-6-methyloxan-2-yl)oxy-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-3,4-dihydro-1h-tetracene-1-carboxylate

18. Acm-a

19. Refchem:915045

20. Glytoucan:g42541yc

21. L01db04

22. Ma144a1

23. G42541yc

24. Ma 144a1

25. Ma144-a1

26. (1r,2r,4s)-2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-((2,3,6-trideoxy-4-o-(2,6-dideoxy-4-o-((2r,trans)-tetrahydro-6-methyl-5-oxo-2h-pyran-2-yl)-alpha-l-lyxo-hexopyranosyl)-3-(dimethylamino)-alpha-l-lyxo-hexopyranosyl)oxy)-1-naphthacenecarboxylic Acid Methyl Ester

27. (1r,2r,4s)-4-((2r,4s,5s,6s)-4-(dimethylazaniumyl)-5-((2s,4s,5s,6s)-4-hydroxy-6-methyl-5-((2r,6s)-6-methyl-5-oxooxan-2-yl)oxyoxan-2-yl)oxy-6-methyloxan-2-yl)oxy-2-ethyl-2,7-dihydroxy-1-methoxycarbonyl-6,11-dioxo-3,4-dihydro-1h-tetracen-5-olate

28. 1-naphthacenecarboxylic Acid, 2-ethyl-1,2,3,4,6,11-hexahydro-2,5, 7-trihydroxy-6,11-dioxo-4-((2,3,6-trideoxy-4-o-(2,6-dideoxy-4-o-((2r-trans)-tetrahydro-6-methyl-5-oxo-2h-pyran-2-yl)-alpha-l-lyxo-hexopyranosyl)-3-(dimethylamino)-alpha-l-lyxo-hexopyranosyl)oxy)-, Methyl Ester,(1r-(1alpha,2beta,4beta))-

29. 260-824-3

30. Aclacur

31. Antibiotic Ma 144a1

32. Aclarubicino

33. Aclacinomycin A1

34. Methyl (1r,2r,4s)-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-4-{[2,3,6-trideoxy-4-o-{2,6-dideoxy-4-o-[(2r,6s)-6-methyl-5-oxotetrahydro-2h-pyran-2-yl]-alpha-l-lyxo-hexopyranosyl}-3-(dimethylamino)-alpha-l-lyxo-hexopyranosyl]oxy}-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate

35. Methyl (1r,2r,4s)-4-[(2r,4s,5s,6s)-4-(dimethylamino)-5-[(2s,4s,5s,6s)-4-hydroxy-6-methyl-5-[(2r,6s)-6-methyl-5-oxo-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-3,4-dihydro-1h-tetracene-1-carboxylate

36. Antibiotic Ma 144a

37. Aclarubicine [inn-french]

38. Aclarubicinum [inn-latin]

39. Aclarubicino [inn-spanish]

40. Aclarubicins

41. C42h53no15

42. Unii-74kxf8i502

43. Aclarubicin [usan:inn:ban]

44. Ccris 2262

45. Mfcd00866250

46. Einecs 260-824-3

47. Spectrum_000467

48. Spectrum2_001934

49. Spectrum4_000768

50. Spectrum5_001041

51. Aclarubicin [inn]

52. Aclarubicin [jan]

53. Aclarubicin (usan/inn)

54. Aclarubicin [usan]

55. Aclacinomycin A (standard)

56. Schembl4532

57. Aclarubicin [mart.]

58. Aclacinomycin A [mi]

59. Aclarubicin [who-dd]

60. Kbiogr_001156

61. Kbioss_000947

62. Spbio_001967

63. Chembl502620

64. Orb2276869

65. Dtxsid1022554

66. Schembl29390785

67. Hy-n2306r

68. Kbio2_000947

69. Kbio2_003515

70. Kbio2_006083

71. Glxc-23058

72. Hms2089b13

73. Hy-n2306

74. Aw8655

75. Bdbm50368351

76. Ccg-39864

77. Aa08264

78. Db11617

79. Methyl (1r,2r,4s)-2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-((2,3,6-trideoxy-4-o-(2,6-dideoxy-4-o-((2r,6s)-tetrahydro-6-methyl-5-oxo-2h-pyran-2-yl)-alpha-l-lyxo-hexopyranosyl)-3-(dimethylamino)-alpha-l-lyxo-hexopyranosyl)oxy)-1-naphthacenecarboxylate

80. Cs-0020062

81. Ns00003246

82. C18638

83. D02756

84. Ab00052311-02

85. Q4674302

86. 1-naphthacenecarboxylic Acid, 2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-((2,3,6-trideoxy-4-o-(2,6-dideoxy-4-o-((2r-trans)-tetrahydro-6-methyl-5-oxo-2h-pyran-2-yl)-alpha-l-lyxo-hexopyranosyl)-3-(dimethylamino)-alpha-l-lyxo-hexopyranosyl)oxy)-, Methyl Ester, (1r-(1alpha,2beta,4beta))-

87. 2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-[[2,3,6-trideoxy-4-o-[2,6-dideoxy-4-o-[(2r-trans)-tetrahydro-6-methyl-5-oxo-2h-pyran-2-yl]-.alpha.-l-lyxo-hexopyranosyl]-3-(dimethylamino)-.alpha.-l-lyxo-hexopyranosyl]-oxy]-1-naphthacenecarboxalic Acid Methyl Ester

88. Methyl (1r,2r,4s)-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-4-{[2,3,6-trideoxy-4-o-{2,6-dideoxy-4-o-[(2r,6s)-6-methyl-5-oxooxan-2-yl]-alpha-l-lyxo-hexopyranosyl}-3-(dimethylamino)-alpha-l-lyxo-hexopyranosyl]oxy}-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate

2.4 Create Date
2005-08-01
3 Chemical and Physical Properties
Molecular Weight 811.9 g/mol
Molecular Formula C42H53NO15
XLogP33.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count16
Rotatable Bond Count10
Exact Mass Da
Monoisotopic Mass Da
Topological Polar Surface Area217
Heavy Atom Count58
Formal Charge0
Complexity1530
Isotope Atom Count0
Defined Atom Stereocenter Count13
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

Antibiotics, Antineoplastic

Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms.


Topoisomerase II Inhibitors

Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II.


4.2 ATC Code

L - Antineoplastic and immunomodulating agents

L01 - Antineoplastic agents

L01D - Cytotoxic antibiotics and related substances

L01DB - Anthracyclines and related substances

L01DB04 - Aclarubicin


ATCvet Code

QL - Antineoplastic and immunomodulating agents

QL01 - Antineoplastic agents

QL01D - Cytotoxic antibiotics and related substances

QL01DB - Anthracyclines and related substances

QL01DB04 - Aclarubicin


ABOUT THIS PAGE

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API | Excipient name

Aclarubicin

Synonyms

Aclacinomycin a, 57576-44-0, Aclarubicine, Aclarubicinum, Aclarubicina, Nsc-208734

Cas Number

57576-44-0

Unique Ingredient Identifier (UNII)

74KXF8I502

About Aclarubicin

An anthracycline produced by Streptomyces galilaeus. It has potent antineoplastic activity.

Aclarubicin Manufacturers

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

Aclarubicin Suppliers

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

Aclarubicin GMP

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

Aclarubicin CoA

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

Aclarubicin CoA mostly includes findings from lab analyses of a specific batch. For each Aclarubicin 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.

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