NP-MRD: Showing NP-Card for fuzanin B (NP0037953)

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Record Information

Version

2.0

Created at

2021-06-20 20:45:45 UTC

Updated at

2021-06-30 00:10:27 UTC

NP-MRD ID

NP0037953

Secondary Accession Numbers

None

Natural Product Identification

Common Name

fuzanin B

Provided By

JEOL Database JEOL Logo

Description

(1S,6R,8aS)-6-hydroxy-1-[(1E,3E,5R)-5-hydroxyhexa-1,3-dien-1-yl]-8-methyl-1H,3H,5H,6H,8aH-[1,3]oxazolo[3,4-a]pyridin-3-one belongs to the class of organic compounds known as oxazolidinones. Oxazolidinones are compounds containing an oxazolidinone moiety, which is an oxazolidine bearing a ketone group. fuzanin B is found in Kitasatospora sp. IFM10917. fuzanin B was first documented in 2009 (Aida, W.,et al.). Based on a literature review very few articles have been published on (1S,6R,8aS)-6-hydroxy-1-[(1E,3E,5R)-5-hydroxyhexa-1,3-dien-1-yl]-8-methyl-1H,3H,5H,6H,8aH-[1,3]oxazolo[3,4-a]pyridin-3-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122453D          

 38 39  0  0  0  0            999 V2000
    1.4348   -1.5179   -1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7584   -2.7274   -0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662   -3.8415   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494   -5.1059   -0.9288 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7482   -6.1921   -1.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183   -5.0970    0.6081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4401   -3.7739    1.0940 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5029   -3.4283    1.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3223   -4.1895    2.3568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5295   -2.0730    2.0358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5757   -1.4835    1.1294 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1145   -0.3616    1.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1872    0.8969    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8518    1.9559    2.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9337    3.2117    1.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094    4.3339    2.3807 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7708    4.9045    1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484    5.3632    2.5770 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -2.6367    0.7348 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2901   -1.2266   -0.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386   -0.6759   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8093   -1.7044   -2.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8671   -3.8693   -2.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0532   -5.2089   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884   -7.0108   -1.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8577   -5.8256    0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8455   -5.3890    1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -1.1065    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594   -0.6187    2.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    1.1543    0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.7064    3.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904    3.4712    0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679    4.0168    3.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343    5.2973    0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432    4.1497    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2242    5.7453    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1086    4.9583    3.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2605   -2.6627    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 19  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 19  2  1  0  0  0  0
 14 15  2  0  0  0  0
  7  6  1  0  0  0  0
 15 16  1  0  0  0  0
  6  4  1  0  0  0  0
 16 17  1  0  0  0  0
  4  3  1  0  0  0  0
  8  9  2  0  0  0  0
 19 11  1  0  0  0  0
  2  1  1  0  0  0  0
 11 10  1  0  0  0  0
  4  5  1  0  0  0  0
 10  8  1  0  0  0  0
 19 38  1  1  0  0  0
  8  7  1  0  0  0  0
 11 28  1  6  0  0  0
  3  2  2  0  0  0  0
 16 18  1  0  0  0  0
 11 12  1  0  0  0  0
 16 33  1  1  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  4 24  1  6  0  0  0
  3 23  1  0  0  0  0
 12 29  1  0  0  0  0
 13 30  1  0  0  0  0
 14 31  1  0  0  0  0
 15 32  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  5 25  1  0  0  0  0
 18 37  1  0  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    1.4348   -1.5179   -1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7584   -2.7274   -0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662   -3.8415   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494   -5.1059   -0.9288 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7482   -6.1921   -1.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183   -5.0970    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401   -3.7739    1.0940 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5029   -3.4283    1.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3223   -4.1895    2.3568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5295   -2.0730    2.0358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5757   -1.4835    1.1294 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1145   -0.3616    1.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1872    0.8969    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8518    1.9559    2.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9337    3.2117    1.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094    4.3339    2.3807 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7708    4.9045    1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484    5.3632    2.5770 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -2.6367    0.7348 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2901   -1.2266   -0.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386   -0.6759   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8093   -1.7044   -2.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8671   -3.8693   -2.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0532   -5.2089   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884   -7.0108   -1.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8577   -5.8256    0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8455   -5.3890    1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -1.1065    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594   -0.6187    2.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    1.1543    0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.7064    3.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904    3.4712    0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679    4.0168    3.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343    5.2973    0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432    4.1497    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2242    5.7453    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1086    4.9583    3.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2605   -2.6627    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 19  1  0
 12 13  2  0
 13 14  1  0
 19  2  1  0
 14 15  2  0
  7  6  1  0
 15 16  1  0
  6  4  1  0
 16 17  1  0
  4  3  1  0
  8  9  2  0
 19 11  1  0
  2  1  1  0
 11 10  1  0
  4  5  1  0
 10  8  1  0
 19 38  1  1
  8  7  1  0
 11 28  1  6
  3  2  2  0
 16 18  1  0
 11 12  1  0
 16 33  1  1
  6 26  1  0
  6 27  1  0
  4 24  1  6
  3 23  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 25  1  0
 18 37  1  0
M  END


  Mrv1652306202122453D          

 38 39  0  0  0  0            999 V2000
    1.4348   -1.5179   -1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7584   -2.7274   -0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662   -3.8415   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494   -5.1059   -0.9288 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7482   -6.1921   -1.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183   -5.0970    0.6081 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4401   -3.7739    1.0940 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5029   -3.4283    1.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3223   -4.1895    2.3568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5295   -2.0730    2.0358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5757   -1.4835    1.1294 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1145   -0.3616    1.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1872    0.8969    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8518    1.9559    2.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9337    3.2117    1.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094    4.3339    2.3807 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7708    4.9045    1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484    5.3632    2.5770 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -2.6367    0.7348 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2901   -1.2266   -0.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386   -0.6759   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8093   -1.7044   -2.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8671   -3.8693   -2.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0532   -5.2089   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884   -7.0108   -1.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8577   -5.8256    0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8455   -5.3890    1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -1.1065    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594   -0.6187    2.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    1.1543    0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.7064    3.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904    3.4712    0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679    4.0168    3.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343    5.2973    0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432    4.1497    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2242    5.7453    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1086    4.9583    3.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2605   -2.6627    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 19  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 19  2  1  0  0  0  0
 14 15  2  0  0  0  0
  7  6  1  0  0  0  0
 15 16  1  0  0  0  0
  6  4  1  0  0  0  0
 16 17  1  0  0  0  0
  4  3  1  0  0  0  0
  8  9  2  0  0  0  0
 19 11  1  0  0  0  0
  2  1  1  0  0  0  0
 11 10  1  0  0  0  0
  4  5  1  0  0  0  0
 10  8  1  0  0  0  0
 19 38  1  1  0  0  0
  8  7  1  0  0  0  0
 11 28  1  6  0  0  0
  3  2  2  0  0  0  0
 16 18  1  0  0  0  0
 11 12  1  0  0  0  0
 16 33  1  1  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  4 24  1  6  0  0  0
  3 23  1  0  0  0  0
 12 29  1  0  0  0  0
 13 30  1  0  0  0  0
 14 31  1  0  0  0  0
 15 32  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  5 25  1  0  0  0  0
 18 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037953

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C(\[H])=C(/[H])\C(\[H])=C(/[H])[C@]1([H])OC(=O)N2C([H])([H])[C@]([H])(O[H])C([H])=C(C([H])([H])[H])[C@@]12[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H19NO4/c1-9-7-11(17)8-15-13(9)12(19-14(15)18)6-4-3-5-10(2)16/h3-7,10-13,16-17H,8H2,1-2H3/b5-3+,6-4+/t10-,11-,12+,13+/m1/s1

> <INCHI_KEY>
BESRALYTNWDJSD-WKIVEWPHSA-N

> <FORMULA>
C14H19NO4

> <MOLECULAR_WEIGHT>
265.309

> <EXACT_MASS>
265.131408096

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
28.7777112302633

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,6R,8aS)-6-hydroxy-1-[(1E,3E,5R)-5-hydroxyhexa-1,3-dien-1-yl]-8-methyl-1H,3H,5H,6H,8aH-[1,3]oxazolo[3,4-a]pyridin-3-one

> <ALOGPS_LOGP>
0.79

> <JCHEM_LOGP>
0.7339855550000002

> <ALOGPS_LOGS>
-1.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.055721762192906

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.483402911043864

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8996273012168228

> <JCHEM_POLAR_SURFACE_AREA>
70.0

> <JCHEM_REFRACTIVITY>
73.1967

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,6R,8aS)-6-hydroxy-1-[(1E,3E,5R)-5-hydroxyhexa-1,3-dien-1-yl]-8-methyl-1H,5H,6H,8aH-[1,3]oxazolo[3,4-a]pyridin-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    1.4348   -1.5179   -1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7584   -2.7274   -0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662   -3.8415   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494   -5.1059   -0.9288 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7482   -6.1921   -1.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183   -5.0970    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401   -3.7739    1.0940 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5029   -3.4283    1.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3223   -4.1895    2.3568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5295   -2.0730    2.0358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5757   -1.4835    1.1294 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1145   -0.3616    1.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1872    0.8969    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8518    1.9559    2.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9337    3.2117    1.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094    4.3339    2.3807 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7708    4.9045    1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484    5.3632    2.5770 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -2.6367    0.7348 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2901   -1.2266   -0.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386   -0.6759   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8093   -1.7044   -2.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8671   -3.8693   -2.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0532   -5.2089   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884   -7.0108   -1.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8577   -5.8256    0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8455   -5.3890    1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -1.1065    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594   -0.6187    2.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    1.1543    0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.7064    3.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904    3.4712    0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679    4.0168    3.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343    5.2973    0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432    4.1497    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2242    5.7453    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1086    4.9583    3.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2605   -2.6627    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 19  1  0
 12 13  2  0
 13 14  1  0
 19  2  1  0
 14 15  2  0
  7  6  1  0
 15 16  1  0
  6  4  1  0
 16 17  1  0
  4  3  1  0
  8  9  2  0
 19 11  1  0
  2  1  1  0
 11 10  1  0
  4  5  1  0
 10  8  1  0
 19 38  1  1
  8  7  1  0
 11 28  1  6
  3  2  2  0
 16 18  1  0
 11 12  1  0
 16 33  1  1
  6 26  1  0
  6 27  1  0
  4 24  1  6
  3 23  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 25  1  0
 18 37  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.435  -1.518  -1.311  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.758  -2.727  -0.729  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.566  -3.841  -1.469  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.049  -5.106  -0.929  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.748  -6.192  -1.384  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.118  -5.097   0.608  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.440  -3.774   1.094  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.503  -3.428   1.871  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.322  -4.189   2.357  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.530  -2.073   2.036  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.576  -1.484   1.129  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.115  -0.362   1.855  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.187   0.897   1.395  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.852   1.956   2.117  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.934   3.212   1.652  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.609   4.334   2.381  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.771   4.904   1.581  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.648   5.363   2.577  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.357  -2.637   0.735  0.00  0.00           C+0
HETATM   20  H   UNK     0       2.290  -1.227  -0.693  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.739  -0.676  -1.367  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.809  -1.704  -2.323  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.867  -3.869  -2.514  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.053  -5.209  -1.357  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.288  -7.011  -1.131  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.858  -5.826   0.958  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.846  -5.389   1.043  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.146  -1.107   0.271  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.559  -0.619   2.814  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.272   1.154   0.442  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.296   1.706   3.079  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.490   3.471   0.692  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.968   4.017   3.366  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.434   5.297   0.615  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.543   4.150   1.401  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.224   5.745   2.117  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.109   4.958   3.034  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.260  -2.663   1.357  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2   19    1    3                                                  
CONECT    3    4    2   23                                                  
CONECT    4    6    3    5   24                                             
CONECT    5    4   25                                                       
CONECT    6    7    4   26   27                                             
CONECT    7   19    6    8                                                  
CONECT    8    9   10    7                                                  
CONECT    9    8                                                            
CONECT   10   11    8                                                       
CONECT   11   19   10   28   12                                             
CONECT   12   13   11   29                                                  
CONECT   13   12   14   30                                                  
CONECT   14   13   15   31                                                  
CONECT   15   14   16   32                                                  
CONECT   16   15   17   18   33                                             
CONECT   17   16   34   35   36                                             
CONECT   18   16   37                                                       
CONECT   19    7    2   11   38                                             
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    6                                                            
CONECT   27    6                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
CONECT   34   17                                                            
CONECT   35   17                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

RDKit          3D

38 39  0  0  0  0  0  0  0  0999 V2000
    1.4348   -1.5179   -1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7584   -2.7274   -0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662   -3.8415   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494   -5.1059   -0.9288 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7482   -6.1921   -1.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1183   -5.0970    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4401   -3.7739    1.0940 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5029   -3.4283    1.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3223   -4.1895    2.3568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5295   -2.0730    2.0358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5757   -1.4835    1.1294 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1145   -0.3616    1.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1872    0.8969    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8518    1.9559    2.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9337    3.2117    1.6517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094    4.3339    2.3807 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7708    4.9045    1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484    5.3632    2.5770 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -2.6367    0.7348 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2901   -1.2266   -0.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386   -0.6759   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8093   -1.7044   -2.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8671   -3.8693   -2.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0532   -5.2089   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884   -7.0108   -1.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8577   -5.8256    0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8455   -5.3890    1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1457   -1.1065    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594   -0.6187    2.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    1.1543    0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.7064    3.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904    3.4712    0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679    4.0168    3.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343    5.2973    0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432    4.1497    1.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2242    5.7453    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1086    4.9583    3.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2605   -2.6627    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 19  1  0
 12 13  2  0
 13 14  1  0
 19  2  1  0
 14 15  2  0
  7  6  1  0
 15 16  1  0
  6  4  1  0
 16 17  1  0
  4  3  1  0
  8  9  2  0
 19 11  1  0
  2  1  1  0
 11 10  1  0
  4  5  1  0
 10  8  1  0
 19 38  1  1
  8  7  1  0
 11 28  1  6
  3  2  2  0
 16 18  1  0
 11 12  1  0
 16 33  1  1
  6 26  1  0
  6 27  1  0
  4 24  1  6
  3 23  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 25  1  0
 18 37  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₉NO₄

Average Mass

265.3090 Da

Monoisotopic Mass

265.13141 Da

IUPAC Name

(1S,6R,8aS)-6-hydroxy-1-[(1E,3E,5R)-5-hydroxyhexa-1,3-dien-1-yl]-8-methyl-1H,3H,5H,6H,8aH-[1,3]oxazolo[3,4-a]pyridin-3-one

Traditional Name

(1S,6R,8aS)-6-hydroxy-1-[(1E,3E,5R)-5-hydroxyhexa-1,3-dien-1-yl]-8-methyl-1H,5H,6H,8aH-[1,3]oxazolo[3,4-a]pyridin-3-one

CAS Registry Number

Not Available

SMILES

[H]O[C@@]([H])(C(\[H])=C(/[H])\C(\[H])=C(/[H])[C@]1([H])OC(=O)N2C([H])([H])[C@]([H])(O[H])C([H])=C(C([H])([H])[H])[C@@]12[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C14H19NO4/c1-9-7-11(17)8-15-13(9)12(19-14(15)18)6-4-3-5-10(2)16/h3-7,10-13,16-17H,8H2,1-2H3/b5-3+,6-4+/t10-,11-,12+,13+/m1/s1

InChI Key

BESRALYTNWDJSD-WKIVEWPHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Kitasatospora sp. IFM10917	JEOL database	Aida, W.,et al, Tetrahedron 65, 369 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxazolidinones. Oxazolidinones are compounds containing an oxazolidinone moiety, which is an oxazolidine bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolidines

Sub Class

Oxazolidines

Direct Parent

Oxazolidinones

Alternative Parents

Substituents

Oxazolidinone
Carbamic acid ester
Secondary alcohol
Oxacycle
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.79	ALOGPS
logP	0.73	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	14.48	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	73.2 m³·mol⁻¹	ChemAxon
Polarizability	28.78 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78437263

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25178867

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Aida, W.,et al. (2009). Aida, W.,et al, Tetrahedron 65, 369 (2009). Tetrahedron.

Showing NP-Card for fuzanin B (NP0037953)

MOL for NP0037953 (fuzanin B)

3D MOL for NP0037953 (fuzanin B)

3D SDF for NP0037953 (fuzanin B)

3D-SDF for NP0037953 (fuzanin B)

PDB for NP0037953 (fuzanin B)

3D PDB for NP0037953 (fuzanin B)

SMILES for NP0037953 (fuzanin B)

INCHI for NP0037953 (fuzanin B)

Structure for NP0037953 (fuzanin B)

3D Structure for NP0037953 (fuzanin B)