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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:48:13 UTC

Update Date

2022-03-07 02:54:37 UTC

HMDB ID

HMDB0035781

Secondary Accession Numbers

HMDB35781

Metabolite Identification

Common Name

Naematolone

Description

Naematolone belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Naematolone.

Structure

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

HMDB0035781
     RDKit          3D
Naematolone
 44 45  0  0  0  0  0  0  0  0999 V2000
   -0.6861   -2.8256    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3607   -1.5183    0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6652   -1.1354   -0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955   -1.5027   -2.0790 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8628   -0.3331   -0.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0382   -1.1148   -0.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9635   -0.7838   -1.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1579   -1.6451   -2.0039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7597    0.2492   -2.4562 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    0.1464    0.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4457    1.2301    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6842    1.6166    2.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5812    2.0572    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8648    3.3203    0.5194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641    1.5284   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2479    2.7055   -0.7360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4931    0.7108    0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1292   -0.6447    0.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6523   -0.9670    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7858    0.2458   -0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8587   -0.1162   -1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0050    1.0401    0.3753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1852   -3.5379   -0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538   -3.1981    0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9602    0.5079   -1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2979   -1.7005   -3.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0712   -1.2027   -1.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0178   -2.6579   -1.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6234   -0.4323    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368    1.1976    3.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6873    2.7238    2.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8841    1.2263    3.4364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2581    1.0568   -1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7107    3.0438    0.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7517    1.3193    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8718   -0.7483    2.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736   -0.8962    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8083   -1.8942    0.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154   -0.9508   -1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3284    0.7363   -2.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9479   -0.4816   -1.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7859    1.4108    1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310    1.8563   -0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8974    0.3577    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 18  2  1  0
 20 17  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
M  END

  Mrv0541 05061308422D          

 22 23  0  0  0  0            999 V2000
    5.6877    2.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1162   -0.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0949   -0.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3484    1.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1734    2.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3378    0.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1734    0.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0557    1.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5287   -0.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4629   -0.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    0.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0557    0.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9984    1.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412    2.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412   -0.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5287    1.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1734    1.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6062    0.7303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4845    2.9414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4845   -1.0590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1162    2.7002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6877   -0.3643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  8  6  2  0  0  0  0
  9  2  2  0  0  0  0
 10  3  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 13 11  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17  4  1  0  0  0  0
 17  5  1  0  0  0  0
 17  7  1  0  0  0  0
 17 13  1  0  0  0  0
 18 10  2  0  0  0  0
 19 14  2  0  0  0  0
 20 15  2  0  0  0  0
 21 16  1  0  0  0  0
 22 10  1  0  0  0  0
 22 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035781

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1\C=C(C)/C(=O)C(O)C2C(CC2(C)C)C(=C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O5/c1-8-6-12(22-10(3)18)15(20)9(2)11-7-17(4,5)13(11)16(21)14(8)19/h6,11-13,16,21H,2,7H2,1,3-5H3/b8-6-

> <INCHI_KEY>
BBRNVDBLOTVLMB-VURMDHGXSA-N

> <FORMULA>
C17H22O5

> <MOLECULAR_WEIGHT>
306.3536

> <EXACT_MASS>
306.146723814

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.862549872218484

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-8-hydroxy-6,10,10-trimethyl-2-methylidene-3,7-dioxobicyclo[7.2.0]undec-5-en-4-yl acetate

> <ALOGPS_LOGP>
1.57

> <JCHEM_LOGP>
2.1175974280000007

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.132163808134994

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.02014183744414

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6213034274082148

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
80.74369999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5Z)-8-hydroxy-6,10,10-trimethyl-2-methylidene-3,7-dioxobicyclo[7.2.0]undec-5-en-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035781
     RDKit          3D
Naematolone
 44 45  0  0  0  0  0  0  0  0999 V2000
   -0.6861   -2.8256    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3607   -1.5183    0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6652   -1.1354   -0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955   -1.5027   -2.0790 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8628   -0.3331   -0.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0382   -1.1148   -0.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9635   -0.7838   -1.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1579   -1.6451   -2.0039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7597    0.2492   -2.4562 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    0.1464    0.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4457    1.2301    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6842    1.6166    2.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5812    2.0572    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8648    3.3203    0.5194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641    1.5284   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2479    2.7055   -0.7360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4931    0.7108    0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1292   -0.6447    0.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6523   -0.9670    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7858    0.2458   -0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8587   -0.1162   -1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0050    1.0401    0.3753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1852   -3.5379   -0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538   -3.1981    0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9602    0.5079   -1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2979   -1.7005   -3.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0712   -1.2027   -1.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0178   -2.6579   -1.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6234   -0.4323    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368    1.1976    3.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6873    2.7238    2.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8841    1.2263    3.4364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2581    1.0568   -1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7107    3.0438    0.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7517    1.3193    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8718   -0.7483    2.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736   -0.8962    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8083   -1.8942    0.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154   -0.9508   -1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3284    0.7363   -2.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9479   -0.4816   -1.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7859    1.4108    1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310    1.8563   -0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8974    0.3577    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 18  2  1  0
 20 17  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  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      10.617   4.194   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.817  -1.527   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.244  -1.143   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.517   2.527   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.057   4.067   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.964   1.757   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.057   0.987   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.437   3.204   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.587  -0.193   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.064  -0.153   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.597   0.987   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.437   0.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.597   2.527   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.104   3.974   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.104  -0.460   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.587   3.707   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.057   2.527   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.332   1.363   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.371   5.491   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.371  -1.977   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.817   5.040   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.617  -0.680   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   17                                                            
CONECT    5   17                                                            
CONECT    6    8   12                                                       
CONECT    7   11   17                                                       
CONECT    8    1    6   14                                                  
CONECT    9    2   11   15                                                  
CONECT   10    3   18   22                                                  
CONECT   11    7    9   13                                                  
CONECT   12    6   15   22                                                  
CONECT   13   11   16   17                                                  
CONECT   14    8   16   19                                                  
CONECT   15    9   12   20                                                  
CONECT   16   13   14   21                                                  
CONECT   17    4    5    7   13                                             
CONECT   18   10                                                            
CONECT   19   14                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22   10   12                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0035781
HETATM    1  C1  UNL     1      -0.686  -2.826   0.141  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.361  -1.518   0.073  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.665  -1.135  -0.840  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.596  -1.503  -2.079  1.00  0.00           O  
HETATM    5  C4  UNL     1       1.863  -0.333  -0.542  1.00  0.00           C  
HETATM    6  O2  UNL     1       3.038  -1.115  -0.812  1.00  0.00           O  
HETATM    7  C5  UNL     1       3.963  -0.784  -1.783  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.158  -1.645  -2.004  1.00  0.00           C  
HETATM    9  O3  UNL     1       3.760   0.249  -2.456  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.005   0.146   0.836  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.446   1.230   1.338  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.684   1.617   2.790  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.581   2.057   0.520  1.00  0.00           C  
HETATM   14  O4  UNL     1       0.865   3.320   0.519  1.00  0.00           O  
HETATM   15  C11 UNL     1      -0.564   1.528  -0.276  1.00  0.00           C  
HETATM   16  O5  UNL     1      -1.248   2.706  -0.736  1.00  0.00           O  
HETATM   17  C12 UNL     1      -1.493   0.711   0.524  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.129  -0.645   0.942  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.652  -0.967   0.869  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.786   0.246  -0.051  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.859  -0.116  -1.479  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.005   1.040   0.375  1.00  0.00           C  
HETATM   23  H1  UNL     1      -0.185  -3.538  -0.477  1.00  0.00           H  
HETATM   24  H2  UNL     1      -1.454  -3.198   0.828  1.00  0.00           H  
HETATM   25  H3  UNL     1       1.960   0.508  -1.291  1.00  0.00           H  
HETATM   26  H4  UNL     1       5.298  -1.700  -3.120  1.00  0.00           H  
HETATM   27  H5  UNL     1       6.071  -1.203  -1.578  1.00  0.00           H  
HETATM   28  H6  UNL     1       5.018  -2.658  -1.621  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.623  -0.432   1.540  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.637   1.198   3.137  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.687   2.724   2.802  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.884   1.226   3.436  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.258   1.057  -1.223  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.711   3.044   0.072  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.752   1.319   1.465  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.872  -0.748   2.048  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.174  -0.896   1.821  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.808  -1.894   0.295  1.00  0.00           H  
HETATM   39  H17 UNL     1      -3.615  -0.951  -1.582  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.328   0.736  -2.035  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.948  -0.482  -1.947  1.00  0.00           H  
HETATM   42  H20 UNL     1      -3.786   1.411   1.407  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.231   1.856  -0.329  1.00  0.00           H  
HETATM   44  H22 UNL     1      -4.897   0.358   0.483  1.00  0.00           H  
CONECT    1    2    2   23   24
CONECT    2    3   18
CONECT    3    4    4    5
CONECT    5    6   10   25
CONECT    6    7
CONECT    7    8    9    9
CONECT    8   26   27   28
CONECT   10   11   11   29
CONECT   11   12   13
CONECT   12   30   31   32
CONECT   13   14   14   15
CONECT   15   16   17   33
CONECT   16   34
CONECT   17   18   20   35
CONECT   18   19   36
CONECT   19   20   37   38
CONECT   20   21   22
CONECT   21   39   40   41
CONECT   22   42   43   44
END

HMDB0035781
     RDKit          3D
Naematolone
 44 45  0  0  0  0  0  0  0  0999 V2000
   -0.6861   -2.8256    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3607   -1.5183    0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6652   -1.1354   -0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955   -1.5027   -2.0790 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8628   -0.3331   -0.5416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0382   -1.1148   -0.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9635   -0.7838   -1.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1579   -1.6451   -2.0039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7597    0.2492   -2.4562 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    0.1464    0.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4457    1.2301    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6842    1.6166    2.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5812    2.0572    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8648    3.3203    0.5194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641    1.5284   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2479    2.7055   -0.7360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4931    0.7108    0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1292   -0.6447    0.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6523   -0.9670    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7858    0.2458   -0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8587   -0.1162   -1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0050    1.0401    0.3753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1852   -3.5379   -0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538   -3.1981    0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9602    0.5079   -1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2979   -1.7005   -3.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0712   -1.2027   -1.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0178   -2.6579   -1.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6234   -0.4323    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368    1.1976    3.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6873    2.7238    2.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8841    1.2263    3.4364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2581    1.0568   -1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7107    3.0438    0.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7517    1.3193    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8718   -0.7483    2.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736   -0.8962    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8083   -1.8942    0.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154   -0.9508   -1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3284    0.7363   -2.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9479   -0.4816   -1.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7859    1.4108    1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2310    1.8563   -0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8974    0.3577    0.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 18  2  1  0
 20 17  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Naematolon	MeSH
4-Acetyloxy-8-hydroxy-2-methylene-6,10,10-trimethyl-bicyclo(7.2.0)undec-5-ene-3,7-dione	MeSH
Nematolone	HMDB
(5Z)-8-Hydroxy-6,10,10-trimethyl-2-methylidene-3,7-dioxobicyclo[7.2.0]undec-5-en-4-yl acetic acid	Generator

Chemical Formula

C₁₇H₂₂O₅

Average Molecular Weight

306.3536

Monoisotopic Molecular Weight

306.146723814

IUPAC Name

(5Z)-8-hydroxy-6,10,10-trimethyl-2-methylidene-3,7-dioxobicyclo[7.2.0]undec-5-en-4-yl acetate

Traditional Name

(5Z)-8-hydroxy-6,10,10-trimethyl-2-methylidene-3,7-dioxobicyclo[7.2.0]undec-5-en-4-yl acetate

CAS Registry Number

92121-62-5

SMILES

CC(=O)OC1\C=C(C)/C(=O)C(O)C2C(CC2(C)C)C(=C)C1=O

InChI Identifier

InChI=1S/C17H22O5/c1-8-6-12(22-10(3)18)15(20)9(2)11-7-17(4,5)13(11)16(21)14(8)19/h6,11-13,16,21H,2,7H2,1,3-5H3/b8-6-

InChI Key

BBRNVDBLOTVLMB-VURMDHGXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Caryophyllane sesquiterpenoid
Alpha-acyloxy ketone
Carboxylic acid ester
Ketone
Secondary alcohol
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carbonyl group
Organooxygen compound
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035781)

Source

Endogenous

Endogenous (HMDB: HMDB0035781)

Plant

Plant (HMDB: HMDB0035781)

Animal

Animal (HMDB: HMDB0035781)

Exogenous

Food

Food (HMDB: HMDB0035781)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0035781)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035781)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035781)

Lipid metabolism pathway (HMDB: HMDB0035781)

Cellular process

Cell signaling (HMDB: HMDB0035781)

Biochemical process

Lipid transport (HMDB: HMDB0035781)

Role

Biological role

Energy source (HMDB: HMDB0035781)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035781)

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	284.4 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	0.53 g/L	ALOGPS
logP	1.57	ALOGPS
logP	2.12	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.02	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	80.74 m³·mol⁻¹	ChemAxon
Polarizability	31.86 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	172.92	30932474
DeepCCS	[M-H]-	170.563	30932474
DeepCCS	[M-2H]-	203.897	30932474
DeepCCS	[M+Na]+	179.124	30932474
AllCCS	[M+H]+	171.1	32859911
AllCCS	[M+H-H2O]+	168.0	32859911
AllCCS	[M+NH4]+	174.0	32859911
AllCCS	[M+Na]+	174.8	32859911
AllCCS	[M-H]-	176.0	32859911
AllCCS	[M+Na-2H]-	176.2	32859911
AllCCS	[M+HCOO]-	176.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Naematolone	CC(=O)OC1\C=C(C)/C(=O)C(O)C2C(CC2(C)C)C(=C)C1=O	2927.8	Standard polar	33892256
Naematolone	CC(=O)OC1\C=C(C)/C(=O)C(O)C2C(CC2(C)C)C(=C)C1=O	2101.0	Standard non polar	33892256
Naematolone	CC(=O)OC1\C=C(C)/C(=O)C(O)C2C(CC2(C)C)C(=C)C1=O	2117.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Naematolone,1TMS,isomer #1	C=C1C(=O)C(OC(C)=O)/C=C(/C)C(=O)C(O[Si](C)(C)C)C2C1CC2(C)C	2234.8	Semi standard non polar	33892256
Naematolone,1TMS,isomer #2	C=C1C(=O)C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C)=C(O)C2C1CC2(C)C	2258.1	Semi standard non polar	33892256
Naematolone,1TMS,isomer #3	C=C1C(O[Si](C)(C)C)=C(OC(C)=O)/C=C(/C)C(=O)C(O)C2C1CC2(C)C	2252.3	Semi standard non polar	33892256
Naematolone,2TMS,isomer #1	C=C1C(O[Si](C)(C)C)=C(OC(C)=O)/C=C(/C)C(=O)C(O[Si](C)(C)C)C2C1CC2(C)C	2263.9	Semi standard non polar	33892256
Naematolone,2TMS,isomer #1	C=C1C(O[Si](C)(C)C)=C(OC(C)=O)/C=C(/C)C(=O)C(O[Si](C)(C)C)C2C1CC2(C)C	2263.9	Standard non polar	33892256
Naematolone,2TMS,isomer #2	C=C1C(=O)C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C2C1CC2(C)C	2236.7	Semi standard non polar	33892256
Naematolone,2TMS,isomer #2	C=C1C(=O)C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C2C1CC2(C)C	2249.4	Standard non polar	33892256
Naematolone,2TMS,isomer #3	C=C1C(O[Si](C)(C)C)=C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C)=C(O)C2C1CC2(C)C	2311.1	Semi standard non polar	33892256
Naematolone,2TMS,isomer #3	C=C1C(O[Si](C)(C)C)=C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C)=C(O)C2C1CC2(C)C	2203.7	Standard non polar	33892256
Naematolone,3TMS,isomer #1	C=C1C(O[Si](C)(C)C)=C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C2C1CC2(C)C	2297.4	Semi standard non polar	33892256
Naematolone,3TMS,isomer #1	C=C1C(O[Si](C)(C)C)=C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C2C1CC2(C)C	2349.1	Standard non polar	33892256
Naematolone,1TBDMS,isomer #1	C=C1C(=O)C(OC(C)=O)/C=C(/C)C(=O)C(O[Si](C)(C)C(C)(C)C)C2C1CC2(C)C	2457.0	Semi standard non polar	33892256
Naematolone,1TBDMS,isomer #2	C=C1C(=O)C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C(C)(C)C)=C(O)C2C1CC2(C)C	2472.1	Semi standard non polar	33892256
Naematolone,1TBDMS,isomer #3	C=C1C(O[Si](C)(C)C(C)(C)C)=C(OC(C)=O)/C=C(/C)C(=O)C(O)C2C1CC2(C)C	2489.5	Semi standard non polar	33892256
Naematolone,2TBDMS,isomer #1	C=C1C(O[Si](C)(C)C(C)(C)C)=C(OC(C)=O)/C=C(/C)C(=O)C(O[Si](C)(C)C(C)(C)C)C2C1CC2(C)C	2731.2	Semi standard non polar	33892256
Naematolone,2TBDMS,isomer #1	C=C1C(O[Si](C)(C)C(C)(C)C)=C(OC(C)=O)/C=C(/C)C(=O)C(O[Si](C)(C)C(C)(C)C)C2C1CC2(C)C	2643.4	Standard non polar	33892256
Naematolone,2TBDMS,isomer #2	C=C1C(=O)C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C2C1CC2(C)C	2657.4	Semi standard non polar	33892256
Naematolone,2TBDMS,isomer #2	C=C1C(=O)C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C2C1CC2(C)C	2618.8	Standard non polar	33892256
Naematolone,2TBDMS,isomer #3	C=C1C(O[Si](C)(C)C(C)(C)C)=C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C(C)(C)C)=C(O)C2C1CC2(C)C	2748.9	Semi standard non polar	33892256
Naematolone,2TBDMS,isomer #3	C=C1C(O[Si](C)(C)C(C)(C)C)=C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C(C)(C)C)=C(O)C2C1CC2(C)C	2551.0	Standard non polar	33892256
Naematolone,3TBDMS,isomer #1	C=C1C(O[Si](C)(C)C(C)(C)C)=C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C2C1CC2(C)C	2923.3	Semi standard non polar	33892256
Naematolone,3TBDMS,isomer #1	C=C1C(O[Si](C)(C)C(C)(C)C)=C(OC(C)=O)/C=C(/C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C2C1CC2(C)C	2853.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Naematolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9030000000-fb729d71138b87948011	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naematolone GC-MS (1 TMS) - 70eV, Positive	splash10-0006-9003000000-4ed8def703d257bc7eb3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naematolone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Naematolone 10V, Positive-QTOF	splash10-0a4i-0095000000-5ae5d6bac7b370c886bd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naematolone 20V, Positive-QTOF	splash10-05mt-1291000000-0e30e9c406f132bf0d0d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naematolone 40V, Positive-QTOF	splash10-0a4i-4920000000-ba29ab3532dffbc282c7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naematolone 10V, Negative-QTOF	splash10-0a4i-3069000000-693edf59fca274bf2713	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naematolone 20V, Negative-QTOF	splash10-0bt9-3092000000-34064a7173c26d74e651	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naematolone 40V, Negative-QTOF	splash10-0a4i-9310000000-52979b9a00c0ff89fb76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naematolone 10V, Positive-QTOF	splash10-05mk-0094000000-1e363cc03e41feec89f3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naematolone 20V, Positive-QTOF	splash10-0002-0090000000-e4574dc329d6631f9a90	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naematolone 40V, Positive-QTOF	splash10-004j-0190000000-95c0a9f417d9bbcc3fbb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naematolone 10V, Negative-QTOF	splash10-0a4i-6009000000-c2d26eb0ded67c32e3db	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naematolone 20V, Negative-QTOF	splash10-0a4j-8090000000-da876a5b3f5dd36df6a1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naematolone 40V, Negative-QTOF	splash10-0a4l-9000000000-7139f3a01c58a80ac336	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB014528

KNApSAcK ID

C00012495

Chemspider ID

20145021

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20839779

PDB ID

Not Available

ChEBI ID

172533

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1851571

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 Naematolone (HMDB0035781)

MOL for HMDB0035781 (Naematolone)

3D MOL for HMDB0035781 (Naematolone)

3D SDF for HMDB0035781 (Naematolone)

3D-SDF for HMDB0035781 (Naematolone)

PDB for HMDB0035781 (Naematolone)

3D PDB for HMDB0035781 (Naematolone)

SMILES for HMDB0035781 (Naematolone)

INCHI for HMDB0035781 (Naematolone)

Structure for HMDB0035781 (Naematolone)

3D Structure for HMDB0035781 (Naematolone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra