NP-MRD: Showing NP-Card for Phomoxin C (NP0006075)

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Record Information

Version

2.0

Created at

2020-12-09 03:08:58 UTC

Updated at

2021-07-15 16:53:46 UTC

NP-MRD ID

NP0006075

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phomoxin C

Provided By

NPAtlas

Description

(3AR,4S,5R,7aS)-7-[(1E)-hept-1-en-1-yl]-4,5-dihydroxy-6-(hydroxymethyl)-3a,4,5,7a-tetrahydro-2H-1,3-benzodioxol-2-one belongs to the class of organic compounds known as carbonic acid diesters. Carbonic acid diesters are compounds comprising the carbonic acid diester functional group. Phomoxin C is found in Penicillium sp. Based on a literature review very few articles have been published on (3aR,4S,5R,7aS)-7-[(1E)-hept-1-en-1-yl]-4,5-dihydroxy-6-(hydroxymethyl)-3a,4,5,7a-tetrahydro-2H-1,3-benzodioxol-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118253D          

 43 44  0  0  0  0            999 V2000
    5.6555   -0.5340    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956   -0.7251    0.8165 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3515    0.3221    0.4264 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9995    0.2247   -1.0185 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9941    1.1563   -1.5460 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6122    1.0706   -1.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    0.2010   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3355    0.1744    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974   -0.7283    0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0936   -1.8280    1.5923 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2148   -2.0418    1.3804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2757   -0.6236    1.3241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5096    0.4383    2.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -0.5655    0.0391 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7637   -1.7339   -0.6777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327    0.6138   -0.7825 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5160    1.6891   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8721    2.5880    0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4282    3.5790    0.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5316    2.2246    0.5375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    1.1889   -0.3782 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7371   -1.2937   -0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5473   -0.6744    0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6599    0.5086   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9652   -1.7270    0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303   -0.5586    1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8043    1.3229    0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4914    0.1901    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    0.4363   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679   -0.8386   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707    2.2091   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431    1.0930   -2.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0664    1.8516   -1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7064   -0.5800    0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3540   -1.7594    2.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6671   -2.7711    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282   -2.2784    2.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6141   -1.5565    1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7462    0.6195    2.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1165   -0.5737    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4239   -2.4255   -0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255    0.4478   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9103    1.6672   -1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  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
  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
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21  8  1  0  0  0  0
 21 16  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
  2 25  1  0  0  0  0
  2 26  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
  6 33  1  0  0  0  0
  7 34  1  0  0  0  0
 10 35  1  0  0  0  0
 10 36  1  0  0  0  0
 11 37  1  0  0  0  0
 12 38  1  1  0  0  0
 13 39  1  0  0  0  0
 14 40  1  1  0  0  0
 15 41  1  0  0  0  0
 16 42  1  6  0  0  0
 21 43  1  6  0  0  0
M  END

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
    5.6555   -0.5340    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956   -0.7251    0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3515    0.3221    0.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9995    0.2247   -1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9941    1.1563   -1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122    1.0706   -1.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    0.2010   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3355    0.1744    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974   -0.7283    0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0936   -1.8280    1.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2148   -2.0418    1.3804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2757   -0.6236    1.3241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5096    0.4383    2.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -0.5655    0.0391 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7637   -1.7339   -0.6777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327    0.6138   -0.7825 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5160    1.6891   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8721    2.5880    0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4282    3.5790    0.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5316    2.2246    0.5375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    1.1889   -0.3782 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7371   -1.2937   -0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5473   -0.6744    0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6599    0.5086   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9652   -1.7270    0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303   -0.5586    1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8043    1.3229    0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4914    0.1901    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    0.4363   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679   -0.8386   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707    2.2091   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431    1.0930   -2.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0664    1.8516   -1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7064   -0.5800    0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3540   -1.7594    2.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6671   -2.7711    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282   -2.2784    2.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6141   -1.5565    1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7462    0.6195    2.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1165   -0.5737    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4239   -2.4255   -0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255    0.4478   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9103    1.6672   -1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  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
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21  8  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  1
 13 39  1  0
 14 40  1  1
 15 41  1  0
 16 42  1  6
 21 43  1  6
M  END


  Mrv1652306242118253D          

 43 44  0  0  0  0            999 V2000
    5.6555   -0.5340    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956   -0.7251    0.8165 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3515    0.3221    0.4264 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9995    0.2247   -1.0185 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9941    1.1563   -1.5460 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6122    1.0706   -1.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    0.2010   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3355    0.1744    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974   -0.7283    0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0936   -1.8280    1.5923 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2148   -2.0418    1.3804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2757   -0.6236    1.3241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5096    0.4383    2.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -0.5655    0.0391 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7637   -1.7339   -0.6777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327    0.6138   -0.7825 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5160    1.6891   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8721    2.5880    0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4282    3.5790    0.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5316    2.2246    0.5375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    1.1889   -0.3782 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7371   -1.2937   -0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5473   -0.6744    0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6599    0.5086   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9652   -1.7270    0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303   -0.5586    1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8043    1.3229    0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4914    0.1901    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    0.4363   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679   -0.8386   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707    2.2091   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431    1.0930   -2.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0664    1.8516   -1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7064   -0.5800    0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3540   -1.7594    2.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6671   -2.7711    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282   -2.2784    2.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6141   -1.5565    1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7462    0.6195    2.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1165   -0.5737    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4239   -2.4255   -0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255    0.4478   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9103    1.6672   -1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  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
  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
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21  8  1  0  0  0  0
 21 16  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
  2 25  1  0  0  0  0
  2 26  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
  6 33  1  0  0  0  0
  7 34  1  0  0  0  0
 10 35  1  0  0  0  0
 10 36  1  0  0  0  0
 11 37  1  0  0  0  0
 12 38  1  1  0  0  0
 13 39  1  0  0  0  0
 14 40  1  1  0  0  0
 15 41  1  0  0  0  0
 16 42  1  6  0  0  0
 21 43  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0006075

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])C1=C(\C([H])=C(/[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])[C@]2([H])OC(=O)O[C@]2([H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O6/c1-2-3-4-5-6-7-9-10(8-16)11(17)12(18)14-13(9)20-15(19)21-14/h6-7,11-14,16-18H,2-5,8H2,1H3/b7-6+/t11-,12+,13+,14-/m1/s1

> <INCHI_KEY>
ZDKCZSBZBVIVCB-KWUVHTBZSA-N

> <FORMULA>
C15H22O6

> <MOLECULAR_WEIGHT>
298.335

> <EXACT_MASS>
298.141638428

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
31.566576972953378

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,4S,5R,7aS)-7-[(1E)-hept-1-en-1-yl]-4,5-dihydroxy-6-(hydroxymethyl)-3a,4,5,7a-tetrahydro-2H-1,3-benzodioxol-2-one

> <ALOGPS_LOGP>
1.42

> <JCHEM_LOGP>
1.0963112403333335

> <ALOGPS_LOGS>
-1.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.319393529834471

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.881003829631009

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7798599151857175

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
75.74369999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aS,6R,7S,7aR)-4-[(1E)-hept-1-en-1-yl]-6,7-dihydroxy-5-(hydroxymethyl)-3a,6,7,7a-tetrahydro-1,3-benzodioxol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
    5.6555   -0.5340    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956   -0.7251    0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3515    0.3221    0.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9995    0.2247   -1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9941    1.1563   -1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122    1.0706   -1.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    0.2010   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3355    0.1744    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974   -0.7283    0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0936   -1.8280    1.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2148   -2.0418    1.3804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2757   -0.6236    1.3241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5096    0.4383    2.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -0.5655    0.0391 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7637   -1.7339   -0.6777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327    0.6138   -0.7825 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5160    1.6891   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8721    2.5880    0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4282    3.5790    0.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5316    2.2246    0.5375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    1.1889   -0.3782 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7371   -1.2937   -0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5473   -0.6744    0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6599    0.5086   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9652   -1.7270    0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303   -0.5586    1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8043    1.3229    0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4914    0.1901    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    0.4363   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679   -0.8386   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707    2.2091   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431    1.0930   -2.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0664    1.8516   -1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7064   -0.5800    0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3540   -1.7594    2.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6671   -2.7711    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282   -2.2784    2.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6141   -1.5565    1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7462    0.6195    2.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1165   -0.5737    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4239   -2.4255   -0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255    0.4478   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9103    1.6672   -1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  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
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21  8  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  1
 13 39  1  0
 14 40  1  1
 15 41  1  0
 16 42  1  6
 21 43  1  6
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       5.656  -0.534   0.016  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.396  -0.725   0.817  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.352   0.322   0.426  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.999   0.225  -1.018  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.994   1.156  -1.546  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.612   1.071  -1.091  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.060   0.201  -0.283  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.335   0.174   0.136  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.797  -0.728   0.957  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.094  -1.828   1.592  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.215  -2.042   1.380  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.276  -0.624   1.324  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.510   0.438   2.166  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.029  -0.566   0.039  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.764  -1.734  -0.678  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.633   0.614  -0.783  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.516   1.689  -0.438  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.872   2.588   0.389  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.428   3.579   0.919  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.532   2.225   0.538  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.292   1.189  -0.378  0.00  0.00           C+0
HETATM   22  H   UNK     0       5.737  -1.294  -0.790  0.00  0.00           H+0
HETATM   23  H   UNK     0       6.547  -0.674   0.682  0.00  0.00           H+0
HETATM   24  H   UNK     0       5.660   0.509  -0.413  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.965  -1.727   0.698  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.630  -0.559   1.896  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.804   1.323   0.671  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.491   0.190   1.074  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.966   0.436  -1.578  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.768  -0.839  -1.310  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.371   2.209  -1.346  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.043   1.093  -2.680  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.066   1.852  -1.472  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.706  -0.580   0.067  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.354  -1.759   2.699  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.667  -2.771   1.299  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.728  -2.278   2.215  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.614  -1.557   1.846  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.746   0.620   2.775  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.117  -0.574   0.267  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.424  -2.426  -0.480  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.725   0.448  -1.860  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.910   1.667  -1.304  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3   25   26                                             
CONECT    3    2    4   27   28                                             
CONECT    4    3    5   29   30                                             
CONECT    5    4    6   31   32                                             
CONECT    6    5    7   33                                                  
CONECT    7    6    8   34                                                  
CONECT    8    7    9   21                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11   35   36                                             
CONECT   11   10   37                                                       
CONECT   12    9   13   14   38                                             
CONECT   13   12   39                                                       
CONECT   14   12   15   16   40                                             
CONECT   15   14   41                                                       
CONECT   16   14   17   21   42                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20    8   16   43                                             
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    2                                                            
CONECT   26    2                                                            
CONECT   27    3                                                            
CONECT   28    3                                                            
CONECT   29    4                                                            
CONECT   30    4                                                            
CONECT   31    5                                                            
CONECT   32    5                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35   10                                                            
CONECT   36   10                                                            
CONECT   37   11                                                            
CONECT   38   12                                                            
CONECT   39   13                                                            
CONECT   40   14                                                            
CONECT   41   15                                                            
CONECT   42   16                                                            
CONECT   43   21                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   88    0
END

RDKit          3D

43 44  0  0  0  0  0  0  0  0999 V2000
    5.6555   -0.5340    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956   -0.7251    0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3515    0.3221    0.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9995    0.2247   -1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9941    1.1563   -1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122    1.0706   -1.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600    0.2010   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3355    0.1744    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7974   -0.7283    0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0936   -1.8280    1.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2148   -2.0418    1.3804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2757   -0.6236    1.3241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5096    0.4383    2.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -0.5655    0.0391 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7637   -1.7339   -0.6777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6327    0.6138   -0.7825 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5160    1.6891   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8721    2.5880    0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4282    3.5790    0.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5316    2.2246    0.5375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2920    1.1889   -0.3782 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7371   -1.2937   -0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5473   -0.6744    0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6599    0.5086   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9652   -1.7270    0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303   -0.5586    1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8043    1.3229    0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4914    0.1901    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    0.4363   -1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679   -0.8386   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3707    2.2091   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431    1.0930   -2.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0664    1.8516   -1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7064   -0.5800    0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3540   -1.7594    2.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6671   -2.7711    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282   -2.2784    2.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6141   -1.5565    1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7462    0.6195    2.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1165   -0.5737    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4239   -2.4255   -0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255    0.4478   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9103    1.6672   -1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  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
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21  8  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  1
 13 39  1  0
 14 40  1  1
 15 41  1  0
 16 42  1  6
 21 43  1  6
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₆

Average Mass

298.3350 Da

Monoisotopic Mass

298.14164 Da

IUPAC Name

(3aR,4S,5R,7aS)-7-[(1E)-hept-1-en-1-yl]-4,5-dihydroxy-6-(hydroxymethyl)-3a,4,5,7a-tetrahydro-2H-1,3-benzodioxol-2-one

Traditional Name

(3aS,6R,7S,7aR)-4-[(1E)-hept-1-en-1-yl]-6,7-dihydroxy-5-(hydroxymethyl)-3a,6,7,7a-tetrahydro-1,3-benzodioxol-2-one

CAS Registry Number

Not Available

SMILES

CCCCC\C=C\C1=C(CO)[C@@H](O)[C@H](O)[C@H]2OC(=O)O[C@@H]12

InChI Identifier

InChI=1S/C15H22O6/c1-2-3-4-5-6-7-9-10(8-16)11(17)12(18)14-13(9)20-15(19)21-14/h6-7,11-14,16-18H,2-5,8H2,1H3/b7-6+/t11-,12+,13+,14-/m1/s1

InChI Key

ZDKCZSBZBVIVCB-KWUVHTBZSA-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
Penicillium sp.	NPAtlas	16242738

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbonic acid diesters. Carbonic acid diesters are compounds comprising the carbonic acid diester functional group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic carbonic acids and derivatives

Sub Class

Carbonic acid diesters

Direct Parent

Carbonic acid diesters

Alternative Parents

Substituents

Carbonic acid diester
Meta-dioxolane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen 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	1.42	ALOGPS
logP	1.1	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	12.88	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	75.74 m³·mol⁻¹	ChemAxon
Polarizability	31.57 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

NPA012938

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9791122

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11616373

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Phomoxin C (NP0006075)

MOL for NP0006075 (Phomoxin C)

3D MOL for NP0006075 (Phomoxin C)

3D SDF for NP0006075 (Phomoxin C)

3D-SDF for NP0006075 (Phomoxin C)

PDB for NP0006075 (Phomoxin C)

3D PDB for NP0006075 (Phomoxin C)

SMILES for NP0006075 (Phomoxin C)

INCHI for NP0006075 (Phomoxin C)

Structure for NP0006075 (Phomoxin C)

3D Structure for NP0006075 (Phomoxin C)