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    Fumagillin

    ACTIVE PHARMA INGREDIENTS

    DIGITAL CONTENT

    PharmaCompass
    $ API Ref.Price (USD/KG) : 4,964Xls

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    2D Structure
    Also known as: 23110-15-8, Fugillin, Fumidil, Amebacilin, Fumagilline, Fumagillinum
    Molecular Formula
    C26H34O7
    Molecular Weight
    458.5  g/mol
    InChI Key
    NGGMYCMLYOUNGM-CSDLUJIJSA-N
    FDA UNII
    7OW73204U1
    fumagillin is a natural product found in Aspergillus fumigatus with data available.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2E,4E,6E,8E)-10-[[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl]oxy]-10-oxodeca-2,4,6,8-tetraenoic acid
    2.1.2 InChI
    InChI=1S/C26H34O7/c1-18(2)13-14-20-25(3,33-20)24-23(30-4)19(15-16-26(24)17-31-26)32-22(29)12-10-8-6-5-7-9-11-21(27)28/h5-13,19-20,23-24H,14-17H2,1-4H3,(H,27,28)/b7-5+,8-6+,11-9+,12-10+/t19-,20-,23-,24-,25+,26+/m1/s1
    2.1.3 InChI Key
    NGGMYCMLYOUNGM-CSDLUJIJSA-N
    2.1.4 Canonical SMILES
    CC(=CCC1C(O1)(C)C2C(C(CCC23CO3)OC(=O)C=CC=CC=CC=CC(=O)O)OC)C
    2.1.5 Isomeric SMILES
    CC(=CC[C@@H]1[C@@](O1)(C)[C@H]2[C@@H]([C@@H](CC[C@]23CO3)OC(=O)/C=C/C=C/C=C/C=C/C(=O)O)OC)C
    2.2 Other Identifiers
    2.2.1 UNII
    7OW73204U1
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Fumidil B

    2.3.2 Depositor-Supplied Synonyms

    1. 23110-15-8

    2. Fugillin

    3. Fumidil

    4. Amebacilin

    5. Fumagilline

    6. Fumagillinum

    7. Fumagilina

    8. (-)-fumagillin

    9. Zgn-201

    10. Amebacillin

    11. Fugilin

    12. Chembl32838

    13. 2,4,6,8-decatetraenedioic Acid, 4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro(2,5)oct-6-yl Ester

    14. Fumagillin Dch

    15. Chebi:48635

    16. Nsc-9168

    17. 7ow73204u1

    18. Dsstox_cid_20736

    19. Dsstox_rid_79580

    20. Dsstox_gsid_40736

    21. (2e,4e,6e,8e)-10-({(3r,4s,5s,6r)-5-methoxy-4-[(2r,3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]oct-6-yl}oxy)-10-oxodeca-2,4,6,8-tetraenoic Acid

    22. Fumagillina

    23. Flisint

    24. (2e,4e,6e,8e)-10-(((3r,4s,5s,6r)-5-methoxy-4-((2r,3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl)-1-oxaspiro[2.5]octan-6-yl)oxy)-10-oxodeca-2,4,6,8-tetraeno

    25. Cas-23110-15-8

    26. Fumagillina [dcit]

    27. U 5762

    28. Fumagilina [inn-spanish]

    29. Fumagilline [inn-french]

    30. Fumagillinum [inn-latin]

    31. Nsc9168

    32. Fumagillin [inn:ban:dcf]

    33. Ccris 9025

    34. Unii-7ow73204u1

    35. Ncgc00163699-01

    36. H-3

    37. Nsc 9168

    38. Einecs 245-433-8

    39. Fumagillin [mi]

    40. Fumagillin [inn]

    41. Fumagillin [mart.]

    42. Schembl8130

    43. Fumagillin [who-dd]

    44. Dtxsid7040736

    45. Schembl15263952

    46. (2e,4e,6e,8e)-mono[(3r,4s,5s,6r)-5-methoxy-4-[(2r,3r)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl] 2,4,6,8-decatetraenedioic Acid Ester

    47. Ex-a2890

    48. Hy-b0751

    49. Zinc4098264

    50. Tox21_112066

    51. Tox21_302410

    52. Bdbm50113436

    53. S7784

    54. Akos024456768

    55. Db02640

    56. Lmpr0103060003

    57. Ncgc00163699-02

    58. Ncgc00163699-07

    59. Ncgc00255568-01

    60. Ac-35866

    61. Bs-16576

    62. Sr-90144

    63. D81922

    64. Q120199

    65. (2e,4e,6e,8e)-10-(((3r,4s,5s,6r)-5-methoxy-4-((2r,3r)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl)-1-oxaspiro[2.5]octan-6-yl)oxy)-10-oxodeca-2,4,6,8-tetraenoic Acid

    66. 127913-45-5

    67. 2,4,6,8-decatetraenedioic Acid, 1-((3r,4s,5s,6r)-5-methoxy-4-((2r,3r)-2-methyl-3-(3-methyl-2-buten-1-yl)-2-oxiranyl)-1-oxaspiro(2.5)oct-6-yl) Ester, (2e,4e,6e,8e)-

    68. 2,4,6,8-decatetraenedioic Acid, Mono((3r,4s,5s,6r)-5-methoxy-4-((2r,3r)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl)-1-oxaspiro(2.5)oct-6-yl) Ester, (2e,4e,6e,8e)-

    69. 2,4,6,8-decatetraenedioic Acid, Mono(4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro(2.5)oct-6-yl) Ester

    70. 2,4,6,8-decatetraenedioic Acid, Mono(4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro(2.5)oct-6-yl) Ester (van)

    71. 2,4,6,8-decatetraenedioic Acid, Mono(5-methoxy-4-(2-methyl-3-(3-methyl-2-butenyl)oxiranyl)-1-oxaspiro(2.5)oct-6-yl) Ester, (3r- (3.alpha.,4.alpha.(2r*,3r*),5.beta.,6.beta.(2e,4e,6e,8e)))-

    72. 2,4,6,8-decatetraenedioic Acid, Mono(5-methoxy-4-(2-methyl-3-(3-methyl-2-butenyl)oxiranyl)-1-oxaspiro(2.5)oct-6-yl) Ester, (3r-(3alp

    73. 2,4,6,8-decatetraenedioic Acid, Mono[(3r,4s,5s,6r)-5-methoxy-4-[(2r,3r)-2-methyl-3-(3-methyl-2-buten-1-yl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl] Ester, (2e,4e,6e,8e)-

    74. Antibiotic Obtained From Cultures Of Aspergillus Fumigatus, Or The Same Substance Produced By Any Other Means

    2.4 Create Date
    2006-07-28
    3 Chemical and Physical Properties
    Molecular Weight 458.5 g/mol
    Molecular Formula C26H34O7
    XLogP34
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count11
    Exact Mass458.23045342 g/mol
    Monoisotopic Mass458.23045342 g/mol
    Topological Polar Surface Area97.9 Ų
    Heavy Atom Count33
    Formal Charge0
    Complexity879
    Isotope Atom Count0
    Defined Atom Stereocenter Count6
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count4
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Angiogenesis Inhibitors

    Agents and endogenous substances that antagonize or inhibit the development of new blood vessels. (See all compounds classified as Angiogenesis Inhibitors.)

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

    Antiprotozoal Agents

    Substances that are destructive to protozoans. (See all compounds classified as Antiprotozoal Agents.)

    4.2 ATC Code

    P - Antiparasitic products, insecticides and repellents

    P01 - Antiprotozoals

    P01A - Agents against amoebiasis and other protozoal diseases

    P01AX - Other agents against amoebiasis and other protozoal diseases

    P01AX10 - Fumagillin