NP-MRD: Showing NP-Card for (3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid (NP0262680)

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Record Information

Version

2.0

Created at

2022-09-08 05:36:01 UTC

Updated at

2022-09-08 05:36:01 UTC

NP-MRD ID

NP0262680

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid

Description

Haterumalide NE 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. Based on a literature review very few articles have been published on Haterumalide NE.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082207362D          

 29 30  0  0  1  0            999 V2000
    1.2765   -2.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -2.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398   -1.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3928   -0.8108    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5876   -0.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9510   -0.2033    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7877    0.6053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4876    1.1028    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7505    1.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5591    2.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1049    1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8421    0.6475    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9136    1.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4594    0.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1966    0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7424   -0.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5511   -0.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4796   -1.2084    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0254   -1.8270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6709   -1.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1251   -0.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3879    0.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -0.9165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7706   -0.2979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0334    0.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3287   -2.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7705   -3.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0175   -4.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9653   -3.4205    0.0000 O   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  1  0  0  0
  6  4  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  6  0  0  0
  8 25  1  1  0  0  0
  2 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 58 59  0  0  0  0  0  0  0  0999 V2000
   -5.6989    2.0309   -0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628    1.3049    0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588    0.2014    0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244   -0.2624    1.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3420   -1.7224    1.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717   -2.6905    1.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1914   -4.0852    1.1255 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9553   -2.7486    0.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195   -2.4366    0.7295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309   -2.4838   -0.2128 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2036   -1.8108   -1.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2292   -0.3813   -0.9922 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0083    0.5991   -1.9188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2189    1.2569   -1.9740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6010    1.8692   -3.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0616    1.2073   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2719    2.0344   -0.7287 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9836    3.2526   -0.1322 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4985   -0.4321   -0.2467 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7229    0.0806   -0.9582 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0908   -0.6495   -2.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257    0.0456    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7912    0.9228   -0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7437    1.9420   -1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9385    1.0007    0.9405 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9276   -0.0211    1.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8868   -1.2411    1.6541 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9575    0.2743    3.3357 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6240   -1.7344    0.2184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5675    2.9189    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5326    1.3862    0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8657    2.4099   -1.1168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0349   -0.5699    0.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2921    0.0963    1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6921    0.2165    2.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6087   -2.0976    2.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2577   -2.1843   -0.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8575   -3.8161   -0.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5828   -1.5373    1.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4285   -3.2801    1.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7915   -3.5291   -0.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -1.8632   -2.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7073   -2.1105   -2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5594   -0.2736   -0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4041    0.1588   -0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3844    1.5404    0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5708    2.2524   -1.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6201    3.9324   -0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4335    0.1963    0.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4859    1.1084   -1.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8617   -0.2090   -2.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8255   -0.7072    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2649    2.8676   -0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3172    1.5451   -2.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167    2.2058   -1.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8292    2.0168    1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9116    1.0217    0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3387    0.9813    3.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 25  1  0
 25 26  1  0
 26 28  1  0
 26 27  2  0
 23 22  2  0
 22 20  1  0
 20 21  1  0
 20 19  1  0
 19 29  1  0
 29 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
 12 19  1  0
  9 10  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 28 58  1  0
 22 52  1  0
 20 50  1  6
 21 51  1  0
 19 49  1  1
 10 41  1  6
 11 42  1  0
 11 43  1  0
 12 44  1  1
 16 45  1  0
 16 46  1  0
 17 47  1  6
 18 48  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
M  END


  Mrv1652309082207362D          

 29 30  0  0  1  0            999 V2000
    1.2765   -2.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -2.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398   -1.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3928   -0.8108    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5876   -0.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9510   -0.2033    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7877    0.6053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4876    1.1028    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7505    1.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5591    2.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1049    1.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8421    0.6475    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9136    1.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4594    0.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1966    0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7424   -0.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5511   -0.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4796   -1.2084    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0254   -1.8270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6709   -1.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1251   -0.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3879    0.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -0.9165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7706   -0.2979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0334    0.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3287   -2.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7705   -3.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0175   -4.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9653   -3.4205    0.0000 O   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  1  0  0  0
  6  4  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  6  0  0  0
  8 25  1  1  0  0  0
  2 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0262680

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CC(O)=O)=C/[C@@H](O)[C@@H]1O[C@@H]2C[C@@H]1OC(=O)C[C@H](O)\C(C)=C\C\C=C(Cl)\CC2

> <INCHI_IDENTIFIER>
InChI=1S/C21H29ClO7/c1-12(9-19(25)26)8-17(24)21-18-10-15(28-21)7-6-14(22)5-3-4-13(2)16(23)11-20(27)29-18/h4-5,8,15-18,21,23-24H,3,6-7,9-11H2,1-2H3,(H,25,26)/b12-8+,13-4+,14-5-/t15-,16-,17+,18-,21-/m0/s1

> <INCHI_KEY>
YRWQFUVUGRHGTJ-RKKMKSDGSA-N

> <FORMULA>
C21H29ClO7

> <MOLECULAR_WEIGHT>
428.91

> <EXACT_MASS>
428.160181

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.49295118427919

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,5R)-5-[(1S,5S,6E,9Z,13S,15S)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid

> <JCHEM_LOGP>
1.663000495999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.645548377255466

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9818337218941426

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0784543999369944

> <JCHEM_POLAR_SURFACE_AREA>
113.29

> <JCHEM_REFRACTIVITY>
109.55959999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3E,5R)-5-[(1S,5S,6E,9Z,13S,15S)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       2.383  -3.782   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.886  -4.117   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.928  -2.983   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.467  -1.514   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.964  -1.178   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.509  -0.380   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.204   1.130   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.510   2.059   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.001   3.518   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.510   3.823   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.529   2.668   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0       9.039   1.209   0.000  0.00  0.00          Cl+0
HETATM   13  C   UNK     0      11.039   2.973   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.058   1.819   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.567   0.359   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.586  -0.796   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.095  -0.491   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.095  -2.256   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.114  -3.410   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.586  -2.561   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.567  -1.406   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.057   0.054   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.057  -1.711   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.038  -0.556   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.529   0.904   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.347  -5.586   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.305  -6.720   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.766  -8.190   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.802  -6.385   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   25                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23    6   25                                                  
CONECT   25   24    8                                                       
CONECT   26    2   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₉ClO₇

Average Mass

428.9100 Da

Monoisotopic Mass

428.16018 Da

IUPAC Name

(3E,5R)-5-[(1S,5S,6E,9Z,13S,15S)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid

Traditional Name

(3E,5R)-5-[(1S,5S,6E,9Z,13S,15S)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid

CAS Registry Number

Not Available

SMILES

C\C(CC(O)=O)=C/[C@@H](O)[C@@H]1O[C@@H]2C[C@@H]1OC(=O)C[C@H](O)\C(C)=C\C\C=C(Cl)\CC2

InChI Identifier

InChI=1S/C21H29ClO7/c1-12(9-19(25)26)8-17(24)21-18-10-15(28-21)7-6-14(22)5-3-4-13(2)16(23)11-20(27)29-18/h4-5,8,15-18,21,23-24H,3,6-7,9-11H2,1-2H3,(H,25,26)/b12-8+,13-4+,14-5-/t15-,16-,17+,18-,21-/m0/s1

InChI Key

YRWQFUVUGRHGTJ-RKKMKSDGSA-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

Not Available

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
Medium-chain fatty acid
Methyl-branched fatty acid
Hydroxy fatty acid
Heterocyclic fatty acid
Halogenated fatty acid
Branched fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Monosaccharide
Dicarboxylic acid or derivatives
Tetrahydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Chloroalkene
Haloalkene
Organoheterocyclic compound
Vinyl halide
Vinyl chloride
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen 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	1.66	ChemAxon
pKa (Strongest Acidic)	3.98	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.56 m³·mol⁻¹	ChemAxon
Polarizability	42.49 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8086132

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100936923

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid (NP0262680)

MOL for NP0262680 ((3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid)

3D MOL for NP0262680 ((3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid)

3D SDF for NP0262680 ((3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid)

3D-SDF for NP0262680 ((3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid)

PDB for NP0262680 ((3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid)

3D PDB for NP0262680 ((3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid)

SMILES for NP0262680 ((3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid)

INCHI for NP0262680 ((3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid)

Structure for NP0262680 ((3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid)

3D Structure for NP0262680 ((3e,5r)-5-[(1s,5s,6e,9z,13s,15s)-10-chloro-5-hydroxy-6-methyl-3-oxo-2,14-dioxabicyclo[11.2.1]hexadeca-6,9-dien-15-yl]-5-hydroxy-3-methylpent-3-enoic acid)