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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:06:34 UTC

Update Date

2022-03-07 02:57:00 UTC

HMDB ID

HMDB0041424

Secondary Accession Numbers

HMDB41424

Metabolite Identification

Common Name

Atemoyacin B

Description

Atemoyacin B belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Based on a literature review a small amount of articles have been published on Atemoyacin B.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241216022D          

 42 44  0  0  0  0            999 V2000
   -3.4054   -2.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6841   -2.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630   -2.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2417   -2.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6014   -2.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1198   -2.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410   -2.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622   -2.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2835   -2.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9245   -2.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6457   -2.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6457   -3.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4471   -3.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8478   -4.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7676   -2.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0465   -2.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0465   -1.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8478   -1.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8478   -0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8478   -1.4821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6457    1.5622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0465    3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4054    3.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6841    3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630    3.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3219    3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6014    3.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6014    4.2067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7676    3.4054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397    3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609    3.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4821    3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1232    3.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8444    3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  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
  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
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 35 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

HMDB0041424
     RDKit          3D
Atemoyacin B
104106  0  0  0  0  0  0  0  0999 V2000
   10.9416    1.4877    2.5715 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6403    0.5043    1.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6177   -0.3335    0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7415   -1.0544    1.8225 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7175   -1.9865    1.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6983   -1.3767    0.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1340   -0.3281    1.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1551   -1.3257   -1.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3516   -0.7827   -2.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9514    0.6101   -2.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0846    1.3009   -1.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7556    0.5745   -1.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1229    0.5882   -2.4378 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8754    1.0624   -0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5353    2.5041   -0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533    2.3883    0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6692    1.2033   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3134    0.7050    0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2079    0.2098    1.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3497   -1.4452    0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8623   -2.5010   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1762   -2.7628   -1.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1274   -0.5526   -0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0094   -0.6057   -1.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4179   -0.9981   -1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9435    0.0069   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4033   -0.3204    0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7855    0.7291    1.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1239    0.6690    1.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2302    0.7073    0.8019 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1056    1.7237    0.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0885    1.4664   -0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8394    2.4023   -1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8042    0.1666   -0.7711 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6465   -0.3076   -0.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0781   -0.2869   -0.6029 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7010    0.3142   -0.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9656    1.1089    3.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2899   -0.1645    2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
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 37104  1  0
M  END


  Mrv0541 02241216022D          

 42 44  0  0  0  0            999 V2000
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  1  2  1  0  0  0  0
  1 16  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041424

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(O)CCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCC1=CC(C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C35H62O7/c1-3-4-11-17-28(36)18-14-15-20-30(38)32-22-24-34(42-32)33-23-21-31(41-33)29(37)19-13-10-8-6-5-7-9-12-16-27-25-26(2)40-35(27)39/h25-26,28-34,36-38H,3-24H2,1-2H3

> <INCHI_KEY>
FHAJQHKTDUHPCJ-UHFFFAOYSA-N

> <FORMULA>
C35H62O7

> <MOLECULAR_WEIGHT>
594.8626

> <EXACT_MASS>
594.449554338

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
72.57761779552132

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(11-{5-[5-(1,6-dihydroxyundecyl)oxolan-2-yl]oxolan-2-yl}-11-hydroxyundecyl)-5-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
6.31

> <JCHEM_LOGP>
7.793054603333332

> <ALOGPS_LOGS>
-5.77

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.432265247509324

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.87346860915439

> <JCHEM_PKA_STRONGEST_BASIC>
-1.273797087889252

> <JCHEM_POLAR_SURFACE_AREA>
105.45

> <JCHEM_REFRACTIVITY>
167.19459999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.01e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(11-{5-[5-(1,6-dihydroxyundecyl)oxolan-2-yl]oxolan-2-yl}-11-hydroxyundecyl)-5-methyl-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041424
     RDKit          3D
Atemoyacin B
104106  0  0  0  0  0  0  0  0999 V2000
   10.9416    1.4877    2.5715 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6403    0.5043    1.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6177   -0.3335    0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7175   -1.9865    1.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 39 40  2  0
 21 41  1  0
 17 42  1  0
 42 14  1  0
 41 18  1  0
 39 34  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  0
  5 53  1  0
  6 54  1  0
  7 55  1  0
  8 56  1  0
  8 57  1  0
  9 58  1  0
  9 59  1  0
 10 60  1  0
 10 61  1  0
 11 62  1  0
 11 63  1  0
 12 64  1  0
 13 65  1  0
 14 66  1  0
 15 67  1  0
 15 68  1  0
 16 69  1  0
 16 70  1  0
 17 71  1  0
 18 72  1  0
 19 73  1  0
 19 74  1  0
 20 75  1  0
 20 76  1  0
 21 77  1  0
 22 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
 30 92  1  0
 30 93  1  0
 31 94  1  0
 31 95  1  0
 32 96  1  0
 32 97  1  0
 33 98  1  0
 33 99  1  0
 35100  1  0
 36101  1  0
 37102  1  0
 37103  1  0
 37104  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.357  -4.562   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.010  -3.814   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.664  -4.562   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.318  -3.814   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.123  -4.562   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.224  -3.814   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.570  -4.562   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.916  -3.814   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.263  -4.562   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.459  -3.814   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.805  -4.562   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.805  -6.057   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.301  -6.506   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.049  -7.853   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -8.900  -4.562   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -7.553  -3.814   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.553  -2.318   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.049  -1.869   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.049  -0.373   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.553   0.074   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -6.805  -1.121   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.049  -5.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.301  -4.113   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.049  -2.767   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -6.805   2.916   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -7.553   1.570   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -9.049   2.168   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.049   3.664   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -7.553   4.113   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -7.553   5.609   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -6.357   6.357   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.010   5.609   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.664   6.357   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.468   5.609   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.123   6.357   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -1.123   7.853   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -8.900   6.357   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.074   5.609   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.420   6.357   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.767   5.609   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.963   6.357   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       5.310   5.609   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   23                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16    1   15   17                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   17   20                                                       
CONECT   22   13   23                                                       
CONECT   23   11   22   24                                                  
CONECT   24   23                                                            
CONECT   25   26   29                                                       
CONECT   26   20   25   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   25   28   30                                                  
CONECT   30   29   31   37                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   38                                                  
CONECT   36   35                                                            
CONECT   37   30                                                            
CONECT   38   35   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

COMPND    HMDB0041424
HETATM    1  C1  UNL     1      10.942   1.488   2.571  1.00  0.00           C  
HETATM    2  C2  UNL     1      11.640   0.504   1.693  1.00  0.00           C  
HETATM    3  C3  UNL     1      10.618  -0.333   0.878  1.00  0.00           C  
HETATM    4  C4  UNL     1       9.742  -1.054   1.823  1.00  0.00           C  
HETATM    5  C5  UNL     1       8.717  -1.986   1.335  1.00  0.00           C  
HETATM    6  C6  UNL     1       7.698  -1.377   0.370  1.00  0.00           C  
HETATM    7  O1  UNL     1       7.134  -0.328   1.020  1.00  0.00           O  
HETATM    8  C7  UNL     1       8.155  -1.326  -1.007  1.00  0.00           C  
HETATM    9  C8  UNL     1       7.352  -0.783  -2.115  1.00  0.00           C  
HETATM   10  C9  UNL     1       6.951   0.610  -2.240  1.00  0.00           C  
HETATM   11  C10 UNL     1       6.085   1.301  -1.265  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.756   0.575  -1.168  1.00  0.00           C  
HETATM   13  O2  UNL     1       4.123   0.588  -2.438  1.00  0.00           O  
HETATM   14  C12 UNL     1       3.875   1.062  -0.099  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.535   2.504  -0.035  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.153   2.388   0.669  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.669   1.203  -0.136  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.313   0.705   0.236  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.208   0.210   1.639  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.896  -0.884   1.380  1.00  0.00           C  
HETATM   21  C19 UNL     1      -0.350  -1.445   0.156  1.00  0.00           C  
HETATM   22  C20 UNL     1      -0.862  -2.501  -0.657  1.00  0.00           C  
HETATM   23  O3  UNL     1       0.176  -2.763  -1.655  1.00  0.00           O  
HETATM   24  C21 UNL     1      -2.133  -2.698  -1.285  1.00  0.00           C  
HETATM   25  C22 UNL     1      -3.422  -2.877  -0.619  1.00  0.00           C  
HETATM   26  C23 UNL     1      -4.003  -1.881   0.295  1.00  0.00           C  
HETATM   27  C24 UNL     1      -4.127  -0.553  -0.391  1.00  0.00           C  
HETATM   28  C25 UNL     1      -5.009  -0.606  -1.570  1.00  0.00           C  
HETATM   29  C26 UNL     1      -6.418  -0.998  -1.213  1.00  0.00           C  
HETATM   30  C27 UNL     1      -6.944   0.007  -0.216  1.00  0.00           C  
HETATM   31  C28 UNL     1      -8.403  -0.320   0.166  1.00  0.00           C  
HETATM   32  C29 UNL     1      -8.785   0.729   1.155  1.00  0.00           C  
HETATM   33  C30 UNL     1     -10.124   0.669   1.775  1.00  0.00           C  
HETATM   34  C31 UNL     1     -11.230   0.707   0.802  1.00  0.00           C  
HETATM   35  C32 UNL     1     -12.106   1.724   0.708  1.00  0.00           C  
HETATM   36  C33 UNL     1     -13.088   1.466  -0.357  1.00  0.00           C  
HETATM   37  C34 UNL     1     -12.839   2.402  -1.523  1.00  0.00           C  
HETATM   38  O4  UNL     1     -12.804   0.167  -0.771  1.00  0.00           O  
HETATM   39  C35 UNL     1     -11.646  -0.308  -0.126  1.00  0.00           C  
HETATM   40  O5  UNL     1     -11.105  -1.426  -0.345  1.00  0.00           O  
HETATM   41  O6  UNL     1      -0.078  -0.287  -0.603  1.00  0.00           O  
HETATM   42  O7  UNL     1       2.701   0.314  -0.059  1.00  0.00           O  
HETATM   43  H1  UNL     1      11.473   2.449   2.540  1.00  0.00           H  
HETATM   44  H2  UNL     1       9.893   1.660   2.245  1.00  0.00           H  
HETATM   45  H3  UNL     1      10.966   1.109   3.615  1.00  0.00           H  
HETATM   46  H4  UNL     1      12.290  -0.164   2.290  1.00  0.00           H  
HETATM   47  H5  UNL     1      12.292   1.055   0.982  1.00  0.00           H  
HETATM   48  H6  UNL     1      11.184  -0.959   0.215  1.00  0.00           H  
HETATM   49  H7  UNL     1      10.088   0.473   0.303  1.00  0.00           H  
HETATM   50  H8  UNL     1      10.445  -1.676   2.480  1.00  0.00           H  
HETATM   51  H9  UNL     1       9.234  -0.336   2.536  1.00  0.00           H  
HETATM   52  H10 UNL     1       8.094  -2.290   2.233  1.00  0.00           H  
HETATM   53  H11 UNL     1       9.123  -2.911   0.856  1.00  0.00           H  
HETATM   54  H12 UNL     1       6.875  -2.230   0.358  1.00  0.00           H  
HETATM   55  H13 UNL     1       7.094  -0.526   1.981  1.00  0.00           H  
HETATM   56  H14 UNL     1       9.215  -0.939  -1.131  1.00  0.00           H  
HETATM   57  H15 UNL     1       8.283  -2.461  -1.310  1.00  0.00           H  
HETATM   58  H16 UNL     1       6.473  -1.498  -2.313  1.00  0.00           H  
HETATM   59  H17 UNL     1       7.966  -1.001  -3.077  1.00  0.00           H  
HETATM   60  H18 UNL     1       6.488   0.795  -3.279  1.00  0.00           H  
HETATM   61  H19 UNL     1       7.922   1.238  -2.288  1.00  0.00           H  
HETATM   62  H20 UNL     1       6.445   1.593  -0.307  1.00  0.00           H  
HETATM   63  H21 UNL     1       5.884   2.324  -1.779  1.00  0.00           H  
HETATM   64  H22 UNL     1       5.001  -0.487  -0.987  1.00  0.00           H  
HETATM   65  H23 UNL     1       3.360  -0.063  -2.391  1.00  0.00           H  
HETATM   66  H24 UNL     1       4.369   0.827   0.908  1.00  0.00           H  
HETATM   67  H25 UNL     1       3.314   2.990  -0.986  1.00  0.00           H  
HETATM   68  H26 UNL     1       4.226   3.102   0.593  1.00  0.00           H  
HETATM   69  H27 UNL     1       2.390   2.148   1.714  1.00  0.00           H  
HETATM   70  H28 UNL     1       1.566   3.296   0.527  1.00  0.00           H  
HETATM   71  H29 UNL     1       1.567   1.626  -1.191  1.00  0.00           H  
HETATM   72  H30 UNL     1      -0.381   1.602   0.138  1.00  0.00           H  
HETATM   73  H31 UNL     1      -0.164   0.939   2.378  1.00  0.00           H  
HETATM   74  H32 UNL     1       1.103  -0.270   2.050  1.00  0.00           H  
HETATM   75  H33 UNL     1      -1.853  -0.386   1.388  1.00  0.00           H  
HETATM   76  H34 UNL     1      -0.817  -1.571   2.233  1.00  0.00           H  
HETATM   77  H35 UNL     1       0.765  -1.746   0.436  1.00  0.00           H  
HETATM   78  H36 UNL     1      -0.690  -3.492  -0.029  1.00  0.00           H  
HETATM   79  H37 UNL     1      -0.150  -2.206  -2.431  1.00  0.00           H  
HETATM   80  H38 UNL     1      -2.322  -1.971  -2.161  1.00  0.00           H  
HETATM   81  H39 UNL     1      -2.030  -3.674  -1.938  1.00  0.00           H  
HETATM   82  H40 UNL     1      -3.397  -3.876  -0.038  1.00  0.00           H  
HETATM   83  H41 UNL     1      -4.179  -3.064  -1.465  1.00  0.00           H  
HETATM   84  H42 UNL     1      -5.070  -2.255   0.573  1.00  0.00           H  
HETATM   85  H43 UNL     1      -3.561  -1.760   1.279  1.00  0.00           H  
HETATM   86  H44 UNL     1      -3.074  -0.236  -0.667  1.00  0.00           H  
HETATM   87  H45 UNL     1      -4.462   0.225   0.355  1.00  0.00           H  
HETATM   88  H46 UNL     1      -4.988   0.396  -2.063  1.00  0.00           H  
HETATM   89  H47 UNL     1      -4.591  -1.291  -2.365  1.00  0.00           H  
HETATM   90  H48 UNL     1      -7.073  -0.993  -2.132  1.00  0.00           H  
HETATM   91  H49 UNL     1      -6.408  -2.020  -0.803  1.00  0.00           H  
HETATM   92  H50 UNL     1      -6.383   0.017   0.732  1.00  0.00           H  
HETATM   93  H51 UNL     1      -6.877   1.007  -0.667  1.00  0.00           H  
HETATM   94  H52 UNL     1      -8.948  -0.190  -0.809  1.00  0.00           H  
HETATM   95  H53 UNL     1      -8.491  -1.342   0.488  1.00  0.00           H  
HETATM   96  H54 UNL     1      -8.714   1.767   0.670  1.00  0.00           H  
HETATM   97  H55 UNL     1      -7.961   0.748   1.936  1.00  0.00           H  
HETATM   98  H56 UNL     1     -10.211   1.565   2.459  1.00  0.00           H  
HETATM   99  H57 UNL     1     -10.225  -0.263   2.408  1.00  0.00           H  
HETATM  100  H58 UNL     1     -12.070   2.608   1.346  1.00  0.00           H  
HETATM  101  H59 UNL     1     -14.137   1.589   0.012  1.00  0.00           H  
HETATM  102  H60 UNL     1     -13.566   2.158  -2.324  1.00  0.00           H  
HETATM  103  H61 UNL     1     -12.933   3.447  -1.176  1.00  0.00           H  
HETATM  104  H62 UNL     1     -11.833   2.216  -1.924  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3   46   47
CONECT    3    4   48   49
CONECT    4    5   50   51
CONECT    5    6   52   53
CONECT    6    7    8   54
CONECT    7   55
CONECT    8    9   56   57
CONECT    9   10   58   59
CONECT   10   11   60   61
CONECT   11   12   62   63
CONECT   12   13   14   64
CONECT   13   65
CONECT   14   15   42   66
CONECT   15   16   67   68
CONECT   16   17   69   70
CONECT   17   18   42   71
CONECT   18   19   41   72
CONECT   19   20   73   74
CONECT   20   21   75   76
CONECT   21   22   41   77
CONECT   22   23   24   78
CONECT   23   79
CONECT   24   25   80   81
CONECT   25   26   82   83
CONECT   26   27   84   85
CONECT   27   28   86   87
CONECT   28   29   88   89
CONECT   29   30   90   91
CONECT   30   31   92   93
CONECT   31   32   94   95
CONECT   32   33   96   97
CONECT   33   34   98   99
CONECT   34   35   35   39
CONECT   35   36  100
CONECT   36   37   38  101
CONECT   37  102  103  104
CONECT   38   39
CONECT   39   40   40
END

HMDB0041424
     RDKit          3D
Atemoyacin B
104106  0  0  0  0  0  0  0  0999 V2000
   10.9416    1.4877    2.5715 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6403    0.5043    1.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6177   -0.3335    0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7415   -1.0544    1.8225 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7175   -1.9865    1.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6983   -1.3767    0.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1340   -0.3281    1.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1551   -1.3257   -1.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3516   -0.7827   -2.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9514    0.6101   -2.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0846    1.3009   -1.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7556    0.5745   -1.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1229    0.5882   -2.4378 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8754    1.0624   -0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5353    2.5041   -0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533    2.3883    0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6692    1.2033   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3134    0.7050    0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2079    0.2098    1.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8957   -0.8838    1.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3497   -1.4452    0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8623   -2.5010   -0.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1762   -2.7628   -1.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332   -2.6980   -1.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4223   -2.8768   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0031   -1.8807    0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274   -0.5526   -0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0094   -0.6057   -1.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4179   -0.9981   -1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9435    0.0069   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4033   -0.3204    0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7855    0.7291    1.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1239    0.6690    1.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2302    0.7073    0.8019 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1056    1.7237    0.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0885    1.4664   -0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8394    2.4023   -1.5230 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8042    0.1666   -0.7711 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6465   -0.3076   -0.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1052   -1.4255   -0.3448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0781   -0.2869   -0.6029 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7010    0.3142   -0.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4727    2.4494    2.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8932    1.6597    2.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9656    1.1089    3.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2899   -0.1645    2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2920    1.0552    0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1837   -0.9586    0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0882    0.4726    0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4453   -1.6765    2.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2339   -0.3357    2.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0943   -2.2897    2.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1230   -2.9107    0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8749   -2.2298    0.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0939   -0.5258    1.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2151   -0.9388   -1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2829   -2.4613   -1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4732   -1.4985   -2.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9658   -1.0013   -3.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4884    0.7950   -3.2788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9218    1.2375   -2.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8838    2.3235   -1.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0015   -0.4873   -0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3599   -0.0630   -2.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3688    0.8266    0.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3136    2.9901   -0.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2261    3.1021    0.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3895    2.1478    1.7136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5664    3.2955    0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5667    1.6255   -1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1028   -0.2699    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8528   -0.3858    1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8166   -1.5713    2.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7647   -1.7460    0.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1502   -2.2059   -2.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221   -1.9713   -2.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0299   -3.6741   -1.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3966   -3.8757   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1789   -3.0643   -1.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0702   -2.2553    0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5606   -1.7596    1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0740   -0.2365   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4619    0.2248    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9881    0.3960   -2.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5912   -1.2912   -2.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0726   -0.9932   -2.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4084   -2.0205   -0.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3831    0.0175    0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8768    1.0070   -0.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9479   -0.1897   -0.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4910   -1.3424    0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7139    1.7670    0.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9605    0.7478    1.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2106    1.5649    2.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2249   -0.2631    2.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0702    2.6079    1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1373    1.5890    0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5657    2.1575   -2.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9329    3.4470   -1.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8327    2.2159   -1.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Atemoyacin-b	HMDB
Atemoyacin b	MeSH

Chemical Formula

C₃₅H₆₂O₇

Average Molecular Weight

594.8626

Monoisotopic Molecular Weight

594.449554338

IUPAC Name

3-(11-{5-[5-(1,6-dihydroxyundecyl)oxolan-2-yl]oxolan-2-yl}-11-hydroxyundecyl)-5-methyl-2,5-dihydrofuran-2-one

Traditional Name

3-(11-{5-[5-(1,6-dihydroxyundecyl)oxolan-2-yl]oxolan-2-yl}-11-hydroxyundecyl)-5-methyl-5H-furan-2-one

CAS Registry Number

164991-85-9

SMILES

CCCCCC(O)CCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCC1=CC(C)OC1=O

InChI Identifier

InChI=1S/C35H62O7/c1-3-4-11-17-28(36)18-14-15-20-30(38)32-22-24-34(42-32)33-23-21-31(41-33)29(37)19-13-10-8-6-5-7-9-12-16-27-25-26(2)40-35(27)39/h25-26,28-34,36-38H,3-24H2,1-2H3

InChI Key

FHAJQHKTDUHPCJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Annonaceous acetogenins

Alternative Parents

Substituents

Annonaceae acetogenin skeleton
Long chain fatty alcohol
2-furanone
Dihydrofuran
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0041424)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041424)

Source

Endogenous

Endogenous (HMDB: HMDB0041424)

Plant

Plant (HMDB: HMDB0041424)

Animal

Animal (HMDB: HMDB0041424)

Exogenous

Food

Food (HMDB: HMDB0041424)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0041424)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0041424)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0041424)

Lipid metabolism pathway (HMDB: HMDB0041424)

Cellular process

Cell signaling (HMDB: HMDB0041424)

Biochemical process

Lipid transport (HMDB: HMDB0041424)

Role

Biological role

Energy source (HMDB: HMDB0041424)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041424)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	7.6e-05 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.001 g/L	ALOGPS
logP	6.31	ALOGPS
logP	7.79	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	13.87	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	167.19 m³·mol⁻¹	ChemAxon
Polarizability	72.58 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	247.142	31661259
DarkChem	[M-H]-	240.234	31661259
DeepCCS	[M+H]+	247.292	30932474
DeepCCS	[M-H]-	244.934	30932474
DeepCCS	[M-2H]-	277.818	30932474
DeepCCS	[M+Na]+	253.385	30932474
AllCCS	[M+H]+	268.8	32859911
AllCCS	[M+H-H2O]+	267.6	32859911
AllCCS	[M+NH4]+	269.8	32859911
AllCCS	[M+Na]+	270.1	32859911
AllCCS	[M-H]-	237.3	32859911
AllCCS	[M+Na-2H]-	241.9	32859911
AllCCS	[M+HCOO]-	247.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.51 minutes	32390414
Predicted by Siyang on May 30, 2022	24.9823 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.16 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	74.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	4557.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	364.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	303.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	762.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1305.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	942.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	196.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2429.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	827.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2587.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	778.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	604.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	257.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	433.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Atemoyacin B	CCCCCC(O)CCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCC1=CC(C)OC1=O	4671.2	Standard polar	33892256
Atemoyacin B	CCCCCC(O)CCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCC1=CC(C)OC1=O	4208.8	Standard non polar	33892256
Atemoyacin B	CCCCCC(O)CCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCC1=CC(C)OC1=O	4463.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Atemoyacin B,1TMS,isomer #1	CCCCCC(CCCCC(O)C1CCC(C2CCC(C(O)CCCCCCCCCCC3=CC(C)OC3=O)O2)O1)O[Si](C)(C)C	4576.2	Semi standard non polar	33892256
Atemoyacin B,1TMS,isomer #2	CCCCCC(O)CCCCC(O[Si](C)(C)C)C1CCC(C2CCC(C(O)CCCCCCCCCCC3=CC(C)OC3=O)O2)O1	4554.6	Semi standard non polar	33892256
Atemoyacin B,1TMS,isomer #3	CCCCCC(O)CCCCC(O)C1CCC(C2CCC(C(CCCCCCCCCCC3=CC(C)OC3=O)O[Si](C)(C)C)O2)O1	4559.3	Semi standard non polar	33892256
Atemoyacin B,2TMS,isomer #1	CCCCCC(CCCCC(O[Si](C)(C)C)C1CCC(C2CCC(C(O)CCCCCCCCCCC3=CC(C)OC3=O)O2)O1)O[Si](C)(C)C	4510.4	Semi standard non polar	33892256
Atemoyacin B,2TMS,isomer #2	CCCCCC(CCCCC(O)C1CCC(C2CCC(C(CCCCCCCCCCC3=CC(C)OC3=O)O[Si](C)(C)C)O2)O1)O[Si](C)(C)C	4511.6	Semi standard non polar	33892256
Atemoyacin B,2TMS,isomer #3	CCCCCC(O)CCCCC(O[Si](C)(C)C)C1CCC(C2CCC(C(CCCCCCCCCCC3=CC(C)OC3=O)O[Si](C)(C)C)O2)O1	4516.2	Semi standard non polar	33892256
Atemoyacin B,3TMS,isomer #1	CCCCCC(CCCCC(O[Si](C)(C)C)C1CCC(C2CCC(C(CCCCCCCCCCC3=CC(C)OC3=O)O[Si](C)(C)C)O2)O1)O[Si](C)(C)C	4464.9	Semi standard non polar	33892256
Atemoyacin B,1TBDMS,isomer #1	CCCCCC(CCCCC(O)C1CCC(C2CCC(C(O)CCCCCCCCCCC3=CC(C)OC3=O)O2)O1)O[Si](C)(C)C(C)(C)C	4790.8	Semi standard non polar	33892256
Atemoyacin B,1TBDMS,isomer #2	CCCCCC(O)CCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C2CCC(C(O)CCCCCCCCCCC3=CC(C)OC3=O)O2)O1	4771.9	Semi standard non polar	33892256
Atemoyacin B,1TBDMS,isomer #3	CCCCCC(O)CCCCC(O)C1CCC(C2CCC(C(CCCCCCCCCCC3=CC(C)OC3=O)O[Si](C)(C)C(C)(C)C)O2)O1	4775.8	Semi standard non polar	33892256
Atemoyacin B,2TBDMS,isomer #1	CCCCCC(CCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C2CCC(C(O)CCCCCCCCCCC3=CC(C)OC3=O)O2)O1)O[Si](C)(C)C(C)(C)C	4942.3	Semi standard non polar	33892256
Atemoyacin B,2TBDMS,isomer #2	CCCCCC(CCCCC(O)C1CCC(C2CCC(C(CCCCCCCCCCC3=CC(C)OC3=O)O[Si](C)(C)C(C)(C)C)O2)O1)O[Si](C)(C)C(C)(C)C	4944.1	Semi standard non polar	33892256
Atemoyacin B,2TBDMS,isomer #3	CCCCCC(O)CCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C2CCC(C(CCCCCCCCCCC3=CC(C)OC3=O)O[Si](C)(C)C(C)(C)C)O2)O1	4954.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (Non-derivatized) - 70eV, Positive	splash10-08i9-2966340000-74718b4b2c00b2ef0465	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (1 TMS) - 70eV, Positive	splash10-03kj-1639233000-708f822e776c44122f00	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS ("Atemoyacin B,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atemoyacin B GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atemoyacin B 10V, Positive-QTOF	splash10-004j-0011090000-a1c59d5e5411bbb8670c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atemoyacin B 20V, Positive-QTOF	splash10-0553-5972560000-09dc0f74d8955dcba778	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atemoyacin B 40V, Positive-QTOF	splash10-066u-9554300000-a43e8d67541b73848e92	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atemoyacin B 10V, Negative-QTOF	splash10-0006-0000090000-e44037a082706a5b75b4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atemoyacin B 20V, Negative-QTOF	splash10-004j-1323290000-ea74463544a900f930f0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atemoyacin B 40V, Negative-QTOF	splash10-054k-2498040000-021ccf56b35db81c15b9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atemoyacin B 10V, Positive-QTOF	splash10-056r-0000190000-fa8e239976302fbf1683	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atemoyacin B 20V, Positive-QTOF	splash10-0a4j-0100190000-3c0f1372606e5062f8bd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atemoyacin B 40V, Positive-QTOF	splash10-0a4m-9501010000-6f30ba62abfd9dc891fb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atemoyacin B 10V, Negative-QTOF	splash10-0006-0000090000-438600b57508cbfaf5d0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atemoyacin B 20V, Negative-QTOF	splash10-0006-2021190000-3d3e97bdc367d753399a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atemoyacin B 40V, Negative-QTOF	splash10-0aor-7248790000-abfaed7d97177c4a307e	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021370

KNApSAcK ID

C00054296

Chemspider ID

28477316

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70682624

PDB ID

Not Available

ChEBI ID

176193

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1892291

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Atemoyacin B (HMDB0041424)

MOL for HMDB0041424 (Atemoyacin B)

3D MOL for HMDB0041424 (Atemoyacin B)

3D SDF for HMDB0041424 (Atemoyacin B)

3D-SDF for HMDB0041424 (Atemoyacin B)

PDB for HMDB0041424 (Atemoyacin B)

3D PDB for HMDB0041424 (Atemoyacin B)

SMILES for HMDB0041424 (Atemoyacin B)

INCHI for HMDB0041424 (Atemoyacin B)

Structure for HMDB0041424 (Atemoyacin B)

3D Structure for HMDB0041424 (Atemoyacin B)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra