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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:49:16 UTC

Update Date

2022-03-07 02:53:19 UTC

HMDB ID

HMDB0032340

Secondary Accession Numbers

HMDB32340

Metabolite Identification

Common Name

Isoambrettolide

Description

Isoambrettolide belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. Based on a literature review very few articles have been published on Isoambrettolide.

Structure

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

HMDB0032340
     RDKit          3D
Isoambrettolide
 46 46  0  0  0  0  0  0  0  0999 V2000
    1.5007    4.5731    0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6699    3.6533   -0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1320    2.4066   -0.6774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6198    2.1954   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972    1.0964    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1773   -0.2420   -0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9126   -1.0211   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -2.4554    0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -2.9443    0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0603   -3.5720   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -3.0865   -0.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -1.9056    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0485   -1.6185   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2996   -0.1373   -0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6819    0.6863    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451    2.0205   -0.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4414    2.8245    0.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6113    3.7699    0.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    2.5292   -1.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    1.5219   -0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0375    3.1576   -0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211    2.0482   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754    0.9694    1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0001    1.3374    0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3995    0.0012   -1.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667   -0.7918    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2451   -0.5616    0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3496   -1.0729   -1.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4114   -3.1083   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9252   -2.4889    1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483   -2.0995    1.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0298   -3.7080    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4900   -4.4428   -0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6812   -3.5541   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9872   -1.0384   -0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6869   -2.0191    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2246   -2.1513   -1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7856   -2.0185    0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9163    0.1492   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4021    0.0098   -0.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8910    0.2104    1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4802    0.9744    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129    2.5410   -0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7345    1.8482   -0.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9511    2.1285    1.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1980    3.3854    1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18  2  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
M  END


  Mrv0541 05061306282D          

 18 18  0  0  0  0            999 V2000
    3.0995   -2.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4553   -2.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2816   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2740   -1.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1320   -1.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3824   -0.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409   -1.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7283   -0.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5493   -0.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8368    0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8952    0.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1827    0.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0037    0.8494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2912    1.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7662    1.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371    2.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7455    3.1151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746    1.9822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032340

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1CCCCCCC\C=C/CCCCCCO1

> <INCHI_IDENTIFIER>
InChI=1S/C16H28O2/c17-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-18-16/h1,3H,2,4-15H2/b3-1-

> <INCHI_KEY>
QILMAYXCYBTEDM-IWQZZHSRSA-N

> <FORMULA>
C16H28O2

> <MOLECULAR_WEIGHT>
252.3923

> <EXACT_MASS>
252.20893014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
30.851488450705013

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(10Z)-1-oxacycloheptadec-10-en-2-one

> <ALOGPS_LOGP>
5.86

> <JCHEM_LOGP>
5.122453629

> <ALOGPS_LOGS>
-5.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0327278744324655

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
76.63669999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.70e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10Z)-1-oxacycloheptadec-10-en-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032340
     RDKit          3D
Isoambrettolide
 46 46  0  0  0  0  0  0  0  0999 V2000
    1.5007    4.5731    0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6699    3.6533   -0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1320    2.4066   -0.6774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6198    2.1954   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972    1.0964    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1773   -0.2420   -0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9126   -1.0211   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -2.4554    0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -2.9443    0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0603   -3.5720   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -3.0865   -0.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -1.9056    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0485   -1.6185   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2996   -0.1373   -0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6819    0.6863    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451    2.0205   -0.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4414    2.8245    0.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6113    3.7699    0.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    2.5292   -1.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    1.5219   -0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0375    3.1576   -0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211    2.0482   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754    0.9694    1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0001    1.3374    0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3995    0.0012   -1.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667   -0.7918    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2451   -0.5616    0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3496   -1.0729   -1.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4114   -3.1083   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9252   -2.4889    1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483   -2.0995    1.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0298   -3.7080    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4900   -4.4428   -0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6812   -3.5541   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9872   -1.0384   -0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6869   -2.0191    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2246   -2.1513   -1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7856   -2.0185    0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9163    0.1492   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4021    0.0098   -0.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8910    0.2104    1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4802    0.9744    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129    2.5410   -0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7345    1.8482   -0.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9511    2.1285    1.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1980    3.3854    1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18  2  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  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       5.786  -5.207   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.450  -3.818   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.259  -5.005   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.978  -3.108   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.980  -3.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.180  -1.581   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.690  -2.406   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.959  -0.642   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.892  -0.880   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.162   0.884   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.671   0.059   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.941   1.823   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.874   1.586   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.144   3.350   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.297   2.174   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.923   4.288   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.125   5.815   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.499   3.700   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   18                                                       
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0032340
HETATM    1  O1  UNL     1       1.501   4.573   0.109  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.670   3.653  -0.036  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.132   2.407  -0.677  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.620   2.195  -0.559  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.997   1.096   0.380  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.177  -0.242  -0.326  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.913  -1.021  -0.167  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.144  -2.455   0.264  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.823  -2.944   0.846  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.060  -3.572  -0.233  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.119  -3.086  -0.596  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.624  -1.906   0.121  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.049  -1.618  -0.347  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.300  -0.137  -0.496  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.682   0.686   0.576  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.245   2.020  -0.039  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.441   2.825   0.951  1.00  0.00           C  
HETATM   18  O2  UNL     1      -0.611   3.770   0.371  1.00  0.00           O  
HETATM   19  H1  UNL     1       0.925   2.529  -1.780  1.00  0.00           H  
HETATM   20  H2  UNL     1       0.560   1.522  -0.363  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.038   3.158  -0.151  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.121   2.048  -1.531  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.275   0.969   1.213  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.000   1.337   0.826  1.00  0.00           H  
HETATM   25  H7  UNL     1       3.399   0.001  -1.391  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.067  -0.792   0.057  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.245  -0.562   0.611  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.350  -1.073  -1.129  1.00  0.00           H  
HETATM   29  H11 UNL     1       2.411  -3.108  -0.608  1.00  0.00           H  
HETATM   30  H12 UNL     1       2.925  -2.489   1.057  1.00  0.00           H  
HETATM   31  H13 UNL     1       0.348  -2.100   1.331  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.030  -3.708   1.627  1.00  0.00           H  
HETATM   33  H15 UNL     1       0.490  -4.443  -0.722  1.00  0.00           H  
HETATM   34  H16 UNL     1      -1.681  -3.554  -1.395  1.00  0.00           H  
HETATM   35  H17 UNL     1      -0.987  -1.038  -0.185  1.00  0.00           H  
HETATM   36  H18 UNL     1      -1.687  -2.019   1.210  1.00  0.00           H  
HETATM   37  H19 UNL     1      -3.225  -2.151  -1.295  1.00  0.00           H  
HETATM   38  H20 UNL     1      -3.786  -2.018   0.382  1.00  0.00           H  
HETATM   39  H21 UNL     1      -2.916   0.149  -1.513  1.00  0.00           H  
HETATM   40  H22 UNL     1      -4.402   0.010  -0.541  1.00  0.00           H  
HETATM   41  H23 UNL     1      -1.891   0.210   1.151  1.00  0.00           H  
HETATM   42  H24 UNL     1      -3.480   0.974   1.322  1.00  0.00           H  
HETATM   43  H25 UNL     1      -3.213   2.541  -0.298  1.00  0.00           H  
HETATM   44  H26 UNL     1      -1.735   1.848  -0.987  1.00  0.00           H  
HETATM   45  H27 UNL     1      -0.951   2.128   1.651  1.00  0.00           H  
HETATM   46  H28 UNL     1      -2.198   3.385   1.576  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   18
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8   27   28
CONECT    8    9   29   30
CONECT    9   10   31   32
CONECT   10   11   11   33
CONECT   11   12   34
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   15   39   40
CONECT   15   16   41   42
CONECT   16   17   43   44
CONECT   17   18   45   46
END

HMDB0032340
     RDKit          3D
Isoambrettolide
 46 46  0  0  0  0  0  0  0  0999 V2000
    1.5007    4.5731    0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6699    3.6533   -0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1320    2.4066   -0.6774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6198    2.1954   -0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9972    1.0964    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1773   -0.2420   -0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9126   -1.0211   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -2.4554    0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -2.9443    0.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0603   -3.5720   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -3.0865   -0.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -1.9056    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0485   -1.6185   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2996   -0.1373   -0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6819    0.6863    0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451    2.0205   -0.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4414    2.8245    0.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6113    3.7699    0.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9247    2.5292   -1.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    1.5219   -0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0375    3.1576   -0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211    2.0482   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754    0.9694    1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0001    1.3374    0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3995    0.0012   -1.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667   -0.7918    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2451   -0.5616    0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3496   -1.0729   -1.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4114   -3.1083   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9252   -2.4889    1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483   -2.0995    1.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0298   -3.7080    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4900   -4.4428   -0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6812   -3.5541   -1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9872   -1.0384   -0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6869   -2.0191    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2246   -2.1513   -1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7856   -2.0185    0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9163    0.1492   -1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4021    0.0098   -0.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8910    0.2104    1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4802    0.9744    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129    2.5410   -0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7345    1.8482   -0.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9511    2.1285    1.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1980    3.3854    1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18  2  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9-Hexadecenoic acid, 16-hydroxy-, O-lactone (7ci)	HMDB
Delta9-Isoambrettolic acid, lactone (6ci)	HMDB
Oxacycloheptadec-10-en-2-one	HMDB

Chemical Formula

C₁₆H₂₈O₂

Average Molecular Weight

252.3923

Monoisotopic Molecular Weight

252.20893014

IUPAC Name

(10Z)-1-oxacycloheptadec-10-en-2-one

Traditional Name

(10Z)-1-oxacycloheptadec-10-en-2-one

CAS Registry Number

28645-51-4

SMILES

O=C1CCCCCCC\C=C/CCCCCCO1

InChI Identifier

InChI=1S/C16H28O2/c17-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-18-16/h1,3H,2,4-15H2/b3-1-

InChI Key

QILMAYXCYBTEDM-IWQZZHSRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Taste

Sweet

Odor

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032340)
Cell membrane (HMDB: HMDB0032340)

Source

Endogenous

Endogenous (HMDB: HMDB0032340)

Exogenous

Food

Food (HMDB: HMDB0032340)

Exogenous (HMDB: HMDB0032340)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	185.00 to 190.00 °C. @ 16.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.59 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.510	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00047 g/L	ALOGPS
logP	5.86	ALOGPS
logP	5.12	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	76.64 m³·mol⁻¹	ChemAxon
Polarizability	30.85 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	164.708	31661259
DarkChem	[M-H]-	162.906	31661259
DeepCCS	[M+H]+	167.852	30932474
DeepCCS	[M-H]-	165.211	30932474
DeepCCS	[M-2H]-	200.924	30932474
DeepCCS	[M+Na]+	175.976	30932474
AllCCS	[M+H]+	162.9	32859911
AllCCS	[M+H-H2O]+	158.9	32859911
AllCCS	[M+NH4]+	166.6	32859911
AllCCS	[M+Na]+	167.6	32859911
AllCCS	[M-H]-	173.4	32859911
AllCCS	[M+Na-2H]-	174.3	32859911
AllCCS	[M+HCOO]-	175.3	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.	7.48 minutes	32390414
Predicted by Siyang on May 30, 2022	22.5345 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.39 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	32.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2951.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	650.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	254.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	402.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	566.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	934.9 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	793.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	104.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2120.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	599.3 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	1721.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	753.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	473.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	676.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	642.6 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isoambrettolide	O=C1CCCCCCC\C=C/CCCCCCO1	2325.7	Standard polar	33892256
Isoambrettolide	O=C1CCCCCCC\C=C/CCCCCCO1	1899.4	Standard non polar	33892256
Isoambrettolide	O=C1CCCCCCC\C=C/CCCCCCO1	1971.7	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

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

FDB009634

KNApSAcK ID

Not Available

Chemspider ID

4511310

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5355293

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1026271

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for Isoambrettolide (HMDB0032340)

MOL for HMDB0032340 (Isoambrettolide)

3D MOL for HMDB0032340 (Isoambrettolide)

3D SDF for HMDB0032340 (Isoambrettolide)

3D-SDF for HMDB0032340 (Isoambrettolide)

PDB for HMDB0032340 (Isoambrettolide)

3D PDB for HMDB0032340 (Isoambrettolide)

SMILES for HMDB0032340 (Isoambrettolide)

INCHI for HMDB0032340 (Isoambrettolide)

Structure for HMDB0032340 (Isoambrettolide)

3D Structure for HMDB0032340 (Isoambrettolide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized