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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:47:36 UTC

Update Date

2022-03-07 02:54:37 UTC

HMDB ID

HMDB0035772

Secondary Accession Numbers

HMDB35772

Metabolite Identification

Common Name

Nomilin

Description

Nomilin belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. Nomilin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05061308422D          

 37 42  0  0  0  0            999 V2000
    0.8126    2.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4225   -2.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076   -2.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5555    0.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9562    0.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3204    0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2292    2.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0582    0.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0215    2.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1725   -1.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1062   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8966    2.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9  7  1  0  0  0  0
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M  END

HMDB0035772
     RDKit          3D
Nomilin
 71 76  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv0541 05061308422D          

 37 42  0  0  0  0            999 V2000
    0.8126    2.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4225   -2.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 28 22  1  0  0  0  0
 28 25  1  0  0  0  0
 28 27  1  0  0  0  0
 29 14  2  0  0  0  0
 30 18  2  0  0  0  0
 31 20  2  0  0  0  0
 32 23  2  0  0  0  0
 33 10  1  0  0  0  0
 33 13  1  0  0  0  0
 34 14  1  0  0  0  0
 34 19  1  0  0  0  0
 35 21  1  0  0  0  0
 35 23  1  0  0  0  0
 36 20  1  0  0  0  0
 36 24  1  0  0  0  0
 37 22  1  0  0  0  0
 37 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035772

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1CC(=O)OC(C)(C)C2CC(=O)C3(C)C(CCC4(C)C(OC(=O)C5OC345)C3=COC=C3)C12C

> <INCHI_IDENTIFIER>
InChI=1S/C28H34O9/c1-14(29)34-19-12-20(31)36-24(2,3)17-11-18(30)27(6)16(26(17,19)5)7-9-25(4)21(15-8-10-33-13-15)35-23(32)22-28(25,27)37-22/h8,10,13,16-17,19,21-22H,7,9,11-12H2,1-6H3

> <INCHI_KEY>
KPDOJFFZKAUIOE-UHFFFAOYSA-N

> <FORMULA>
C28H34O9

> <MOLECULAR_WEIGHT>
514.5642

> <EXACT_MASS>
514.220282686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
52.44543080059354

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosan-13-yl acetate

> <ALOGPS_LOGP>
3.59

> <JCHEM_LOGP>
3.0173841356666666

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.84234147796594

> <JCHEM_PKA_STRONGEST_BASIC>
-3.160122211948679

> <JCHEM_POLAR_SURFACE_AREA>
121.64000000000001

> <JCHEM_REFRACTIVITY>
125.60609999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosan-13-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035772
     RDKit          3D
Nomilin
 71 76  0  0  0  0  0  0  0  0999 V2000
   -0.7222    4.4374   -0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6052    3.2676   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2389    3.2906   -1.8886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7478    2.1975   -0.0053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5889    1.1101   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8025    1.0558    0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8319    0.2330   -0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9153    0.7624   -0.4380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6929   -1.0990   -0.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6421   -1.9953   -0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2802   -2.5914    1.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5428   -3.1519   -0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4194   -1.3139    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -2.3977    0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3342   -1.7177    1.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0552   -2.1481    2.4818 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -0.4218    0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0273    0.4782    2.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649    0.0328   -0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4315   -0.3444   -1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348    0.4029   -1.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5451   -0.0229   -0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5271   -1.0308   -0.8341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2690    1.2204    0.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019    1.2607   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8039    0.7971    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8784    1.0632   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4360    1.6496   -1.4445 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375    1.7921   -1.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1243    1.5121    1.5797 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8424    0.4781    2.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6366    0.7171    3.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113   -0.8154    1.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1260   -1.8245    1.5054 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7683   -0.7118    0.7948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8189   -0.2179   -0.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0282   -0.6586   -1.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186    5.1192    0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1466    4.1173    0.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    4.9874   -1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0270    1.3930   -1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1988    2.0926    0.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6866    0.7439    1.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3410   -2.7982    1.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0627   -1.9365    2.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7781   -3.5658    1.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5750   -3.3082   -1.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8017   -4.1523   -0.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3047   -3.0577   -1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5848   -0.9343    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7833   -3.2007    1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297   -2.7373   -0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4847    1.4524    2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -0.1106    3.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0798    0.7122    2.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837    1.1562   -0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376    0.1079   -2.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6372   -1.4004   -1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4720    1.4908   -1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2497    0.2735   -2.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417   -2.0466   -0.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6482   -0.9304   -1.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4773   -1.0997   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8184    2.1511   -0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8251    0.3199    1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9329    0.8548   -0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5092    2.2582   -2.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947   -1.0701    1.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255   -1.4198   -2.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0430   -1.0405   -2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0226    0.2827   -2.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 24 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 19 36  1  0
 36 37  1  0
 36  5  1  0
 36 13  1  0
 35 17  1  0
 35 22  1  0
 29 25  2  0
 35 33  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
 11 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 18 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 23 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 26 65  1  0
 27 66  1  0
 29 67  1  0
 33 68  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.517   3.936   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.655  -4.618   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.761  -4.932   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.086   2.441   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.904   0.418   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.518   0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.331   1.063   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.761   3.959   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.709   1.752   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.373   5.449   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.055  -3.549   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.198  -0.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.274   4.107   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.085   2.458   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.463   3.129   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.239  -0.475   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.770  -2.701   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.433  -2.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.718  -0.133   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.552  -1.730   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.371   1.592   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.187  -1.482   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.565  -0.793   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.511  -3.587   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.994   0.903   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.862  -1.163   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.525  -1.323   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.902  -0.634   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.411   2.093   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.718  -3.708   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.089  -1.638   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      10.850  -1.642   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       7.836   5.541   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.149   1.345   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       9.657   0.744   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       0.032  -3.155   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.810  -2.171   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   24                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7    9   16                                                       
CONECT    8   10   15                                                       
CONECT    9    7   25                                                       
CONECT   10    8   33                                                       
CONECT   11   17   18                                                       
CONECT   12   19   20                                                       
CONECT   13   15   33                                                       
CONECT   14    1   29   34                                                  
CONECT   15    8   13   21                                                  
CONECT   16    7   26   27                                                  
CONECT   17   11   24   26                                                  
CONECT   18   11   27   30                                                  
CONECT   19   12   26   34                                                  
CONECT   20   12   31   36                                                  
CONECT   21   15   25   35                                                  
CONECT   22   23   28   37                                                  
CONECT   23   22   32   35                                                  
CONECT   24    2    3   17   36                                             
CONECT   25    4    9   21   28                                             
CONECT   26    5   16   17   19                                             
CONECT   27    6   16   18   28                                             
CONECT   28   22   25   27   37                                             
CONECT   29   14                                                            
CONECT   30   18                                                            
CONECT   31   20                                                            
CONECT   32   23                                                            
CONECT   33   10   13                                                       
CONECT   34   14   19                                                       
CONECT   35   21   23                                                       
CONECT   36   20   24                                                       
CONECT   37   22   28                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   84    0
END

COMPND    HMDB0035772
HETATM    1  C1  UNL     1      -0.722   4.437  -0.538  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.605   3.268  -0.828  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.239   3.291  -1.889  1.00  0.00           O  
HETATM    4  O2  UNL     1      -1.748   2.197  -0.005  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.589   1.110  -0.309  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.802   1.056   0.568  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.832   0.233  -0.114  1.00  0.00           C  
HETATM    8  O3  UNL     1      -5.915   0.762  -0.438  1.00  0.00           O  
HETATM    9  O4  UNL     1      -4.693  -1.099  -0.428  1.00  0.00           O  
HETATM   10  C6  UNL     1      -3.642  -1.995  -0.012  1.00  0.00           C  
HETATM   11  C7  UNL     1      -4.280  -2.591   1.276  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.543  -3.152  -0.940  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.419  -1.314   0.401  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.345  -2.398   0.591  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.334  -1.718   1.387  1.00  0.00           C  
HETATM   16  O5  UNL     1       0.055  -2.148   2.482  1.00  0.00           O  
HETATM   17  C12 UNL     1       0.350  -0.422   0.976  1.00  0.00           C  
HETATM   18  C13 UNL     1       0.027   0.478   2.169  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.365   0.033  -0.256  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.432  -0.344  -1.520  1.00  0.00           C  
HETATM   21  C16 UNL     1       1.735   0.403  -1.459  1.00  0.00           C  
HETATM   22  C17 UNL     1       2.545  -0.023  -0.265  1.00  0.00           C  
HETATM   23  C18 UNL     1       3.527  -1.031  -0.834  1.00  0.00           C  
HETATM   24  C19 UNL     1       3.269   1.220   0.199  1.00  0.00           C  
HETATM   25  C20 UNL     1       4.702   1.261  -0.222  1.00  0.00           C  
HETATM   26  C21 UNL     1       5.804   0.797   0.445  1.00  0.00           C  
HETATM   27  C22 UNL     1       6.878   1.063  -0.364  1.00  0.00           C  
HETATM   28  O6  UNL     1       6.436   1.650  -1.444  1.00  0.00           O  
HETATM   29  C23 UNL     1       5.137   1.792  -1.410  1.00  0.00           C  
HETATM   30  O7  UNL     1       3.124   1.512   1.580  1.00  0.00           O  
HETATM   31  C24 UNL     1       2.842   0.478   2.461  1.00  0.00           C  
HETATM   32  O8  UNL     1       2.637   0.717   3.669  1.00  0.00           O  
HETATM   33  C25 UNL     1       2.811  -0.815   1.896  1.00  0.00           C  
HETATM   34  O9  UNL     1       2.126  -1.824   1.505  1.00  0.00           O  
HETATM   35  C26 UNL     1       1.768  -0.712   0.795  1.00  0.00           C  
HETATM   36  C27 UNL     1      -1.819  -0.218  -0.395  1.00  0.00           C  
HETATM   37  C28 UNL     1      -2.028  -0.659  -1.866  1.00  0.00           C  
HETATM   38  H1  UNL     1      -1.319   5.119   0.105  1.00  0.00           H  
HETATM   39  H2  UNL     1       0.147   4.117   0.068  1.00  0.00           H  
HETATM   40  H3  UNL     1      -0.458   4.987  -1.450  1.00  0.00           H  
HETATM   41  H4  UNL     1      -3.027   1.393  -1.305  1.00  0.00           H  
HETATM   42  H5  UNL     1      -4.199   2.093   0.579  1.00  0.00           H  
HETATM   43  H6  UNL     1      -3.687   0.744   1.586  1.00  0.00           H  
HETATM   44  H7  UNL     1      -5.341  -2.798   1.114  1.00  0.00           H  
HETATM   45  H8  UNL     1      -4.063  -1.937   2.137  1.00  0.00           H  
HETATM   46  H9  UNL     1      -3.778  -3.566   1.488  1.00  0.00           H  
HETATM   47  H10 UNL     1      -2.575  -3.308  -1.418  1.00  0.00           H  
HETATM   48  H11 UNL     1      -3.802  -4.152  -0.481  1.00  0.00           H  
HETATM   49  H12 UNL     1      -4.305  -3.058  -1.770  1.00  0.00           H  
HETATM   50  H13 UNL     1      -2.585  -0.934   1.446  1.00  0.00           H  
HETATM   51  H14 UNL     1      -1.783  -3.201   1.198  1.00  0.00           H  
HETATM   52  H15 UNL     1      -0.930  -2.737  -0.357  1.00  0.00           H  
HETATM   53  H16 UNL     1       0.485   1.452   2.151  1.00  0.00           H  
HETATM   54  H17 UNL     1       0.119  -0.111   3.113  1.00  0.00           H  
HETATM   55  H18 UNL     1      -1.080   0.712   2.179  1.00  0.00           H  
HETATM   56  H19 UNL     1      -0.184   1.156  -0.247  1.00  0.00           H  
HETATM   57  H20 UNL     1      -0.038   0.108  -2.425  1.00  0.00           H  
HETATM   58  H21 UNL     1       0.637  -1.400  -1.586  1.00  0.00           H  
HETATM   59  H22 UNL     1       1.472   1.491  -1.394  1.00  0.00           H  
HETATM   60  H23 UNL     1       2.250   0.274  -2.421  1.00  0.00           H  
HETATM   61  H24 UNL     1       3.042  -2.047  -0.731  1.00  0.00           H  
HETATM   62  H25 UNL     1       3.648  -0.930  -1.947  1.00  0.00           H  
HETATM   63  H26 UNL     1       4.477  -1.100  -0.321  1.00  0.00           H  
HETATM   64  H27 UNL     1       2.818   2.151  -0.281  1.00  0.00           H  
HETATM   65  H28 UNL     1       5.825   0.320   1.412  1.00  0.00           H  
HETATM   66  H29 UNL     1       7.933   0.855  -0.203  1.00  0.00           H  
HETATM   67  H30 UNL     1       4.509   2.258  -2.200  1.00  0.00           H  
HETATM   68  H31 UNL     1       3.895  -1.070   1.584  1.00  0.00           H  
HETATM   69  H32 UNL     1      -1.326  -1.420  -2.182  1.00  0.00           H  
HETATM   70  H33 UNL     1      -3.043  -1.041  -2.047  1.00  0.00           H  
HETATM   71  H34 UNL     1      -2.023   0.283  -2.496  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   36   41
CONECT    6    7   42   43
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   12   13
CONECT   11   44   45   46
CONECT   12   47   48   49
CONECT   13   14   36   50
CONECT   14   15   51   52
CONECT   15   16   16   17
CONECT   17   18   19   35
CONECT   18   53   54   55
CONECT   19   20   36   56
CONECT   20   21   57   58
CONECT   21   22   59   60
CONECT   22   23   24   35
CONECT   23   61   62   63
CONECT   24   25   30   64
CONECT   25   26   29   29
CONECT   26   27   27   65
CONECT   27   28   66
CONECT   28   29
CONECT   29   67
CONECT   30   31
CONECT   31   32   32   33
CONECT   33   34   35   68
CONECT   34   35
CONECT   36   37
CONECT   37   69   70   71
END

HMDB0035772
     RDKit          3D
Nomilin
 71 76  0  0  0  0  0  0  0  0999 V2000
   -0.7222    4.4374   -0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6052    3.2676   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2389    3.2906   -1.8886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7478    2.1975   -0.0053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5889    1.1101   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8025    1.0558    0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8319    0.2330   -0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9153    0.7624   -0.4380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6929   -1.0990   -0.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6421   -1.9953   -0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2802   -2.5914    1.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5428   -3.1519   -0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4194   -1.3139    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -2.3977    0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3342   -1.7177    1.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0552   -2.1481    2.4818 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3500   -0.4218    0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0273    0.4782    2.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3649    0.0328   -0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4315   -0.3444   -1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348    0.4029   -1.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5451   -0.0229   -0.2646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5271   -1.0308   -0.8341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2690    1.2204    0.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019    1.2607   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8039    0.7971    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8784    1.0632   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4360    1.6496   -1.4445 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375    1.7921   -1.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1243    1.5121    1.5797 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8424    0.4781    2.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6366    0.7171    3.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113   -0.8154    1.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1260   -1.8245    1.5054 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7683   -0.7118    0.7948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8189   -0.2179   -0.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0282   -0.6586   -1.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186    5.1192    0.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1466    4.1173    0.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579    4.9874   -1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0270    1.3930   -1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1988    2.0926    0.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6866    0.7439    1.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3410   -2.7982    1.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0627   -1.9365    2.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7781   -3.5658    1.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5750   -3.3082   -1.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8017   -4.1523   -0.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3047   -3.0577   -1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5848   -0.9343    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7833   -3.2007    1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297   -2.7373   -0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4847    1.4524    2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -0.1106    3.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0798    0.7122    2.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837    1.1562   -0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376    0.1079   -2.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6372   -1.4004   -1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4720    1.4908   -1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2497    0.2735   -2.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417   -2.0466   -0.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6482   -0.9304   -1.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4773   -1.0997   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8184    2.1511   -0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8251    0.3199    1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9329    0.8548   -0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5092    2.2582   -2.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8947   -1.0701    1.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255   -1.4198   -2.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0430   -1.0405   -2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0226    0.2827   -2.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 24 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 19 36  1  0
 36 37  1  0
 36  5  1  0
 36 13  1  0
 35 17  1  0
 35 22  1  0
 29 25  2  0
 35 33  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
 11 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 18 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
 23 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 26 65  1  0
 27 66  1  0
 29 67  1  0
 33 68  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(Acetyloxy)-1,2-dihydroobacunoic acid .epislon.-lactone	HMDB
1-(Acetyloxy)-1,2-dihydroobacunoic acid eta-lactone	HMDB
Obacunoic acid, 1-(acetyloxy)-1,2-dihydro-, eta-lactone	HMDB
7-(Furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosan-13-yl acetic acid	Generator
Nomilin	MeSH

Chemical Formula

C₂₈H₃₄O₉

Average Molecular Weight

514.5642

Monoisotopic Molecular Weight

514.220282686

IUPAC Name

7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosan-13-yl acetate

Traditional Name

7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosan-13-yl acetate

CAS Registry Number

1063-77-0

SMILES

CC(=O)OC1CC(=O)OC(C)(C)C2CC(=O)C3(C)C(CCC4(C)C(OC(=O)C5OC345)C3=COC=C3)C12C

InChI Identifier

InChI=1S/C28H34O9/c1-14(29)34-19-12-20(31)36-24(2,3)17-11-18(30)27(6)16(26(17,19)5)7-9-25(4)21(15-8-10-33-13-15)35-23(32)22-28(25,27)37-22/h8,10,13,16-17,19,21-22H,7,9,11-12H2,1-6H3

InChI Key

KPDOJFFZKAUIOE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
Naphthopyran
Naphthalene
Tricarboxylic acid or derivatives
Caprolactone
1,4-dioxepane
Delta valerolactone
Dioxepane
Oxepane
Delta_valerolactone
Pyran
Oxane
Heteroaromatic compound
Furan
Carboxylic acid ester
Ketone
Lactone
Organoheterocyclic compound
Ether
Oxirane
Oxacycle
Dialkyl ether
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

bitter

Disposition

Biological location

Cytoplasm (HMDB: HMDB0035772)
Cell membrane (HMDB: HMDB0035772)

Cellular substructure

Extracellular (HMDB: HMDB0035772)
Membrane (HMDB: HMDB0035772)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035772)

Source

Endogenous

Endogenous (HMDB: HMDB0035772)

Plant

Plant (HMDB: HMDB0035772)

Animal

Animal (HMDB: HMDB0035772)

Exogenous

Food

Food (HMDB: HMDB0035772)

Fruit

Citrus

Lemon (FooDB: FOOD00054)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Citrus (FooDB: FOOD00859)
Sour orange (FooDB: FOOD00918)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035772)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035772)

Cellular process

Cell signaling (HMDB: HMDB0035772)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035772)

Role

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.045 g/L	ALOGPS
logP	3.59	ALOGPS
logP	3.02	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	17.84	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	121.64 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	125.61 m³·mol⁻¹	ChemAxon
Polarizability	52.45 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	213.337	31661259
DarkChem	[M-H]-	207.374	31661259
DeepCCS	[M-2H]-	244.451	30932474
DeepCCS	[M+Na]+	219.875	30932474
AllCCS	[M+H]+	216.1	32859911
AllCCS	[M+H-H2O]+	214.4	32859911
AllCCS	[M+NH4]+	217.6	32859911
AllCCS	[M+Na]+	218.1	32859911
AllCCS	[M-H]-	222.1	32859911
AllCCS	[M+Na-2H]-	223.7	32859911
AllCCS	[M+HCOO]-	225.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nomilin	CC(=O)OC1CC(=O)OC(C)(C)C2CC(=O)C3(C)C(CCC4(C)C(OC(=O)C5OC345)C3=COC=C3)C12C	4472.6	Standard polar	33892256
Nomilin	CC(=O)OC1CC(=O)OC(C)(C)C2CC(=O)C3(C)C(CCC4(C)C(OC(=O)C5OC345)C3=COC=C3)C12C	3156.5	Standard non polar	33892256
Nomilin	CC(=O)OC1CC(=O)OC(C)(C)C2CC(=O)C3(C)C(CCC4(C)C(OC(=O)C5OC345)C3=COC=C3)C12C	4065.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nomilin,1TMS,isomer #1	CC(=O)OC1CC(=O)OC(C)(C)C2C=C(O[Si](C)(C)C)C3(C)C(CCC4(C)C(C5=COC=C5)OC(=O)C5OC543)C12C	3629.1	Semi standard non polar	33892256
Nomilin,1TMS,isomer #1	CC(=O)OC1CC(=O)OC(C)(C)C2C=C(O[Si](C)(C)C)C3(C)C(CCC4(C)C(C5=COC=C5)OC(=O)C5OC543)C12C	3302.1	Standard non polar	33892256
Nomilin,1TBDMS,isomer #1	CC(=O)OC1CC(=O)OC(C)(C)C2C=C(O[Si](C)(C)C(C)(C)C)C3(C)C(CCC4(C)C(C5=COC=C5)OC(=O)C5OC543)C12C	3865.7	Semi standard non polar	33892256
Nomilin,1TBDMS,isomer #1	CC(=O)OC1CC(=O)OC(C)(C)C2C=C(O[Si](C)(C)C(C)(C)C)C3(C)C(CCC4(C)C(C5=COC=C5)OC(=O)C5OC543)C12C	3522.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nomilin GC-MS (Non-derivatized) - 70eV, Positive	splash10-075c-4042900000-fc535c0f11729f4239e0	2017-09-01	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 - Nomilin 10V, Positive-QTOF	splash10-014j-0000940000-e3c7abba890a6b92fd3a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilin 20V, Positive-QTOF	splash10-0ac9-1005900000-c2ec1f5596e3673813d1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilin 40V, Positive-QTOF	splash10-0002-9214300000-ac3dee9f3fded529d9f8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilin 10V, Negative-QTOF	splash10-02t9-1000930000-45a049d6ce0b3536f997	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilin 20V, Negative-QTOF	splash10-0mxs-2000910000-3108b08c8b322c3f15c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilin 40V, Negative-QTOF	splash10-0a4j-9004500000-4830d9a5ba4d4894b690	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilin 10V, Positive-QTOF	splash10-014i-0000970000-6f49114931a3dd525b19	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilin 20V, Positive-QTOF	splash10-0ap0-0002910000-51b960020631aa9bcb47	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilin 40V, Positive-QTOF	splash10-01q0-0589610000-2a37c04043727994c609	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilin 10V, Negative-QTOF	splash10-03dj-0006690000-794552605e05e3cce0ee	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilin 20V, Negative-QTOF	splash10-0a4i-9000100000-963e39539283fd2e73fd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomilin 40V, Negative-QTOF	splash10-0a4i-9000300000-95c2c9a1289acbeb9a9c	2021-09-24	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

326240

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 Nomilin (HMDB0035772)

MOL for HMDB0035772 (Nomilin)

3D MOL for HMDB0035772 (Nomilin)

3D SDF for HMDB0035772 (Nomilin)

3D-SDF for HMDB0035772 (Nomilin)

PDB for HMDB0035772 (Nomilin)

3D PDB for HMDB0035772 (Nomilin)

SMILES for HMDB0035772 (Nomilin)

INCHI for HMDB0035772 (Nomilin)

Structure for HMDB0035772 (Nomilin)

3D Structure for HMDB0035772 (Nomilin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra