NP-MRD: Showing NP-Card for Fusamine (NP0010707)

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Record Information

Version

2.0

Created at

2021-01-05 20:08:05 UTC

Updated at

2021-07-15 17:06:51 UTC

NP-MRD ID

NP0010707

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fusamine

Provided By

NPAtlas

Description

Fusamine belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. Fusamine is found in Fusarium incarnatum. Fusamine was first documented in 2012 (PMID: 22439674). Based on a literature review very few articles have been published on Fusamine.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107403D          

 38 39  0  0  0  0            999 V2000
   -1.0755   -1.3079    1.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980   -0.4049    0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878    0.1314   -0.1111 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577    0.2817   -0.2518 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9667   -0.4387    0.7241 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3785   -0.1127    0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950    0.9815    0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3167    1.2783    0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619    0.4738   -0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2697    0.7516   -0.6855 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3555   -0.6299   -0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367   -0.9195   -0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5752   -0.0974    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113   -0.5934    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -1.4413    1.7716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9804   -0.2622    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0697    0.5729   -0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3693    0.9677   -1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9717    1.0459   -1.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    0.7451   -0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7599    1.2243   -1.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -1.4753    2.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051   -0.8335    2.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5563   -2.2947    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257    1.3505   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889   -0.1235   -1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -1.5336    0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8457   -0.1230    1.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5113    1.6411    1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    2.1247    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4645    1.3409   -1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8749   -1.2493   -1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900   -1.7894   -0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4143   -1.7984    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8527   -0.6528    0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7981    0.1259   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1180    1.1739   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3450    1.8703   -2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 12  6  1  0  0  0  0
 20 13  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  4 25  1  0  0  0  0
  4 26  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  7 29  1  0  0  0  0
  8 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 32  1  0  0  0  0
 12 33  1  0  0  0  0
 15 34  1  0  0  0  0
 16 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
   -1.0755   -1.3079    1.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980   -0.4049    0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878    0.1314   -0.1111 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577    0.2817   -0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -0.4387    0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3785   -0.1127    0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950    0.9815    0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3167    1.2783    0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619    0.4738   -0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2697    0.7516   -0.6855 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3555   -0.6299   -0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367   -0.9195   -0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5752   -0.0974    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113   -0.5934    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -1.4413    1.7716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9804   -0.2622    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0697    0.5729   -0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3693    0.9677   -1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9717    1.0459   -1.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    0.7451   -0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7599    1.2243   -1.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -1.4753    2.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051   -0.8335    2.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5563   -2.2947    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257    1.3505   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889   -0.1235   -1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -1.5336    0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8457   -0.1230    1.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5113    1.6411    1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    2.1247    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4645    1.3409   -1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8749   -1.2493   -1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900   -1.7894   -0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4143   -1.7984    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8527   -0.6528    0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7981    0.1259   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1180    1.1739   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3450    1.8703   -2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 12  6  1  0
 20 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END


  Mrv1652306242107403D          

 38 39  0  0  0  0            999 V2000
   -1.0755   -1.3079    1.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980   -0.4049    0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878    0.1314   -0.1111 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577    0.2817   -0.2518 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9667   -0.4387    0.7241 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3785   -0.1127    0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950    0.9815    0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3167    1.2783    0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619    0.4738   -0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2697    0.7516   -0.6855 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3555   -0.6299   -0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367   -0.9195   -0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5752   -0.0974    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113   -0.5934    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -1.4413    1.7716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9804   -0.2622    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0697    0.5729   -0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3693    0.9677   -1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9717    1.0459   -1.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    0.7451   -0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7599    1.2243   -1.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -1.4753    2.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051   -0.8335    2.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5563   -2.2947    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257    1.3505   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889   -0.1235   -1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -1.5336    0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8457   -0.1230    1.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5113    1.6411    1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    2.1247    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4645    1.3409   -1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8749   -1.2493   -1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900   -1.7894   -0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4143   -1.7984    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8527   -0.6528    0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7981    0.1259   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1180    1.1739   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3450    1.8703   -2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 12  6  1  0  0  0  0
 20 13  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  4 25  1  0  0  0  0
  4 26  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  7 29  1  0  0  0  0
  8 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 32  1  0  0  0  0
 12 33  1  0  0  0  0
 15 34  1  0  0  0  0
 16 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010707

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])\N=C(\C1=C(O[H])C([H])=C(OC1=O)C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO4/c1-10-9-14(19)15(16(20)21-10)11(2)17-8-7-12-3-5-13(18)6-4-12/h3-6,9,18-19H,7-8H2,1-2H3/b17-11+

> <INCHI_KEY>
LXIRTAUNDXWCQZ-UHFFFAOYSA-N

> <FORMULA>
C16H17NO4

> <MOLECULAR_WEIGHT>
287.315

> <EXACT_MASS>
287.115758031

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.00784683186354

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-3-[(1E)-1-{[2-(4-hydroxyphenyl)ethyl]imino}ethyl]-6-methyl-2H-pyran-2-one

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.411856840333334

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.238765213402132

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.539618414580735

> <JCHEM_PKA_STRONGEST_BASIC>
4.500579506714988

> <JCHEM_POLAR_SURFACE_AREA>
79.12

> <JCHEM_REFRACTIVITY>
81.73459999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-3-[(1E)-1-{[2-(4-hydroxyphenyl)ethyl]imino}ethyl]-6-methylpyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
   -1.0755   -1.3079    1.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980   -0.4049    0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878    0.1314   -0.1111 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577    0.2817   -0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -0.4387    0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3785   -0.1127    0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950    0.9815    0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3167    1.2783    0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619    0.4738   -0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2697    0.7516   -0.6855 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3555   -0.6299   -0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367   -0.9195   -0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5752   -0.0974    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113   -0.5934    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -1.4413    1.7716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9804   -0.2622    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0697    0.5729   -0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3693    0.9677   -1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9717    1.0459   -1.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    0.7451   -0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7599    1.2243   -1.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -1.4753    2.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051   -0.8335    2.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5563   -2.2947    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257    1.3505   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889   -0.1235   -1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -1.5336    0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8457   -0.1230    1.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5113    1.6411    1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    2.1247    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4645    1.3409   -1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8749   -1.2493   -1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900   -1.7894   -0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4143   -1.7984    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8527   -0.6528    0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7981    0.1259   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1180    1.1739   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3450    1.8703   -2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 12  6  1  0
 20 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  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      -1.075  -1.308   1.706  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.198  -0.405   0.542  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.288   0.131  -0.111  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.058   0.282  -0.252  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.967  -0.439   0.724  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.378  -0.113   0.356  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.995   0.982   0.912  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.317   1.278   0.561  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.962   0.474  -0.326  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.270   0.752  -0.686  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.356  -0.630  -0.894  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.037  -0.920  -0.539  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.575  -0.097   0.093  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.711  -0.593   0.683  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.587  -1.441   1.772  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.980  -0.262   0.210  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.070   0.573  -0.861  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.369   0.968  -1.416  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.972   1.046  -1.423  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.778   0.745  -0.992  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.760   1.224  -1.565  0.00  0.00           O+0
HETATM   22  H   UNK     0      -0.026  -1.475   2.043  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.605  -0.834   2.557  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.556  -2.295   1.466  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.426   1.351  -0.311  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.389  -0.124  -1.268  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.839  -1.534   0.646  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.846  -0.123   1.765  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.511   1.641   1.620  0.00  0.00           H+0
HETATM   30  H   UNK     0       5.801   2.125   0.988  0.00  0.00           H+0
HETATM   31  H   UNK     0       7.465   1.341  -1.464  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.875  -1.249  -1.587  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.590  -1.789  -1.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.414  -1.798   2.196  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.853  -0.653   0.676  0.00  0.00           H+0
HETATM   36  H   UNK     0      -6.798   0.126  -2.008  0.00  0.00           H+0
HETATM   37  H   UNK     0      -7.118   1.174  -0.602  0.00  0.00           H+0
HETATM   38  H   UNK     0      -6.345   1.870  -2.044  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   25   26                                             
CONECT    5    4    6   27   28                                             
CONECT    6    5    7   12                                                  
CONECT    7    6    8   29                                                  
CONECT    8    7    9   30                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   31                                                       
CONECT   11    9   12   32                                                  
CONECT   12   11    6   33                                                  
CONECT   13    2   14   20                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   34                                                       
CONECT   16   14   17   35                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   36   37   38                                             
CONECT   19   17   20                                                       
CONECT   20   19   21   13                                                  
CONECT   21   20                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    4                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    7                                                            
CONECT   30    8                                                            
CONECT   31   10                                                            
CONECT   32   11                                                            
CONECT   33   12                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   18                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
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
   -1.0755   -1.3079    1.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980   -0.4049    0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878    0.1314   -0.1111 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577    0.2817   -0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -0.4387    0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3785   -0.1127    0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950    0.9815    0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3167    1.2783    0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619    0.4738   -0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2697    0.7516   -0.6855 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3555   -0.6299   -0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367   -0.9195   -0.5385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5752   -0.0974    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113   -0.5934    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -1.4413    1.7716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9804   -0.2622    0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0697    0.5729   -0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3693    0.9677   -1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9717    1.0459   -1.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    0.7451   -0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7599    1.2243   -1.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -1.4753    2.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6051   -0.8335    2.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5563   -2.2947    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257    1.3505   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889   -0.1235   -1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -1.5336    0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8457   -0.1230    1.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5113    1.6411    1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    2.1247    0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4645    1.3409   -1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8749   -1.2493   -1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900   -1.7894   -0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4143   -1.7984    2.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8527   -0.6528    0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7981    0.1259   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1180    1.1739   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3450    1.8703   -2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 12  6  1  0
 20 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₆H₁₇NO₄

Average Mass

287.3150 Da

Monoisotopic Mass

287.11576 Da

IUPAC Name

4-hydroxy-3-[(1E)-1-{[2-(4-hydroxyphenyl)ethyl]imino}ethyl]-6-methyl-2H-pyran-2-one

Traditional Name

4-hydroxy-3-[(1E)-1-{[2-(4-hydroxyphenyl)ethyl]imino}ethyl]-6-methylpyran-2-one

CAS Registry Number

Not Available

SMILES

CC(=NCCC1=CC=C(O)C=C1)C1=C(O)C=C(C)OC1=O

InChI Identifier

InChI=1S/C16H17NO4/c1-10-9-14(19)15(16(20)21-10)11(2)17-8-7-12-3-5-13(18)6-4-12/h3-6,9,18-19H,7-8H2,1-2H3

InChI Key

LXIRTAUNDXWCQZ-UHFFFAOYSA-N

Experimental Spectra

Not Available

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
Fusarium incarnatum	NPAtlas	22439674

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Pyranones and derivatives

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Secondary ketimine
Azomethine
Lactone
Ketimine
Oxacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.68	ALOGPS
logP	2.41	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.54	ChemAxon
pKa (Strongest Basic)	4.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.12 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.73 m³·mol⁻¹	ChemAxon
Polarizability	31.01 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

NPA006504

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78434766

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

136098550

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ding L, Dahse HM, Hertweck C: Cytotoxic alkaloids from Fusarium incarnatum associated with the mangrove tree Aegiceras corniculatum. J Nat Prod. 2012 Apr 27;75(4):617-21. doi: 10.1021/np2008544. Epub 2012 Mar 22. [PubMed:22439674 ]

Showing NP-Card for Fusamine (NP0010707)

MOL for NP0010707 (Fusamine)

3D MOL for NP0010707 (Fusamine)

3D SDF for NP0010707 (Fusamine)

3D-SDF for NP0010707 (Fusamine)

PDB for NP0010707 (Fusamine)

3D PDB for NP0010707 (Fusamine)

SMILES for NP0010707 (Fusamine)

INCHI for NP0010707 (Fusamine)

Structure for NP0010707 (Fusamine)

3D Structure for NP0010707 (Fusamine)