NP-MRD: Showing NP-Card for Diplyne A (NP0026442)

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Record Information

Version

2.0

Created at

2021-06-19 18:19:00 UTC

Updated at

2021-06-29 23:51:58 UTC

NP-MRD ID

NP0026442

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Diplyne A

Provided By

JEOL Database JEOL Logo

Description

Diplyne A is found in Diplastrella sp. Diplyne A was first documented in 2003 (Lerch, M. L., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120193D          

 38 37  0  0  0  0            999 V2000
   -3.0156   -2.3508   -2.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0019   -1.3320   -3.0294 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4868   -0.7482   -1.6924 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9281   -1.8137   -0.8524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147   -0.0145   -1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5174    0.5670   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    1.2769    0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657    1.7952    0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8477    2.3910    1.2746 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6716    1.3804    2.0779 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1042    0.1203    1.3142 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9280    0.4153    0.0591 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4554   -0.8484   -0.6352 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3836   -1.8300   -1.1181 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4725   -1.2284   -2.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258   -0.7258   -2.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1549   -0.1179   -3.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5654    1.1436   -3.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    2.0168   -4.8260 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2141   -1.9071   -2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8371   -1.8173   -3.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0934    1.0632    2.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2149   -0.4641    1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7877    1.0388    0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3382    0.9991   -0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1272   -1.3769    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0696   -0.5370   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8131   -2.2227   -0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -2.6922   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4848   -0.7097   -4.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2499    1.7599   -2.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  3  0  0  0  0
  8  7  3  0  0  0  0
 13 12  1  0  0  0  0
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 17 16  1  0  0  0  0
  6  5  3  0  0  0  0
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  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  4 24  1  0  0  0  0
  1 20  1  0  0  0  0
M  END

     RDKit          3D

 38 37  0  0  0  0  0  0  0  0999 V2000
   -3.0156   -2.3508   -2.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0019   -1.3320   -3.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4868   -0.7482   -1.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9281   -1.8137   -0.8524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147   -0.0145   -1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5174    0.5670   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    1.2769    0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657    1.7952    0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8477    2.3910    1.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6716    1.3804    2.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042    0.1203    1.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    0.4153    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4554   -0.8484   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836   -1.8300   -1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725   -1.2284   -2.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258   -0.7258   -2.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1549   -0.1179   -3.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5654    1.1436   -3.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    2.0168   -4.8260 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2141   -1.9071   -2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3008   -2.5459   -1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4596    2.8294    0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658    3.2187    1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5649    1.8876    2.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1272   -1.3769    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0696   -0.5370   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2499    1.7599   -2.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
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  8  7  3  0
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  6  5  3  0
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  3 23  1  0
  2 21  1  0
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  4 24  1  0
  1 20  1  0
M  END


  Mrv1652306192120193D          

 38 37  0  0  0  0            999 V2000
   -3.0156   -2.3508   -2.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0019   -1.3320   -3.0294 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4868   -0.7482   -1.6924 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9281   -1.8137   -0.8524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147   -0.0145   -1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5174    0.5670   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    1.2769    0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657    1.7952    0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8477    2.3910    1.2746 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6716    1.3804    2.0779 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1042    0.1203    1.3142 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9280    0.4153    0.0591 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4554   -0.8484   -0.6352 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3836   -1.8300   -1.1181 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4725   -1.2284   -2.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258   -0.7258   -2.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1549   -0.1179   -3.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5654    1.1436   -3.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    2.0168   -4.8260 Br  0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8371   -1.8173   -3.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5817   -0.5674   -3.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3381   -0.0829   -1.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3008   -2.5459   -1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4596    2.8294    0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658    3.2187    1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8131   -2.2227   -0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -2.6922   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4848   -0.7097   -4.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2499    1.7599   -2.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
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 14 13  1  0  0  0  0
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 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
  3 23  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  4 24  1  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0026442

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]([H])(O[H])C#CC#CC([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C#C\C([H])=C(/[H])Br

> <INCHI_IDENTIFIER>
InChI=1S/C16H19BrO2/c17-14-12-10-8-6-4-2-1-3-5-7-9-11-13-16(19)15-18/h12,14,16,18-19H,1-6,15H2/b14-12+/t16-/m0/s1

> <INCHI_KEY>
VNGBJHIEIWROOZ-GRNBYLDVSA-N

> <FORMULA>
C16H19BrO2

> <MOLECULAR_WEIGHT>
323.23

> <EXACT_MASS>
322.056843

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.451886500809465

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,15E)-16-bromohexadec-15-en-3,5,13-triyne-1,2-diol

> <ALOGPS_LOGP>
4.29

> <JCHEM_LOGP>
4.153187262666666

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.210847633845873

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.644296282273118

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1313135505811465

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
84.3023

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.99e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,15E)-16-bromohexadec-15-en-3,5,13-triyne-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 37  0  0  0  0  0  0  0  0999 V2000
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   -4.0019   -1.3320   -3.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4868   -0.7482   -1.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9281   -1.8137   -0.8524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147   -0.0145   -1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5174    0.5670   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    1.2769    0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657    1.7952    0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8477    2.3910    1.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6716    1.3804    2.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042    0.1203    1.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    0.4153    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4554   -0.8484   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836   -1.8300   -1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725   -1.2284   -2.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258   -0.7258   -2.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1549   -0.1179   -3.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5654    1.1436   -3.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    2.0168   -4.8260 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2141   -1.9071   -2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8371   -1.8173   -3.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5817   -0.5674   -3.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3381   -0.0829   -1.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3008   -2.5459   -1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4596    2.8294    0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658    3.2187    1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5649    1.8876    2.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0934    1.0632    2.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6967   -0.5047    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2149   -0.4641    1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7877    1.0388    0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3382    0.9991   -0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1272   -1.3769    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0696   -0.5370   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8131   -2.2227   -0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -2.6922   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4848   -0.7097   -4.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2499    1.7599   -2.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  3  0
  8  7  3  0
 13 12  1  0
  7  6  1  0
 17 16  1  0
  6  5  3  0
 12 11  1  0
  5  3  1  0
 15 14  1  0
  3  2  1  0
 11 10  1  0
  3  4  1  0
  2  1  1  0
 10  9  1  0
 17 18  2  0
 14 13  1  0
 18 19  1  0
  9  8  1  0
 18 38  1  0
 17 37  1  0
 14 35  1  0
 14 36  1  0
 13 33  1  0
 13 34  1  0
 12 31  1  0
 12 32  1  0
 11 29  1  0
 11 30  1  0
 10 27  1  0
 10 28  1  0
  9 25  1  0
  9 26  1  0
  3 23  1  0
  2 21  1  0
  2 22  1  0
  4 24  1  0
  1 20  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0      -3.016  -2.351  -2.810  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.002  -1.332  -3.029  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.487  -0.748  -1.692  0.00  0.00           C+0
HETATM    4  O   UNK     0      -4.928  -1.814  -0.852  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.415  -0.015  -1.009  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.517   0.567  -0.463  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.328   1.277   0.206  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.366   1.795   0.701  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.848   2.391   1.275  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.672   1.380   2.078  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.104   0.120   1.314  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.928   0.415   0.059  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.455  -0.848  -0.635  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.384  -1.830  -1.118  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.472  -1.228  -2.102  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.726  -0.726  -2.897  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.155  -0.118  -3.830  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.565   1.144  -3.669  0.00  0.00           C+0
HETATM   19 Br   UNK     0      -1.722   2.017  -4.826  0.00  0.00          Br+0
HETATM   20  H   UNK     0      -2.214  -1.907  -2.474  0.00  0.00           H+0
HETATM   21  H   UNK     0      -4.837  -1.817  -3.544  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.582  -0.567  -3.689  0.00  0.00           H+0
HETATM   23  H   UNK     0      -5.338  -0.083  -1.869  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.301  -2.546  -1.010  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.460   2.829   0.479  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.566   3.219   1.936  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.565   1.888   2.463  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.093   1.063   2.955  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.697  -0.505   1.994  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.215  -0.464   1.055  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.788   1.039   0.335  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.338   0.999  -0.656  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.127  -1.377   0.053  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.070  -0.537  -1.490  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.813  -2.223  -0.270  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.883  -2.692  -1.576  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.485  -0.710  -4.678  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.250   1.760  -2.834  0.00  0.00           H+0
CONECT    1    2   20                                                       
CONECT    2    3    1   21   22                                             
CONECT    3    5    2    4   23                                             
CONECT    4    3   24                                                       
CONECT    5    6    3                                                       
CONECT    6    7    5                                                       
CONECT    7    8    6                                                       
CONECT    8    7    9                                                       
CONECT    9   10    8   25   26                                             
CONECT   10   11    9   27   28                                             
CONECT   11   12   10   29   30                                             
CONECT   12   13   11   31   32                                             
CONECT   13   12   14   33   34                                             
CONECT   14   15   13   35   36                                             
CONECT   15   16   14                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   37                                                  
CONECT   18   17   19   38                                                  
CONECT   19   18                                                            
CONECT   20    1                                                            
CONECT   21    2                                                            
CONECT   22    2                                                            
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    9                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
CONECT   28   10                                                            
CONECT   29   11                                                            
CONECT   30   11                                                            
CONECT   31   12                                                            
CONECT   32   12                                                            
CONECT   33   13                                                            
CONECT   34   13                                                            
CONECT   35   14                                                            
CONECT   36   14                                                            
CONECT   37   17                                                            
CONECT   38   18                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   74    0
END

RDKit          3D

38 37  0  0  0  0  0  0  0  0999 V2000
   -3.0156   -2.3508   -2.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0019   -1.3320   -3.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4868   -0.7482   -1.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9281   -1.8137   -0.8524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147   -0.0145   -1.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5174    0.5670   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    1.2769    0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657    1.7952    0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8477    2.3910    1.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6716    1.3804    2.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042    0.1203    1.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    0.4153    0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4554   -0.8484   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836   -1.8300   -1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725   -1.2284   -2.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7258   -0.7258   -2.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1549   -0.1179   -3.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5654    1.1436   -3.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    2.0168   -4.8260 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2141   -1.9071   -2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8371   -1.8173   -3.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5817   -0.5674   -3.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3381   -0.0829   -1.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3008   -2.5459   -1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4596    2.8294    0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658    3.2187    1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5649    1.8876    2.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0934    1.0632    2.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6967   -0.5047    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2149   -0.4641    1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7877    1.0388    0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3382    0.9991   -0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1272   -1.3769    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0696   -0.5370   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8131   -2.2227   -0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -2.6922   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4848   -0.7097   -4.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2499    1.7599   -2.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  3  0
  8  7  3  0
 13 12  1  0
  7  6  1  0
 17 16  1  0
  6  5  3  0
 12 11  1  0
  5  3  1  0
 15 14  1  0
  3  2  1  0
 11 10  1  0
  3  4  1  0
  2  1  1  0
 10  9  1  0
 17 18  2  0
 14 13  1  0
 18 19  1  0
  9  8  1  0
 18 38  1  0
 17 37  1  0
 14 35  1  0
 14 36  1  0
 13 33  1  0
 13 34  1  0
 12 31  1  0
 12 32  1  0
 11 29  1  0
 11 30  1  0
 10 27  1  0
 10 28  1  0
  9 25  1  0
  9 26  1  0
  3 23  1  0
  2 21  1  0
  2 22  1  0
  4 24  1  0
  1 20  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₉BrO₂

Average Mass

323.2300 Da

Monoisotopic Mass

322.05684 Da

IUPAC Name

(2S,15E)-16-bromohexadec-15-en-3,5,13-triyne-1,2-diol

Traditional Name

(2S,15E)-16-bromohexadec-15-en-3,5,13-triyne-1,2-diol

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]([H])(O[H])C#CC#CC([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C#C\C([H])=C(/[H])Br

InChI Identifier

InChI=1S/C16H19BrO2/c17-14-12-10-8-6-4-2-1-3-5-7-9-11-13-16(19)15-18/h12,14,16,18-19H,1-6,15H2/b14-12+/t16-/m0/s1

InChI Key

VNGBJHIEIWROOZ-GRNBYLDVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Diplastrella sp.	JEOL database	Lerch, M. L., et al, J. Nat. Prod. 66, 667 (2003)

Chemical Taxonomy

Classification

Not classified

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	4.29	ALOGPS
logP	4.15	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	12.64	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	84.3 m³·mol⁻¹	ChemAxon
Polarizability	31.45 Å³	ChemAxon
Number of Rings	0	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

Not Available

References

General References

Lerch, M. L., et al. (2003). Lerch, M. L., et al, J. Nat. Prod. 66, 667 (2003). J. Nat. Prod..

Showing NP-Card for Diplyne A (NP0026442)

MOL for NP0026442 (Diplyne A)

3D MOL for NP0026442 (Diplyne A)

3D SDF for NP0026442 (Diplyne A)

3D-SDF for NP0026442 (Diplyne A)

PDB for NP0026442 (Diplyne A)

3D PDB for NP0026442 (Diplyne A)

SMILES for NP0026442 (Diplyne A)

INCHI for NP0026442 (Diplyne A)

Structure for NP0026442 (Diplyne A)

3D Structure for NP0026442 (Diplyne A)