NP-MRD: Showing NP-Card for Pyridoxatin (NP0014354)

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Record Information

Version

1.0

Created at

2021-01-05 23:32:48 UTC

Updated at

2024-04-19 09:35:34 UTC

NP-MRD ID

NP0014354

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pyridoxatin

Provided By

NPAtlas

Description

Pyridoxatin is found in Acremonium sp. BX86 and Tolypocladium sp. CMB-MF028. It was first documented in 2015 (PMID: 26107107). Based on a literature review a significant number of articles have been published on Pyridoxatin (PMID: 28383912) (PMID: 34379730) (PMID: 31152280) (PMID: 28704971).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119543D          

 40 41  0  0  0  0            999 V2000
    1.2225   -3.2623   -0.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351   -2.2688   -0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800   -0.8335   -0.8648 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1572   -0.7775   -0.5808 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6711    0.6319   -0.4297 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1690    0.6819   -0.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748    1.1823    0.8070 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5134    1.3066    0.3107 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2949    2.0456    1.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -0.0976    0.2183 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5231   -0.0135    0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3362   -1.0384    0.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882   -2.0984    1.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7281   -1.0091    0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086    0.0228   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4991    0.9965   -0.8757 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0534    2.0289   -1.5746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1663    0.9813   -0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4845    1.9451   -1.1316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061   -4.3027   -0.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790   -3.0311   -0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6756   -2.6337   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5301   -0.3195   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184   -1.2747    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7625   -1.2561   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    1.2138   -1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336    1.7643   -0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4617    0.0882    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6283    0.3428   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    0.4333    1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2895    2.1831    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6010    1.8072   -0.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4726    3.0931    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913    2.0961    2.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2810    1.5730    1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824   -0.6077    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -2.8277    1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3419   -1.8127    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3864    0.0423   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519    3.0051   -1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10  3  1  0  0  0  0
 18 11  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3 23  1  6  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5 26  1  6  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
  6 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  8 32  1  6  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
 10 36  1  1  0  0  0
 13 37  1  0  0  0  0
 14 38  1  0  0  0  0
 15 39  1  0  0  0  0
 17 40  1  0  0  0  0
M  END

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    1.2225   -3.2623   -0.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351   -2.2688   -0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800   -0.8335   -0.8648 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1572   -0.7775   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    0.6319   -0.4297 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1690    0.6819   -0.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748    1.1823    0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5134    1.3066    0.3107 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2949    2.0456    1.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -0.0976    0.2183 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5231   -0.0135    0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3362   -1.0384    0.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882   -2.0984    1.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7281   -1.0091    0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086    0.0228   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4991    0.9965   -0.8757 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0534    2.0289   -1.5746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1663    0.9813   -0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4845    1.9451   -1.1316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061   -4.3027   -0.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790   -3.0311   -0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6756   -2.6337   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5301   -0.3195   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184   -1.2747    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7625   -1.2561   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    1.2138   -1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336    1.7643   -0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4617    0.0882    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6283    0.3428   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    0.4333    1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2895    2.1831    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6010    1.8072   -0.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4726    3.0931    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913    2.0961    2.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2810    1.5730    1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824   -0.6077    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -2.8277    1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3419   -1.8127    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3864    0.0423   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519    3.0051   -1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 10  3  1  0
 18 11  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  6
  4 24  1  0
  4 25  1  0
  5 26  1  6
  6 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  6
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  1
 13 37  1  0
 14 38  1  0
 15 39  1  0
 17 40  1  0
M  END


  Mrv1652306242119543D          

 40 41  0  0  0  0            999 V2000
    1.2225   -3.2623   -0.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351   -2.2688   -0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800   -0.8335   -0.8648 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1572   -0.7775   -0.5808 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6711    0.6319   -0.4297 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1690    0.6819   -0.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748    1.1823    0.8070 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5134    1.3066    0.3107 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2949    2.0456    1.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -0.0976    0.2183 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5231   -0.0135    0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3362   -1.0384    0.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882   -2.0984    1.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7281   -1.0091    0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086    0.0228   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4991    0.9965   -0.8757 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0534    2.0289   -1.5746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1663    0.9813   -0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4845    1.9451   -1.1316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061   -4.3027   -0.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790   -3.0311   -0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6756   -2.6337   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5301   -0.3195   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184   -1.2747    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7625   -1.2561   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    1.2138   -1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336    1.7643   -0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4617    0.0882    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6283    0.3428   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    0.4333    1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2895    2.1831    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6010    1.8072   -0.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4726    3.0931    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913    2.0961    2.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2810    1.5730    1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824   -0.6077    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -2.8277    1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3419   -1.8127    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3864    0.0423   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519    3.0051   -1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10  3  1  0  0  0  0
 18 11  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3 23  1  6  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5 26  1  6  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
  6 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  8 32  1  6  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
 10 36  1  1  0  0  0
 13 37  1  0  0  0  0
 14 38  1  0  0  0  0
 15 39  1  0  0  0  0
 17 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0014354

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]ON1C([H])=C([H])C(O[H])=C(C1=O)[C@@]1([H])[C@]([H])(C([H])=C([H])[H])C([H])([H])[C@]([H])(C([H])([H])[H])C([H])([H])[C@]1([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H21NO3/c1-4-11-8-9(2)7-10(3)13(11)14-12(17)5-6-16(19)15(14)18/h4-6,9-11,13,17,19H,1,7-8H2,2-3H3/t9-,10+,11-,13-/m1/s1

> <INCHI_KEY>
OQJADHLOEAOIGC-LSCVPOLPSA-N

> <FORMULA>
C15H21NO3

> <MOLECULAR_WEIGHT>
263.337

> <EXACT_MASS>
263.15214354

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
28.993564192695338

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(1R,2S,4R,6S)-2-ethenyl-4,6-dimethylcyclohexyl]-1,4-dihydroxy-1,2-dihydropyridin-2-one

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
2.613422918999999

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.708015644105432

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.556254616107847

> <JCHEM_PKA_STRONGEST_BASIC>
-4.133018382908703

> <JCHEM_POLAR_SURFACE_AREA>
60.77

> <JCHEM_REFRACTIVITY>
75.50059999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(1R,2S,4R,6S)-2-ethenyl-4,6-dimethylcyclohexyl]-1,4-dihydroxypyridin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    1.2225   -3.2623   -0.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351   -2.2688   -0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800   -0.8335   -0.8648 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1572   -0.7775   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    0.6319   -0.4297 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1690    0.6819   -0.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748    1.1823    0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5134    1.3066    0.3107 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2949    2.0456    1.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -0.0976    0.2183 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5231   -0.0135    0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3362   -1.0384    0.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882   -2.0984    1.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7281   -1.0091    0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086    0.0228   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4991    0.9965   -0.8757 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0534    2.0289   -1.5746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1663    0.9813   -0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4845    1.9451   -1.1316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061   -4.3027   -0.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790   -3.0311   -0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6756   -2.6337   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5301   -0.3195   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184   -1.2747    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7625   -1.2561   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    1.2138   -1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336    1.7643   -0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4617    0.0882    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6283    0.3428   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    0.4333    1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2895    2.1831    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6010    1.8072   -0.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4726    3.0931    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913    2.0961    2.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2810    1.5730    1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824   -0.6077    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -2.8277    1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3419   -1.8127    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3864    0.0423   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519    3.0051   -1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 10  3  1  0
 18 11  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  6
  4 24  1  0
  4 25  1  0
  5 26  1  6
  6 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  6
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  1
 13 37  1  0
 14 38  1  0
 15 39  1  0
 17 40  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       1.222  -3.262  -0.801  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.335  -2.269  -0.970  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.680  -0.834  -0.865  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.157  -0.778  -0.581  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.671   0.632  -0.430  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.169   0.682  -0.267  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.975   1.182   0.807  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.513   1.307   0.311  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.295   2.046   1.340  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.067  -0.098   0.218  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.523  -0.014   0.008  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.336  -1.038   0.482  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.788  -2.098   1.183  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.728  -1.009   0.254  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.309   0.023  -0.433  0.00  0.00           C+0
HETATM   16  N   UNK     0      -3.499   0.997  -0.876  0.00  0.00           N+0
HETATM   17  O   UNK     0      -4.053   2.029  -1.575  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.166   0.981  -0.667  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.484   1.945  -1.132  0.00  0.00           O+0
HETATM   20  H   UNK     0       1.006  -4.303  -0.869  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.279  -3.031  -0.570  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.676  -2.634  -1.196  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.530  -0.320  -1.848  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.318  -1.275   0.392  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.763  -1.256  -1.388  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.418   1.214  -1.315  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.434   1.764  -0.139  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.462   0.088   0.621  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.628   0.343  -1.194  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.937   0.433   1.627  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.289   2.183   1.094  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.601   1.807  -0.643  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.473   3.093   1.046  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.291   2.096   2.295  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.281   1.573   1.541  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.182  -0.608   1.165  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.403  -2.828   1.533  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.342  -1.813   0.636  0.00  0.00           H+0
HETATM   39  H   UNK     0      -5.386   0.042  -0.618  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.052   3.005  -1.242  0.00  0.00           H+0
CONECT    1    2   20   21                                                  
CONECT    2    1    3   22                                                  
CONECT    3    2    4   10   23                                             
CONECT    4    3    5   24   25                                             
CONECT    5    4    6    7   26                                             
CONECT    6    5   27   28   29                                             
CONECT    7    5    8   30   31                                             
CONECT    8    7    9   10   32                                             
CONECT    9    8   33   34   35                                             
CONECT   10    8   11    3   36                                             
CONECT   11   10   12   18                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   37                                                       
CONECT   14   12   15   38                                                  
CONECT   15   14   16   39                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   40                                                       
CONECT   18   16   19   11                                                  
CONECT   19   18                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    2                                                            
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    6                                                            
CONECT   28    6                                                            
CONECT   29    6                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35    9                                                            
CONECT   36   10                                                            
CONECT   37   13                                                            
CONECT   38   14                                                            
CONECT   39   15                                                            
CONECT   40   17                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END

RDKit          3D

40 41  0  0  0  0  0  0  0  0999 V2000
    1.2225   -3.2623   -0.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3351   -2.2688   -0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800   -0.8335   -0.8648 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1572   -0.7775   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711    0.6319   -0.4297 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1690    0.6819   -0.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748    1.1823    0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5134    1.3066    0.3107 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2949    2.0456    1.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -0.0976    0.2183 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5231   -0.0135    0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3362   -1.0384    0.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882   -2.0984    1.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7281   -1.0091    0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086    0.0228   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4991    0.9965   -0.8757 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0534    2.0289   -1.5746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1663    0.9813   -0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4845    1.9451   -1.1316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061   -4.3027   -0.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790   -3.0311   -0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6756   -2.6337   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5301   -0.3195   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184   -1.2747    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7625   -1.2561   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    1.2138   -1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336    1.7643   -0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4617    0.0882    0.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6283    0.3428   -1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    0.4333    1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2895    2.1831    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6010    1.8072   -0.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4726    3.0931    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913    2.0961    2.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2810    1.5730    1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824   -0.6077    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4029   -2.8277    1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3419   -1.8127    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3864    0.0423   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519    3.0051   -1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 10  3  1  0
 18 11  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  6
  4 24  1  0
  4 25  1  0
  5 26  1  6
  6 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  6
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  1
 13 37  1  0
 14 38  1  0
 15 39  1  0
 17 40  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₅H₂₁NO₃

Average Mass

263.3370 Da

Monoisotopic Mass

263.15214 Da

IUPAC Name

3-[(1R,2S,4R,6S)-2-ethenyl-4,6-dimethylcyclohexyl]-1,4-dihydroxy-1,2-dihydropyridin-2-one

Traditional Name

3-[(1R,2S,4R,6S)-2-ethenyl-4,6-dimethylcyclohexyl]-1,4-dihydroxypyridin-2-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@H](C)[C@H]([C@@H](C1)C=C)C1=C(O)C=CN(O)C1=O

InChI Identifier

InChI=1S/C15H21NO3/c1-4-11-8-9(2)7-10(3)13(11)14-12(17)5-6-16(19)15(14)18/h4-6,9-11,13,17,19H,1,7-8H2,2-3H3/t9-,10+,11-,13-/m1/s1

InChI Key

OQJADHLOEAOIGC-LSCVPOLPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, C2D6OS, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	r.capon@imb.uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acremonium sp. BX86	Fungi	KNApSAcK
Tolypocladium sp. CMB-MF028	NPAtlas	26107107

Chemical Taxonomy

Classification

Not classified

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	2.16	ALOGPS
logP	2.61	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	6.56	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	60.77 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.5 m³·mol⁻¹	ChemAxon
Polarizability	28.99 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

NPAtlas ID

NPA011360

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017102

Chemspider ID

32818456

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90470157

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shang Z, Li L, Esposito BP, Salim AA, Khalil ZG, Quezada M, Bernhardt PV, Capon RJ: New PKS-NRPS tetramic acids and pyridinone from an Australian marine-derived fungus, Chaunopycnis sp. Org Biomol Chem. 2015 Jul 28;13(28):7795-802. doi: 10.1039/c5ob01058f. [PubMed:26107107 ]
Shang Z, Salim AA, Capon RJ: Chaunopyran A: Co-Cultivation of Marine Mollusk-Derived Fungi Activates a Rare Class of 2-Alkenyl-Tetrahydropyran. J Nat Prod. 2017 Apr 28;80(4):1167-1172. doi: 10.1021/acs.jnatprod.7b00144. Epub 2017 Apr 6. [PubMed:28383912 ]
Motoyama T, Ishii T, Kamakura T, Osada H: Screening of tenuazonic acid production-inducing compounds and identification of NPD938 as a regulator of fungal secondary metabolism. Biosci Biotechnol Biochem. 2021 Sep 22;85(10):2200-2208. doi: 10.1093/bbb/zbab143. [PubMed:34379730 ]
da Silva GS, Shang Z, Kalansuriya P, Capon RJ, Esposito BP: Antioxidant activity and cellular uptake of the hydroxamate-based fungal iron chelators pyridoxatin, desferriastechrome and desferricoprogen. Biometals. 2019 Aug;32(4):707-715. doi: 10.1007/s10534-019-00202-7. Epub 2019 Jun 1. [PubMed:31152280 ]
Lin J, Niu S, Ding Z, Wang R, Dai Q, Wei W, Luo R, Liu L: Isolation and Characterization of Aphidicolin Derivatives from Tolypocladium inflatum. Molecules. 2017 Jul 12;22(7). pii: molecules22071168. doi: 10.3390/molecules22071168. [PubMed:28704971 ]

Showing NP-Card for Pyridoxatin (NP0014354)

MOL for NP0014354 (Pyridoxatin)

3D MOL for NP0014354 (Pyridoxatin)

3D SDF for NP0014354 (Pyridoxatin)

3D-SDF for NP0014354 (Pyridoxatin)

PDB for NP0014354 (Pyridoxatin)

3D PDB for NP0014354 (Pyridoxatin)

SMILES for NP0014354 (Pyridoxatin)

INCHI for NP0014354 (Pyridoxatin)

Structure for NP0014354 (Pyridoxatin)

3D Structure for NP0014354 (Pyridoxatin)