NP-MRD: Showing NP-Card for (+)-Didemniserinolipid B (NP0069817)

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Record Information

Version

2.0

Created at

2022-04-28 15:08:56 UTC

Updated at

2022-04-28 15:08:56 UTC

NP-MRD ID

NP0069817

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Didemniserinolipid B

Description

[(2S)-2-amino-3-({15-[(1R,2R,5S,7R)-7-[(5E)-7-ethoxy-7-oxohept-5-en-1-yl]-2-hydroxy-6,8-dioxabicyclo[3.2.1]Octan-5-yl]pentadecyl}oxy)propoxy]sulfonic acid belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. (+)-Didemniserinolipid B is found in Didemnum sp. Based on a literature review very few articles have been published on [(2S)-2-amino-3-({15-[(1R,2R,5S,7R)-7-[(5E)-7-ethoxy-7-oxohept-5-en-1-yl]-2-hydroxy-6,8-dioxabicyclo[3.2.1]Octan-5-yl]pentadecyl}oxy)propoxy]sulfonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217082D          

 45 46  0  0  1  0            999 V2000
   -2.7922    1.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3970    2.1021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2128    1.9791    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6253    1.2646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3239    0.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5355    0.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539    0.7182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6909    1.1788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4249    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0040    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4329    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8619    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5764    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2908    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0053    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7198    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4342    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1487    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8632    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5776    0.7182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2921    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0066    0.7182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7211    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4355    0.7182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1500    0.3057    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.8645   -0.1068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5625    1.0202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7375   -0.4088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0066    1.5432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4480    1.3263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1538    2.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2502    4.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8113    4.7587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4934    3.3656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2977    3.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8588    3.7868    0.0000 C   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  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  1  0  0  0
  7  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
 26 33  1  6  0  0  0
  4 34  1  1  0  0  0
  2 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
M  END

     RDKit          3D

106107  0  0  0  0  0  0  0  0999 V2000
   12.8257    4.9258   -2.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0525    3.5331   -2.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4688    2.6021   -1.8364 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4863    1.2356   -2.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0601    0.7842   -3.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8484    0.3196   -1.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2366    0.7538    0.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5791   -0.0935    1.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1105    0.1747    1.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3515   -0.0574   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8805    0.1875    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5439   -1.7050    1.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
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 16 65  1  0
 17 66  1  0
 17 67  1  0
 18 68  1  0
 18 69  1  0
 19 70  1  0
 19 71  1  0
 20 72  1  0
 20 73  1  0
 21 74  1  0
 21 75  1  0
 22 76  1  0
 22 77  1  0
 23 78  1  0
 23 79  1  0
 24 80  1  0
 24 81  1  0
 25 82  1  0
 25 83  1  0
 26 84  1  0
 26 85  1  0
 27 86  1  0
 27 87  1  0
 28 88  1  0
 28 89  1  0
 29 90  1  0
 29 91  1  0
 31 92  1  0
 31 93  1  0
 32 94  1  1
 33 95  1  0
 33 96  1  0
 34 97  1  0
 34 98  1  0
 39 99  1  0
 40100  1  0
 40101  1  0
 41102  1  0
 41103  1  0
 42104  1  1
 43105  1  0
 44106  1  6
M  END


  Mrv1652304282217082D          

 45 46  0  0  1  0            999 V2000
   -2.7922    1.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3970    2.1021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2128    1.9791    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6253    1.2646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3239    0.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5355    0.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539    0.7182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6909    1.1788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4249    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0040    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4329    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8619    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5764    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2908    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0053    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7198    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4342    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1487    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8632    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5776    0.7182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2921    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0066    0.7182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7211    0.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4355    0.7182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1500    0.3057    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.8645   -0.1068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5625    1.0202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7375   -0.4088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0066    1.5432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4480    1.3263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1538    2.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7150    3.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193    3.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0804    3.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8847    3.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4459    4.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2502    4.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8113    4.7587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4934    3.3656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2977    3.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8588    3.7868    0.0000 C   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  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  1  0  0  0
  7  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
 26 33  1  6  0  0  0
  4 34  1  1  0  0  0
  2 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069817

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)\C=C\CCCC[C@H]1O[C@]2(CCCCCCCCCCCCCCCOC[C@H](N)COS(O)(=O)=O)CC[C@@H](O)[C@H]1O2

> <INCHI_IDENTIFIER>
InChI=1S/C33H61NO10S/c1-2-41-31(36)21-17-13-12-16-20-30-32-29(35)22-24-33(43-30,44-32)23-18-14-10-8-6-4-3-5-7-9-11-15-19-25-40-26-28(34)27-42-45(37,38)39/h17,21,28-30,32,35H,2-16,18-20,22-27,34H2,1H3,(H,37,38,39)/b21-17+/t28-,29+,30+,32+,33-/m0/s1

> <INCHI_KEY>
FZIDSLBFXPDAQT-IJDPWCHJSA-N

> <FORMULA>
C33H61NO10S

> <MOLECULAR_WEIGHT>
663.91

> <EXACT_MASS>
663.401618342

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
106

> <JCHEM_AVERAGE_POLARIZABILITY>
77.90076864758879

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S)-2-amino-3-({15-[(1R,2R,5S,7R)-7-[(5E)-7-ethoxy-7-oxohept-5-en-1-yl]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-5-yl]pentadecyl}oxy)propoxy]sulfonic acid

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
5.902932605036223

> <ALOGPS_LOGS>
-6.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.10131537418819

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.6414658845997758

> <JCHEM_PKA_STRONGEST_BASIC>
8.783681376643745

> <JCHEM_POLAR_SURFACE_AREA>
163.83999999999997

> <JCHEM_REFRACTIVITY>
174.2205

> <JCHEM_ROTATABLE_BOND_COUNT>
29

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.90e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-3-({15-[(1R,2R,5S,7R)-7-[(5E)-7-ethoxy-7-oxohept-5-en-1-yl]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-5-yl]pentadecyl}oxy)propoxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  O   UNK     0      -5.212   2.876   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.341   3.924   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.864   3.694   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.634   2.361   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.071   0.927   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.600   0.473   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.327   1.341   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -6.890   2.200   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.994   0.571   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.660   1.341   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.326   0.571   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.007   1.341   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.341   0.571   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.675   1.341   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.008   0.571   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.342   1.341   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.676   0.571   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.010   1.341   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.343   0.571   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.677   1.341   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.011   0.571   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.344   1.341   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.678   0.571   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      16.012   1.341   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      17.345   0.571   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.679   1.341   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      20.013   0.571   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      21.346   1.341   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0      22.680   0.571   0.000  0.00  0.00           S+0
HETATM   30  O   UNK     0      24.014  -0.199   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      23.450   1.904   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      21.910  -0.763   0.000  0.00  0.00           O+0
HETATM   33  N   UNK     0      18.679   2.881   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0     -10.170   2.476   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -5.887   5.395   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.935   6.524   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -8.436   6.182   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -9.483   7.311   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -10.985   6.968   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -12.032   8.097   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -13.534   7.754   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0     -14.581   8.883   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0     -13.988   6.282   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0     -15.489   5.940   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -16.536   7.069   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3   35                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5   34                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    1    8    9                                             
CONECT    8    7    3                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   33                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
CONECT   33   26                                                            
CONECT   34    4                                                            
CONECT   35    2   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   92    0
END

View in JSmol

Synonyms

Value	Source
[(2S)-2-Amino-3-({15-[(1R,2R,5S,7R)-7-[(5E)-7-ethoxy-7-oxohept-5-en-1-yl]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-5-yl]pentadecyl}oxy)propoxy]sulfonate	Generator
[(2S)-2-Amino-3-({15-[(1R,2R,5S,7R)-7-[(5E)-7-ethoxy-7-oxohept-5-en-1-yl]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-5-yl]pentadecyl}oxy)propoxy]sulphonate	Generator
[(2S)-2-Amino-3-({15-[(1R,2R,5S,7R)-7-[(5E)-7-ethoxy-7-oxohept-5-en-1-yl]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-5-yl]pentadecyl}oxy)propoxy]sulphonic acid	Generator

Chemical Formula

C₃₃H₆₁NO₁₀S

Average Mass

663.9100 Da

Monoisotopic Mass

663.40162 Da

IUPAC Name

[(2S)-2-amino-3-({15-[(1R,2R,5S,7R)-7-[(5E)-7-ethoxy-7-oxohept-5-en-1-yl]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-5-yl]pentadecyl}oxy)propoxy]sulfonic acid

Traditional Name

(2S)-2-amino-3-({15-[(1R,2R,5S,7R)-7-[(5E)-7-ethoxy-7-oxohept-5-en-1-yl]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-5-yl]pentadecyl}oxy)propoxysulfonic acid

CAS Registry Number

Not Available

SMILES

CCOC(=O)\C=C\CCCC[C@H]1O[C@]2(CCCCCCCCCCCCCCCOC[C@H](N)COS(O)(=O)=O)CC[C@@H](O)[C@H]1O2

InChI Identifier

InChI=1S/C33H61NO10S/c1-2-41-31(36)21-17-13-12-16-20-30-32-29(35)22-24-33(43-30,44-32)23-18-14-10-8-6-4-3-5-7-9-11-15-19-25-40-26-28(34)27-42-45(37,38)39/h17,21,28-30,32,35H,2-16,18-20,22-27,34H2,1H3,(H,37,38,39)/b21-17+/t28-,29+,30+,32+,33-/m0/s1

InChI Key

FZIDSLBFXPDAQT-IJDPWCHJSA-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
Didemnum sp.	Animalia	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Fatty acid ester
Oxepane
Ketal
Oxane
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Fatty acyl
Sulfuric acid ester
Meta-dioxolane
Organic sulfuric acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Amino acid or derivatives
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Ether
Acetal
Monocarboxylic acid or derivatives
Alcohol
Primary aliphatic amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Primary amine
Amine
Hydrocarbon derivative
Organic oxide
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	3.55	ALOGPS
logP	5.9	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Acidic)	-1.6	ChemAxon
pKa (Strongest Basic)	8.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	163.84 Å²	ChemAxon
Rotatable Bond Count	29	ChemAxon
Refractivity	174.22 m³·mol⁻¹	ChemAxon
Polarizability	77.9 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

9506356

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11331407

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Didemniserinolipid B (NP0069817)

MOL for NP0069817 ((+)-Didemniserinolipid B)

3D MOL for NP0069817 ((+)-Didemniserinolipid B)

3D SDF for NP0069817 ((+)-Didemniserinolipid B)

3D-SDF for NP0069817 ((+)-Didemniserinolipid B)

PDB for NP0069817 ((+)-Didemniserinolipid B)

3D PDB for NP0069817 ((+)-Didemniserinolipid B)

SMILES for NP0069817 ((+)-Didemniserinolipid B)

INCHI for NP0069817 ((+)-Didemniserinolipid B)

Structure for NP0069817 ((+)-Didemniserinolipid B)

3D Structure for NP0069817 ((+)-Didemniserinolipid B)