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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:46:48 UTC

Update Date

2022-03-07 02:55:22 UTC

HMDB ID

HMDB0037529

Secondary Accession Numbers

HMDB37529

Metabolite Identification

Common Name

Lactaronecatorin A

Description

Lactaronecatorin A belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review a small amount of articles have been published on Lactaronecatorin A.

Structure

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

HMDB0037529
     RDKit          3D
Lactaronecatorin A
 40 41  0  0  0  0  0  0  0  0999 V2000
    0.2302   -2.4325    0.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2061   -0.9316    0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466   -0.3986   -0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747   -0.7269   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3313    0.1951   -0.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1925    1.6397    0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8083    2.4215   -0.8539 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412   -0.4762   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -1.7965   -0.6963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9912   -1.9941   -0.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4416   -3.1229   -0.9985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309   -0.4845    0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2816   -1.2790    0.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5316   -0.4401    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9783    0.8360   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7291    0.6318   -1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452    2.0152    0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6458    0.9427    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1821   -2.7699    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5431   -2.8133    1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515   -2.8137   -0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6046   -0.5089    1.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4637   -0.8817   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7664    0.7091   -0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7140    1.8062    1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523    1.9733    0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3585    3.1477   -0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2372   -0.4231    0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2521   -0.0043   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2557   -2.3583    0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3058   -0.9098   -0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8516   -0.2292    1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6482    0.3996   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9886    1.5502   -2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3056   -0.2593   -1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9094    1.7110    0.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6797    2.7916   -0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6141    2.3863    1.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9479    1.6098    0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9224    1.2876    1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 10  4  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
M  END


  Mrv0541 05061309502D          

 18 19  0  0  0  0            999 V2000
    2.3159   -0.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5859    2.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4818    2.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4463    0.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013    1.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4720   -0.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3664    1.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0266   -2.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5745   -2.7989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1364   -0.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6213    0.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2420   -2.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9870   -1.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1620   -1.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0338    1.8288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6397   -2.0169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771   -0.8619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9071   -2.3140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
 10  1  1  0  0  0  0
 10  6  1  0  0  0  0
 11  4  2  0  0  0  0
 11  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13  6  1  0  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15  5  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 17 14  2  0  0  0  0
 18  9  1  0  0  0  0
 18 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037529

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CC1=C(CO)COC1=O)C1=CCC(C)(C)C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O3/c1-10(11-4-5-15(2,3)7-11)6-13-12(8-16)9-18-14(13)17/h4,10,16H,5-9H2,1-3H3

> <INCHI_KEY>
ASKJTZIKSPCIKT-UHFFFAOYSA-N

> <FORMULA>
C15H22O3

> <MOLECULAR_WEIGHT>
250.3334

> <EXACT_MASS>
250.15689457

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.74097010108115

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[2-(4,4-dimethylcyclopent-1-en-1-yl)propyl]-4-(hydroxymethyl)-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
2.409398543

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.680497523326203

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.195137712450865

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7928369302730722

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
71.8349

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[2-(4,4-dimethylcyclopent-1-en-1-yl)propyl]-4-(hydroxymethyl)-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037529
     RDKit          3D
Lactaronecatorin A
 40 41  0  0  0  0  0  0  0  0999 V2000
    0.2302   -2.4325    0.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2061   -0.9316    0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466   -0.3986   -0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747   -0.7269   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3313    0.1951   -0.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1925    1.6397    0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8083    2.4215   -0.8539 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412   -0.4762   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -1.7965   -0.6963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9912   -1.9941   -0.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4416   -3.1229   -0.9985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309   -0.4845    0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2816   -1.2790    0.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5316   -0.4401    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9783    0.8360   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7291    0.6318   -1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452    2.0152    0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6458    0.9427    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1821   -2.7699    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5431   -2.8133    1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515   -2.8137   -0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6046   -0.5089    1.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4637   -0.8817   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7664    0.7091   -0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7140    1.8062    1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523    1.9733    0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3585    3.1477   -0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2372   -0.4231    0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2521   -0.0043   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2557   -2.3583    0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3058   -0.9098   -0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8516   -0.2292    1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6482    0.3996   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9886    1.5502   -2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3056   -0.2593   -1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9094    1.7110    0.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6797    2.7916   -0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6141    2.3863    1.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9479    1.6098    0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9224    1.2876    1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 10  4  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  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       4.323  -0.041   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.560   4.558   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.499   4.558   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.300   1.044   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.776   2.508   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.481  -1.609   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.284   2.508   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.516  -4.795   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.806  -5.225   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.855  -0.202   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.760   1.044   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.052  -4.319   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.576  -2.855   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.036  -2.855   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.530   3.414   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.661  -3.765   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.131  -1.609   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.560  -4.319   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4    5   11                                                       
CONECT    5    4   15                                                       
CONECT    6   10   13                                                       
CONECT    7   11   15                                                       
CONECT    8   12   16                                                       
CONECT    9   12   18                                                       
CONECT   10    1    6   11                                                  
CONECT   11    4    7   10                                                  
CONECT   12    8    9   13                                                  
CONECT   13    6   12   14                                                  
CONECT   14   13   17   18                                                  
CONECT   15    2    3    5    7                                             
CONECT   16    8                                                            
CONECT   17   14                                                            
CONECT   18    9   14                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0037529
HETATM    1  C1  UNL     1       0.230  -2.432   0.910  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.206  -0.932   0.840  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.947  -0.399  -0.332  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.375  -0.727  -0.397  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.331   0.195  -0.185  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.192   1.640   0.137  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.808   2.422  -0.854  1.00  0.00           O  
HETATM    8  C7  UNL     1       4.641  -0.476  -0.325  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.372  -1.796  -0.696  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.991  -1.994  -0.723  1.00  0.00           C  
HETATM   11  O3  UNL     1       2.442  -3.123  -0.998  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.231  -0.485   0.729  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.282  -1.279   0.648  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.532  -0.440   0.553  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.978   0.836  -0.046  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.729   0.632  -1.525  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.845   2.015   0.241  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.646   0.943   0.699  1.00  0.00           C  
HETATM   19  H1  UNL     1       1.182  -2.770   1.320  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.543  -2.813   1.637  1.00  0.00           H  
HETATM   21  H3  UNL     1      -0.052  -2.814  -0.085  1.00  0.00           H  
HETATM   22  H4  UNL     1       0.605  -0.509   1.815  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.464  -0.882  -1.244  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.766   0.709  -0.430  1.00  0.00           H  
HETATM   25  H7  UNL     1       3.714   1.806   1.104  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.152   1.973   0.252  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.359   3.148  -0.456  1.00  0.00           H  
HETATM   28  H10 UNL     1       5.237  -0.423   0.619  1.00  0.00           H  
HETATM   29  H11 UNL     1       5.252  -0.004  -1.135  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.256  -2.358   0.649  1.00  0.00           H  
HETATM   31  H13 UNL     1      -4.306  -0.910  -0.052  1.00  0.00           H  
HETATM   32  H14 UNL     1      -3.852  -0.229   1.598  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.648   0.400  -1.667  1.00  0.00           H  
HETATM   34  H16 UNL     1      -2.989   1.550  -2.076  1.00  0.00           H  
HETATM   35  H17 UNL     1      -3.306  -0.259  -1.876  1.00  0.00           H  
HETATM   36  H18 UNL     1      -4.909   1.711   0.254  1.00  0.00           H  
HETATM   37  H19 UNL     1      -3.680   2.792  -0.522  1.00  0.00           H  
HETATM   38  H20 UNL     1      -3.614   2.386   1.258  1.00  0.00           H  
HETATM   39  H21 UNL     1      -0.948   1.610   0.198  1.00  0.00           H  
HETATM   40  H22 UNL     1      -1.922   1.288   1.733  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   12   22
CONECT    3    4   23   24
CONECT    4    5    5   10
CONECT    5    6    8
CONECT    6    7   25   26
CONECT    7   27
CONECT    8    9   28   29
CONECT    9   10
CONECT   10   11   11
CONECT   12   13   13   18
CONECT   13   14   30
CONECT   14   15   31   32
CONECT   15   16   17   18
CONECT   16   33   34   35
CONECT   17   36   37   38
CONECT   18   39   40
END

HMDB0037529
     RDKit          3D
Lactaronecatorin A
 40 41  0  0  0  0  0  0  0  0999 V2000
    0.2302   -2.4325    0.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2061   -0.9316    0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466   -0.3986   -0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747   -0.7269   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3313    0.1951   -0.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1925    1.6397    0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8083    2.4215   -0.8539 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412   -0.4762   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -1.7965   -0.6963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9912   -1.9941   -0.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4416   -3.1229   -0.9985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309   -0.4845    0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2816   -1.2790    0.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5316   -0.4401    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9783    0.8360   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7291    0.6318   -1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452    2.0152    0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6458    0.9427    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1821   -2.7699    1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5431   -2.8133    1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515   -2.8137   -0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6046   -0.5089    1.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4637   -0.8817   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7664    0.7091   -0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7140    1.8062    1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523    1.9733    0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3585    3.1477   -0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2372   -0.4231    0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2521   -0.0043   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2557   -2.3583    0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3058   -0.9098   -0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8516   -0.2292    1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6482    0.3996   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9886    1.5502   -2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3056   -0.2593   -1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9094    1.7110    0.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6797    2.7916   -0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6141    2.3863    1.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9479    1.6098    0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9224    1.2876    1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 10  4  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-Hydroxy-8,9-seco-2(9),6-lactaradien-5,14-olide	HMDB
Blennin C	HMDB

Chemical Formula

C₁₅H₂₂O₃

Average Molecular Weight

250.3334

Monoisotopic Molecular Weight

250.15689457

IUPAC Name

3-[2-(4,4-dimethylcyclopent-1-en-1-yl)propyl]-4-(hydroxymethyl)-2,5-dihydrofuran-2-one

Traditional Name

3-[2-(4,4-dimethylcyclopent-1-en-1-yl)propyl]-4-(hydroxymethyl)-5H-furan-2-one

CAS Registry Number

62824-38-8

SMILES

CC(CC1=C(CO)COC1=O)C1=CCC(C)(C)C1

InChI Identifier

InChI=1S/C15H22O3/c1-10(11-4-5-15(2,3)7-11)6-13-12(8-16)9-18-14(13)17/h4,10,16H,5-9H2,1-3H3

InChI Key

ASKJTZIKSPCIKT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Monocyclic monoterpenoid
Monoterpenoid
2-furanone
Dihydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

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	181 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	0.24 g/L	ALOGPS
logP	2.86	ALOGPS
logP	2.41	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	14.2	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	71.83 m³·mol⁻¹	ChemAxon
Polarizability	27.74 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
DarkChem	[M+H]+	159.006	31661259
DarkChem	[M-H]-	157.124	31661259
DeepCCS	[M+H]+	166.285	30932474
DeepCCS	[M-H]-	163.927	30932474
DeepCCS	[M-2H]-	196.979	30932474
DeepCCS	[M+Na]+	172.378	30932474
AllCCS	[M+H]+	157.8	32859911
AllCCS	[M+H-H2O]+	154.0	32859911
AllCCS	[M+NH4]+	161.3	32859911
AllCCS	[M+Na]+	162.3	32859911
AllCCS	[M-H]-	165.6	32859911
AllCCS	[M+Na-2H]-	165.9	32859911
AllCCS	[M+HCOO]-	166.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lactaronecatorin A	CC(CC1=C(CO)COC1=O)C1=CCC(C)(C)C1	2786.3	Standard polar	33892256
Lactaronecatorin A	CC(CC1=C(CO)COC1=O)C1=CCC(C)(C)C1	2026.2	Standard non polar	33892256
Lactaronecatorin A	CC(CC1=C(CO)COC1=O)C1=CCC(C)(C)C1	2021.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lactaronecatorin A,1TMS,isomer #1	CC(CC1=C(CO[Si](C)(C)C)COC1=O)C1=CCC(C)(C)C1	2070.2	Semi standard non polar	33892256
Lactaronecatorin A,1TBDMS,isomer #1	CC(CC1=C(CO[Si](C)(C)C(C)(C)C)COC1=O)C1=CCC(C)(C)C1	2339.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lactaronecatorin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dm-9660000000-b5e0b7b05b00438d7976	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactaronecatorin A GC-MS (1 TMS) - 70eV, Positive	splash10-00dj-9332000000-a7045f2774a8201c45ef	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactaronecatorin A 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 - Lactaronecatorin A 10V, Positive-QTOF	splash10-0ue9-1390000000-6c4bffc0e9dbf7673ddb	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactaronecatorin A 20V, Positive-QTOF	splash10-0pc0-7950000000-87c9fcd9935ccfd29b01	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactaronecatorin A 40V, Positive-QTOF	splash10-066r-9500000000-0322a4a6bb8adac2ad37	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactaronecatorin A 10V, Negative-QTOF	splash10-0002-0090000000-73a2f64ccc8b51aaa93c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactaronecatorin A 20V, Negative-QTOF	splash10-002f-9250000000-c40cdf13a7fe34ec9237	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactaronecatorin A 40V, Negative-QTOF	splash10-0adl-9620000000-5cdbe2f9a4e5a24ca0e0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactaronecatorin A 10V, Negative-QTOF	splash10-0002-0090000000-1cd71a2d33948ecb92a1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactaronecatorin A 20V, Negative-QTOF	splash10-001i-0190000000-ef347f688622c1c17fa8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactaronecatorin A 40V, Negative-QTOF	splash10-014i-1980000000-241f4f6fd6af5bc2e4be	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactaronecatorin A 10V, Positive-QTOF	splash10-0udi-4590000000-2486505a77879ee9ccfa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactaronecatorin A 20V, Positive-QTOF	splash10-0uem-8970000000-7e4794347e8fea01c240	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactaronecatorin A 40V, Positive-QTOF	splash10-02ec-9400000000-756c2b4d0ac2e9dfe4c7	2021-09-23	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

FDB016610

KNApSAcK ID

C00011535

Chemspider ID

8190576

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10015003

PDB ID

Not Available

ChEBI ID

174306

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1861771

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 Lactaronecatorin A (HMDB0037529)

MOL for HMDB0037529 (Lactaronecatorin A)

3D MOL for HMDB0037529 (Lactaronecatorin A)

3D SDF for HMDB0037529 (Lactaronecatorin A)

3D-SDF for HMDB0037529 (Lactaronecatorin A)

PDB for HMDB0037529 (Lactaronecatorin A)

3D PDB for HMDB0037529 (Lactaronecatorin A)

SMILES for HMDB0037529 (Lactaronecatorin A)

INCHI for HMDB0037529 (Lactaronecatorin A)

Structure for HMDB0037529 (Lactaronecatorin A)

3D Structure for HMDB0037529 (Lactaronecatorin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra