NP-MRD: Showing NP-Card for (3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione (NP0308892)

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Record Information

Version

2.0

Created at

2022-09-11 03:01:58 UTC

Updated at

2022-09-11 03:01:58 UTC

NP-MRD ID

NP0308892

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione

Description

Pochonin E belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. (3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione is found in Pochonia chlamydosporia. (3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione was first documented in 2012 (PMID: 22696415). Based on a literature review very few articles have been published on Pochonin E.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112205012D          

 25 26  0  0  1  0            999 V2000
    6.6647    1.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8629    0.6623    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6555    0.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8537   -0.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6463   -0.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8445   -1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6371   -1.6258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500   -1.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4574   -1.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8629   -2.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0703   -2.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4758   -2.6555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8721   -1.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0795   -1.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4850   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6831   -2.4267    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6923   -1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979   -1.9691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942   -0.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0887   -0.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8905    0.7767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8813   -0.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4758    0.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2776    1.1199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    0.0903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  2 25  1  0  0  0  0
M  END

     RDKit          3D

 44 45  0  0  0  0  0  0  0  0999 V2000
    0.4667    3.8241   -0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4799    2.2905   -0.3823 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9615    1.9031   -0.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2697    0.7147   -1.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8997   -0.3567   -0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4170   -0.5921    0.6468 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6889   -1.2015    0.4733 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6088   -1.5093    1.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605   -2.7678    0.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0854   -3.1435    0.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1620   -2.4026    0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1422   -2.9741    1.0183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3761   -1.0545   -0.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7822   -0.6538   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6838   -1.4796   -0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1737   -2.9847   -1.5761 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.0231   -1.1642   -0.8850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9113   -2.0391   -1.5429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4706    0.0056   -0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5897    0.8519    0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1358    2.0115    0.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2330    0.5388    0.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3785    1.4904    1.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168    2.0782    2.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0982    1.8392    0.7994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4451    4.1781    0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273    4.1539    0.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890    4.2729   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0170    1.9143   -1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2737    1.7494    0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008    2.7458   -0.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9255    0.7750   -2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532   -1.1611   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6661    0.3578    1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0567   -1.0186   -0.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7759   -1.0398    2.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3127   -1.8374    2.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210   -3.4580    0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0074   -4.1555   -0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205   -0.3755    0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0145   -1.0296   -1.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8882   -1.7789   -1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5298    0.2436   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0963    2.2393    0.8121 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25  2  1  0
 22 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  6
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  1
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 13 40  1  0
 13 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
M  END


  Mrv1652309112205012D          

 25 26  0  0  1  0            999 V2000
    6.6647    1.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8629    0.6623    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6555    0.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8537   -0.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6463   -0.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8445   -1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6371   -1.6258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500   -1.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4574   -1.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8629   -2.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0703   -2.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4758   -2.6555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8721   -1.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0795   -1.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4850   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6831   -2.4267    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6923   -1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979   -1.9691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942   -0.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0887   -0.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8905    0.7767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8813   -0.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4758    0.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2776    1.1199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    0.0903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  2 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0308892

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C\C=C\C(O)C\C=C\C(=O)CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H19ClO6/c1-10-4-2-5-11(20)6-3-7-12(21)8-13-16(18(24)25-10)14(22)9-15(23)17(13)19/h2-3,5,7,9-11,20,22-23H,4,6,8H2,1H3/b5-2+,7-3+/t10-,11?/m0/s1

> <INCHI_KEY>
QYXOHVDWSBSNSN-ITNWFFFYSA-N

> <FORMULA>
C18H19ClO6

> <MOLECULAR_WEIGHT>
366.79

> <EXACT_MASS>
366.087016

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
36.06425169040092

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-13-chloro-7,14,16-trihydroxy-3-methyl-3,4,7,8,11,12-hexahydro-1H-2-benzoxacyclotetradecine-1,11-dione

> <JCHEM_LOGP>
3.6625227046666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.842869568029736

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.022421792232566

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6219989078828068

> <JCHEM_POLAR_SURFACE_AREA>
104.06000000000002

> <JCHEM_REFRACTIVITY>
95.75309999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3H-2-benzoxacyclotetradecine-1,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      12.441   2.731   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.811   1.236   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.290   0.809   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.660  -0.686   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.140  -1.113   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.510  -2.608   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      17.989  -3.035   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      15.400  -3.676   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.920  -3.248   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.811  -4.316   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.331  -3.889   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.221  -4.957   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.961  -2.394   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.482  -1.967   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.372  -3.035   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       8.742  -4.530   0.000  0.00  0.00          Cl+0
HETATM   17  C   UNK     0       6.892  -2.608   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.783  -3.676   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.522  -1.113   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.632  -0.045   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.262   1.450   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.112  -0.472   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.221   0.596   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.852   2.091   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      11.701   0.168   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   14   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    2                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₉ClO₆

Average Mass

366.7900 Da

Monoisotopic Mass

366.08702 Da

IUPAC Name

(3S)-13-chloro-7,14,16-trihydroxy-3-methyl-3,4,7,8,11,12-hexahydro-1H-2-benzoxacyclotetradecine-1,11-dione

Traditional Name

(3S)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3H-2-benzoxacyclotetradecine-1,11-dione

CAS Registry Number

Not Available

SMILES

C[C@H]1C\C=C\C(O)C\C=C\C(=O)CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1

InChI Identifier

InChI=1S/C18H19ClO6/c1-10-4-2-5-11(20)6-3-7-12(21)8-13-16(18(24)25-10)14(22)9-15(23)17(13)19/h2-3,5,7,9-11,20,22-23H,4,6,8H2,1H3/b5-2+,7-3+/t10-,11?/m0/s1

InChI Key

QYXOHVDWSBSNSN-ITNWFFFYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Pochonia chlamydosporia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Dihydroxybenzoic acid
1-hydroxy-2-unsubstituted benzenoid
Aryl chloride
Aryl halide
Benzenoid
Vinylogous acid
Carboxylic acid ester
Ketone
Cyclic ketone
Secondary alcohol
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Aldehyde
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organic oxide
Organohalogen compound
Organochloride
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.66	ChemAxon
pKa (Strongest Acidic)	7.02	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	95.75 m³·mol⁻¹	ChemAxon
Polarizability	36.06 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00045021

Chemspider ID

4979980

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6478914

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Karthikeyan G, Zambaldo C, Barluenga S, Zoete V, Karplus M, Winssinger N: Asymmetric synthesis of pochonin E and F, revision of their proposed structure, and their conversion to potent Hsp90 inhibitors. Chemistry. 2012 Jul 16;18(29):8978-86. doi: 10.1002/chem.201200546. Epub 2012 Jun 13. [PubMed:22696415 ]
LOTUS database [Link]

Showing NP-Card for (3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione (NP0308892)

MOL for NP0308892 ((3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)

3D MOL for NP0308892 ((3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)

3D SDF for NP0308892 ((3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)

3D-SDF for NP0308892 ((3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)

PDB for NP0308892 ((3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)

3D PDB for NP0308892 ((3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)

SMILES for NP0308892 ((3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)

INCHI for NP0308892 ((3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)

Structure for NP0308892 ((3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)

3D Structure for NP0308892 ((3s,5e,9e)-13-chloro-7,14,16-trihydroxy-3-methyl-4,7,8,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)