NP-MRD: Showing NP-Card for (-)-Eujavanicin A (NP0076542)

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Record Information

Version

1.0

Created at

2022-04-28 21:43:56 UTC

Updated at

2022-04-28 21:43:56 UTC

NP-MRD ID

NP0076542

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Eujavanicin A

Description

2-[(3S,6R,9S,12R,15S,18S,21R,24S,27R,33aS)-12,15,24-tris[(2S)-butan-2-yl]-9-(carboxymethyl)-4,16,22-trihydroxy-2,8,11,14,20,27-hexamethyl-1,7,10,13,19,25,28-heptaoxo-3,6,21-tris(propan-2-yl)-1H,2H,3H,6H,7H,8H,9H,10H,11H,12H,13H,14H,15H,18H,19H,20H,21H,24H,25H,27H,28H,30H,31H,32H,33H,33aH-pyrido[1,2-d]1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclotriacontan-18-yl]acetic acid belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. (-)-Eujavanicin A is found in Penicillium javanicum. It was first documented in 2022 (PMID: 35490355). Based on a literature review a significant number of articles have been published on 2-[(3S,6R,9S,12R,15S,18S,21R,24S,27R,33aS)-12,15,24-tris[(2S)-butan-2-yl]-9-(carboxymethyl)-4,16,22-trihydroxy-2,8,11,14,20,27-hexamethyl-1,7,10,13,19,25,28-heptaoxo-3,6,21-tris(propan-2-yl)-1H,2H,3H,6H,7H,8H,9H,10H,11H,12H,13H,14H,15H,18H,19H,20H,21H,24H,25H,27H,28H,30H,31H,32H,33H,33aH-pyrido[1,2-d]1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclotriacontan-18-yl]acetic acid (PMID: 35490354) (PMID: 35490353) (PMID: 35490352) (PMID: 35490351).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282223432D          

 79 80  0  0  1  0            999 V2000
    7.7975    6.6387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3186    7.2782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    8.5465    8.6889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2566    9.0046    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    6.6118   10.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

172173  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652304282223432D          

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    4.9497    1.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7314    2.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2691    3.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2234    2.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4729    3.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6938    5.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1288    5.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8356    6.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3567    7.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1712    7.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5173    8.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2860   10.1157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7374   10.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   10.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8740    9.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7594   10.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3122   11.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5305   10.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6139    8.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9928    9.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0385   10.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3480   10.6521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7747   10.5729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1331    7.1467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6542    7.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4687    7.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6503    6.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9735    6.5980    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  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  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 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
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
  1 39  1  0  0  0  0
 39 40  2  0  0  0  0
 38 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 44  1  6  0  0  0
 37 45  1  0  0  0  0
 34 46  1  6  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 33 50  1  0  0  0  0
 30 51  1  1  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 26 54  1  6  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 25 57  1  0  0  0  0
 22 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 21 61  1  0  0  0  0
 18 62  1  1  0  0  0
 14 63  1  6  0  0  0
 63 64  1  6  0  0  0
 63 65  1  0  0  0  0
 65 66  1  0  0  0  0
 10 67  1  1  0  0  0
 67 68  1  0  0  0  0
 67 69  1  0  0  0  0
  9 70  1  0  0  0  0
  6 71  1  6  0  0  0
 71 72  1  0  0  0  0
 72 73  2  0  0  0  0
 72 74  1  0  0  0  0
  2 75  1  6  0  0  0
 75 76  1  0  0  0  0
 76 77  1  0  0  0  0
 75 78  1  6  0  0  0
  1 79  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0076542

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)[C@@H]1NC(=O)[C@@H](C(C)C)N(C)C(=O)[C@H](CC(O)=O)NC(=O)[C@H]([C@@H](C)CC)N(C)C(=O)[C@@H]([C@@H](C)CC)N(C)C(=O)[C@H](CC(O)=O)N(C)C(=O)[C@H](NC(=O)[C@H](C(C)C)N(C)C(=O)[C@@H]2CCCCN2C(=O)[C@@H](C)OC1=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C55H93N9O15/c1-19-31(10)41-55(78)79-34(13)49(72)64-25-23-22-24-36(64)51(74)61(16)43(30(8)9)46(69)57-40(28(4)5)53(76)59(14)37(27-39(67)68)52(75)63(18)45(33(12)21-3)54(77)62(17)44(32(11)20-2)48(71)56-35(26-38(65)66)50(73)60(15)42(29(6)7)47(70)58-41/h28-37,40-45H,19-27H2,1-18H3,(H,56,71)(H,57,69)(H,58,70)(H,65,66)(H,67,68)/t31-,32-,33-,34+,35-,36-,37-,40+,41-,42+,43-,44-,45+/m0/s1

> <INCHI_KEY>
IZUJJOHFTNOHGI-XJMIFRNKSA-N

> <FORMULA>
C55H93N9O15

> <MOLECULAR_WEIGHT>
1120.397

> <EXACT_MASS>
1119.679113331

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
172

> <JCHEM_AVERAGE_POLARIZABILITY>
117.76788582041644

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(3S,6R,9S,12R,15S,18S,21R,24S,27R,33aS)-12,15,24-tris[(2S)-butan-2-yl]-9-(carboxymethyl)-2,8,11,14,20,27-hexamethyl-1,4,7,10,13,16,19,22,25,28-decaoxo-3,6,21-tris(propan-2-yl)-dotriacontahydropyrido[1,2-d]1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclotriacontan-18-yl]acetic acid

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
2.5746387046666657

> <ALOGPS_LOGS>
-4.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.5922995215031355

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.989503747267225

> <JCHEM_POLAR_SURFACE_AREA>
310.06

> <JCHEM_REFRACTIVITY>
287.6452000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3S,6R,9S,12R,15S,18S,21R,24S,27R,33aS)-12,15,24-tris[(2S)-butan-2-yl]-9-(carboxymethyl)-3,6,21-triisopropyl-2,8,11,14,20,27-hexamethyl-1,4,7,10,13,16,19,22,25,28-decaoxo-hexadecahydro-3H-pyrido[1,2-d]1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclotriacontan-18-yl]acetic 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  N   UNK     0      14.555  12.392   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      15.528  13.586   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.981  15.025   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      15.953  16.219   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      13.460  15.271   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      13.546  16.809   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.257  17.651   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.342  19.189   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      10.882  16.956   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      10.048  18.250   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.509  18.175   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.675  19.469   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       7.806  16.805   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       6.370  17.361   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.170  16.395   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.734  16.952   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.407  14.874   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.918  14.480   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.515  12.993   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.977  13.079   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0       4.600  11.901   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       3.627  10.707   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.175   9.268   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.202   8.074   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0       5.695   9.022   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       5.610   7.485   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.899   6.642   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.814   5.104   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0       8.273   7.337   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       9.108   6.043   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.646   6.119   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      11.481   4.825   0.000  0.00  0.00           O+0
HETATM   33  N   UNK     0      11.349   7.489   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      12.785   6.932   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.985   7.898   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      15.421   7.342   0.000  0.00  0.00           O+0
HETATM   37  N   UNK     0      13.749   9.420   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0      15.238   9.814   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      15.641  11.300   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      17.130  11.694   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      16.323   8.721   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.812   9.115   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      18.898   8.023   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      16.399   7.183   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      12.460  10.262   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      13.022   5.411   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      14.458   4.854   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      14.694   3.333   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      15.658   5.820   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      10.802   8.928   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       8.405   4.673   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       9.239   3.379   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       6.965   4.125   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       4.236   6.790   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       4.150   5.252   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       2.749   7.193   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       6.895   9.988   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       2.107  10.953   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       1.560  12.392   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       2.533  13.586   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       4.053  13.340   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       2.832  15.572   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       6.134  18.883   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       6.977  20.172   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       4.698  19.439   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       3.498  18.473   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      10.751  19.621   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       9.916  20.915   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      12.190  20.168   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      10.479  15.470   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      14.920  17.504   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      15.005  19.041   0.000  0.00  0.00           C+0
HETATM   73  O   UNK     0      13.716  19.884   0.000  0.00  0.00           O+0
HETATM   74  O   UNK     0      16.380  19.736   0.000  0.00  0.00           O+0
HETATM   75  C   UNK     0      17.048  13.340   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      18.021  14.534   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      19.541  14.289   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      18.014  12.141   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      13.017  12.316   0.000  0.00  0.00           C+0
CONECT    1    2   39   79                                                  
CONECT    2    1    3   75                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   71                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   70                                                  
CONECT   10    9   11   67                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   63                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   62                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   61                                                  
CONECT   22   21   23   58                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   57                                                  
CONECT   26   25   27   54                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   51                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   50                                                  
CONECT   34   33   35   46                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   45                                                  
CONECT   38   37   39   41                                                  
CONECT   39   38    1   40                                                  
CONECT   40   39                                                            
CONECT   41   38   42   44                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   41                                                            
CONECT   45   37                                                            
CONECT   46   34   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50   33                                                            
CONECT   51   30   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54   26   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   25                                                            
CONECT   58   22   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   21                                                       
CONECT   62   18                                                            
CONECT   63   14   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63   66                                                       
CONECT   66   65                                                            
CONECT   67   10   68   69                                                  
CONECT   68   67                                                            
CONECT   69   67                                                            
CONECT   70    9                                                            
CONECT   71    6   72                                                       
CONECT   72   71   73   74                                                  
CONECT   73   72                                                            
CONECT   74   72                                                            
CONECT   75    2   76   78                                                  
CONECT   76   75   77                                                       
CONECT   77   76                                                            
CONECT   78   75                                                            
CONECT   79    1                                                            
MASTER        0    0    0    0    0    0    0    0   79    0  160    0
END

View in JSmol

Synonyms

Value	Source
2-[(3S,6R,9S,12R,15S,18S,21R,24S,27R,33AS)-12,15,24-tris[(2S)-butan-2-yl]-9-(carboxymethyl)-4,16,22-trihydroxy-2,8,11,14,20,27-hexamethyl-1,7,10,13,19,25,28-heptaoxo-3,6,21-tris(propan-2-yl)-1H,2H,3H,6H,7H,8H,9H,10H,11H,12H,13H,14H,15H,18H,19H,20H,21H,24H,25H,27H,28H,30H,31H,32H,33H,33ah-pyrido[1,2-D]1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclotriacontan-18-yl]acetate	Generator

Chemical Formula

C₅₅H₉₃N₉O₁₅

Average Mass

1120.3970 Da

Monoisotopic Mass

1119.67911 Da

IUPAC Name

2-[(3S,6R,9S,12R,15S,18S,21R,24S,27R,33aS)-12,15,24-tris[(2S)-butan-2-yl]-9-(carboxymethyl)-2,8,11,14,20,27-hexamethyl-1,4,7,10,13,16,19,22,25,28-decaoxo-3,6,21-tris(propan-2-yl)-dotriacontahydropyrido[1,2-d]1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclotriacontan-18-yl]acetic acid

Traditional Name

[(3S,6R,9S,12R,15S,18S,21R,24S,27R,33aS)-12,15,24-tris[(2S)-butan-2-yl]-9-(carboxymethyl)-3,6,21-triisopropyl-2,8,11,14,20,27-hexamethyl-1,4,7,10,13,16,19,22,25,28-decaoxo-hexadecahydro-3H-pyrido[1,2-d]1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclotriacontan-18-yl]acetic acid

CAS Registry Number

Not Available

SMILES

CC[C@H](C)[C@@H]1NC(=O)[C@@H](C(C)C)N(C)C(=O)[C@H](CC(O)=O)NC(=O)[C@H]([C@@H](C)CC)N(C)C(=O)[C@@H]([C@@H](C)CC)N(C)C(=O)[C@H](CC(O)=O)N(C)C(=O)[C@H](NC(=O)[C@H](C(C)C)N(C)C(=O)[C@@H]2CCCCN2C(=O)[C@@H](C)OC1=O)C(C)C

InChI Identifier

InChI=1S/C55H93N9O15/c1-19-31(10)41-55(78)79-34(13)49(72)64-25-23-22-24-36(64)51(74)61(16)43(30(8)9)46(69)57-40(28(4)5)53(76)59(14)37(27-39(67)68)52(75)63(18)45(33(12)21-3)54(77)62(17)44(32(11)20-2)48(71)56-35(26-38(65)66)50(73)60(15)42(29(6)7)47(70)58-41/h28-37,40-45H,19-27H2,1-18H3,(H,56,71)(H,57,69)(H,58,70)(H,65,66)(H,67,68)/t31-,32-,33-,34+,35-,36-,37-,40+,41-,42+,43-,44-,45+/m0/s1

InChI Key

IZUJJOHFTNOHGI-XJMIFRNKSA-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 javanicum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Macrolide lactam
Macrolide
Macrolactam
Alpha-amino acid ester
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Piperidine
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Lactone
Lactam
Carboxylic acid ester
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	2.59	ALOGPS
logP	2.57	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	3.99	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	310.06 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	287.65 m³·mol⁻¹	ChemAxon
Polarizability	117.77 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163067724

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Baumbusch J, Blakey EP, Carapellotti AM, Dohmen M, Fick DM, Kagan SH, Melendez-Torres GJ, Morgan BE, Munsterman E, Resnick B, Young HM: Nurses and the decade of healthy ageing: An unprecedented opportunity. Int J Older People Nurs. 2022 May;17(3):e12469. doi: 10.1111/opn.12469. [PubMed:35490355 ]
Hill NL, Bratlee-Whitaker E, Wion RK, Madrigal C, Bhargava S, Mogle J: Factors that influence the emotional impact of memory problems in older adults: A qualitative descriptive study. Int J Older People Nurs. 2022 May;17(3):e12439. doi: 10.1111/opn.12439. Epub 2021 Dec 8. [PubMed:35490354 ]
Polastri M, Loforte A, Swol J: "Racing team" or "orchestra" approach? Two different perspectives on providing care in emergency and critical settings. Artif Organs. 2022 May 1. doi: 10.1111/aor.14274. [PubMed:35490353 ]
Wei YF, Wang L, Xia ZY, Gou M, Sun ZY, Lv WF, Tang YQ: Microbial communities in crude oil phase and filter-graded aqueous phase from a Daqing oilfield after polymer flooding. J Appl Microbiol. 2022 May 1. doi: 10.1111/jam.15603. [PubMed:35490352 ]
Authors unspecified: CORRIGENDUM. Transbound Emerg Dis. 2022 May 1. doi: 10.1111/tbed.14572. [PubMed:35490351 ]

Showing NP-Card for (-)-Eujavanicin A (NP0076542)

MOL for NP0076542 ((-)-Eujavanicin A)

3D MOL for NP0076542 ((-)-Eujavanicin A)

3D SDF for NP0076542 ((-)-Eujavanicin A)

3D-SDF for NP0076542 ((-)-Eujavanicin A)

PDB for NP0076542 ((-)-Eujavanicin A)

3D PDB for NP0076542 ((-)-Eujavanicin A)

SMILES for NP0076542 ((-)-Eujavanicin A)

INCHI for NP0076542 ((-)-Eujavanicin A)

Structure for NP0076542 ((-)-Eujavanicin A)

3D Structure for NP0076542 ((-)-Eujavanicin A)