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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:49:54 UTC

Update Date

2021-09-26 22:54:27 UTC

HMDB ID

HMDB0245779

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-(4-Carboxybenzylidene)-6-hydroxycamphor

Description

3-(4-Carboxybenzylidene)-6-hydroxycamphor belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review a small amount of articles have been published on 3-(4-Carboxybenzylidene)-6-hydroxycamphor. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-(4-carboxybenzylidene)-6-hydroxycamphor is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-(4-Carboxybenzylidene)-6-hydroxycamphor is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0245779
     RDKit          3D
3-(4-Carboxybenzylidene)-6-hydroxycamphor
 42 44  0  0  0  0  0  0  0  0999 V2000
   -1.7171   -0.2380   -1.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3830    0.1895   -0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8561    0.3824   -0.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6756    1.4759   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2135    1.6400    1.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078    0.2251    1.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8542    0.0530    1.8218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9705   -0.6369    0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4060   -2.0270    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4906   -0.4022    0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3185   -1.2207    0.9837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2923    0.8929   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8321    1.4337   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016    0.7709   -0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3254   -0.4939   -0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5629   -1.0646   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5655   -0.4059    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8873   -1.0299    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7733   -0.4094    0.8953 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1367   -2.3121   -0.2025 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249    0.8628    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1104    1.4692    0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0270    0.5261   -2.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6255   -0.1139   -1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290   -1.2477   -2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3844   -0.4645   -0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177    1.3433   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1277    0.3590   -1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7570    2.2904   -0.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422    2.2420    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214    2.0686    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8998   -0.0121    2.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0790    0.3635    2.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2373   -2.1900   -0.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6050   -2.7805    0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8362   -2.2878    1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8425    2.4482   -0.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5796   -1.0723   -1.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692   -2.0720   -0.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5900   -2.4604   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067    1.4204    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    2.4850    0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  2  0
  8  2  1  0
 22 14  1  0
 12  4  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  END

  Mrv1652309112100502D          

 22 24  0  0  0  0            999 V2000
    0.2085    0.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9988    0.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050    0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050   -0.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6340   -0.6957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6340    0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6340    1.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195    2.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195    3.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6340    3.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3484    3.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3484    2.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6340    4.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3484    4.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195    4.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050   -1.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2239   -0.6957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2085   -0.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  6 20  1  0  0  0  0
  5 21  1  0  0  0  0
  2 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245779

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C2CC(O)C1(C)C(=O)C2=CC1=CC=C(C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O4/c1-17(2)13-9-14(19)18(17,3)15(20)12(13)8-10-4-6-11(7-5-10)16(21)22/h4-8,13-14,19H,9H2,1-3H3,(H,21,22)

> <INCHI_KEY>
YIGAUUYAYZNMIO-UHFFFAOYSA-N

> <FORMULA>
C18H20O4

> <MOLECULAR_WEIGHT>
300.354

> <EXACT_MASS>
300.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.72816218510832

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-({5-hydroxy-4,7,7-trimethyl-3-oxobicyclo[2.2.1]heptan-2-ylidene}methyl)benzoic acid

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
3.034204047666667

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.493405853385653

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.1014810449173105

> <JCHEM_PKA_STRONGEST_BASIC>
-3.020384279736854

> <JCHEM_POLAR_SURFACE_AREA>
74.60000000000001

> <JCHEM_REFRACTIVITY>
83.41009999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-({5-hydroxy-4,7,7-trimethyl-3-oxobicyclo[2.2.1]heptan-2-ylidene}methyl)benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245779
     RDKit          3D
3-(4-Carboxybenzylidene)-6-hydroxycamphor
 42 44  0  0  0  0  0  0  0  0999 V2000
   -1.7171   -0.2380   -1.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3830    0.1895   -0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8561    0.3824   -0.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6756    1.4759   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2135    1.6400    1.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078    0.2251    1.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8542    0.0530    1.8218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9705   -0.6369    0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4060   -2.0270    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4906   -0.4022    0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3185   -1.2207    0.9837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2923    0.8929   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8321    1.4337   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016    0.7709   -0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3254   -0.4939   -0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5629   -1.0646   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5655   -0.4059    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8873   -1.0299    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7733   -0.4094    0.8953 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1367   -2.3121   -0.2025 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249    0.8628    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1104    1.4692    0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0270    0.5261   -2.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6255   -0.1139   -1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290   -1.2477   -2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3844   -0.4645   -0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177    1.3433   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1277    0.3590   -1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7570    2.2904   -0.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422    2.2420    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214    2.0686    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8998   -0.0121    2.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0790    0.3635    2.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2373   -2.1900   -0.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6050   -2.7805    0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8362   -2.2878    1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8425    2.4482   -0.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5796   -1.0723   -1.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692   -2.0720   -0.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5900   -2.4604   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067    1.4204    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    2.4850    0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  2  0
  8  2  1  0
 22 14  1  0
 12  4  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.389   0.683   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.864   0.241   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.249   1.781   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.916   1.011   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.916  -0.529   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.249  -1.299   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.583  -0.529   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.917  -1.299   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.583   1.011   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.917   1.781   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.917   3.321   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.583   4.091   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.583   5.631   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.917   6.401   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.250   5.631   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.250   4.091   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.917   7.941   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.250   8.711   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.583   8.711   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.249  -2.839   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.418  -1.299   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.389  -0.201   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6   22                                             
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    2    7   20                                             
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    3   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    6                                                            
CONECT   21    5                                                            
CONECT   22    2                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0245779
HETATM    1  C1  UNL     1      -1.717  -0.238  -1.990  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.383   0.190  -0.709  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.856   0.382  -0.849  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.676   1.476  -0.248  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.213   1.640   1.121  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.508   0.225   1.613  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.854   0.053   1.822  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.971  -0.637   0.488  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.406  -2.027   0.480  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.491  -0.402   0.501  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.319  -1.221   0.984  1.00  0.00           O  
HETATM   12  C10 UNL     1      -0.292   0.893  -0.129  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.832   1.434  -0.468  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.102   0.771  -0.311  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.325  -0.494  -0.780  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.563  -1.065  -0.573  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.566  -0.406   0.083  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.887  -1.030   0.287  1.00  0.00           C  
HETATM   19  O3  UNL     1       6.773  -0.409   0.895  1.00  0.00           O  
HETATM   20  O4  UNL     1       6.137  -2.312  -0.203  1.00  0.00           O  
HETATM   21  C17 UNL     1       4.325   0.863   0.547  1.00  0.00           C  
HETATM   22  C18 UNL     1       3.110   1.469   0.365  1.00  0.00           C  
HETATM   23  H1  UNL     1      -2.027   0.526  -2.759  1.00  0.00           H  
HETATM   24  H2  UNL     1      -0.626  -0.114  -1.861  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.029  -1.248  -2.320  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.384  -0.465  -0.392  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.218   1.343  -0.461  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.128   0.359  -1.936  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.757   2.290  -0.934  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.142   2.242   1.181  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.421   2.069   1.770  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.900  -0.012   2.535  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.079   0.364   2.738  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.237  -2.190  -0.237  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.605  -2.781   0.319  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.836  -2.288   1.492  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.842   2.448  -0.899  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.580  -1.072  -1.331  1.00  0.00           H  
HETATM   39  H17 UNL     1       3.769  -2.072  -0.935  1.00  0.00           H  
HETATM   40  H18 UNL     1       6.590  -2.460  -1.097  1.00  0.00           H  
HETATM   41  H19 UNL     1       5.107   1.420   1.078  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.929   2.485   0.740  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4    8
CONECT    3   26   27   28
CONECT    4    5   12   29
CONECT    5    6   30   31
CONECT    6    7    8   32
CONECT    7   33
CONECT    8    9   10
CONECT    9   34   35   36
CONECT   10   11   11   12
CONECT   12   13   13
CONECT   13   14   37
CONECT   14   15   15   22
CONECT   15   16   38
CONECT   16   17   17   39
CONECT   17   18   21
CONECT   18   19   19   20
CONECT   20   40
CONECT   21   22   22   41
CONECT   22   42
END

HMDB0245779
     RDKit          3D
3-(4-Carboxybenzylidene)-6-hydroxycamphor
 42 44  0  0  0  0  0  0  0  0999 V2000
   -1.7171   -0.2380   -1.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3830    0.1895   -0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8561    0.3824   -0.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6756    1.4759   -0.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2135    1.6400    1.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078    0.2251    1.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8542    0.0530    1.8218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9705   -0.6369    0.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4060   -2.0270    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4906   -0.4022    0.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3185   -1.2207    0.9837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2923    0.8929   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8321    1.4337   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016    0.7709   -0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3254   -0.4939   -0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5629   -1.0646   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5655   -0.4059    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8873   -1.0299    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7733   -0.4094    0.8953 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1367   -2.3121   -0.2025 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249    0.8628    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1104    1.4692    0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0270    0.5261   -2.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6255   -0.1139   -1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290   -1.2477   -2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3844   -0.4645   -0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177    1.3433   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1277    0.3590   -1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7570    2.2904   -0.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422    2.2420    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214    2.0686    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8998   -0.0121    2.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0790    0.3635    2.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2373   -2.1900   -0.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6050   -2.7805    0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8362   -2.2878    1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8425    2.4482   -0.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5796   -1.0723   -1.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7692   -2.0720   -0.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5900   -2.4604   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067    1.4204    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    2.4850    0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  2  0
  8  2  1  0
 22 14  1  0
 12  4  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀O₄

Average Molecular Weight

300.354

Monoisotopic Molecular Weight

300.136159124

IUPAC Name

4-({5-hydroxy-4,7,7-trimethyl-3-oxobicyclo[2.2.1]heptan-2-ylidene}methyl)benzoic acid

Traditional Name

4-({5-hydroxy-4,7,7-trimethyl-3-oxobicyclo[2.2.1]heptan-2-ylidene}methyl)benzoic acid

CAS Registry Number

Not Available

SMILES

CC1(C)C2CC(O)C1(C)C(=O)C2=CC1=CC=C(C=C1)C(O)=O

InChI Identifier

InChI=1S/C18H20O4/c1-17(2)13-9-14(19)18(17,3)15(20)12(13)8-10-4-6-11(7-5-10)16(21)22/h4-8,13-14,19H,9H2,1-3H3,(H,21,22)

InChI Key

YIGAUUYAYZNMIO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bicyclic monoterpenoid
Bornane monoterpenoid
Aromatic monoterpenoid
Benzoic acid
Benzoic acid or derivatives
Benzoyl
Benzenoid
Monocyclic benzene moiety
Cyclic alcohol
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.03	ALOGPS
logP	3.03	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	83.41 m³·mol⁻¹	ChemAxon
Polarizability	32.73 Å³	ChemAxon
Number of Rings	3	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]+	175.307	30932474
DeepCCS	[M-H]-	172.949	30932474
DeepCCS	[M-2H]-	205.911	30932474
DeepCCS	[M+Na]+	181.4	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(4-Carboxybenzylidene)-6-hydroxycamphor	CC1(C)C2CC(O)C1(C)C(=O)C2=CC1=CC=C(C=C1)C(O)=O	4107.1	Standard polar	33892256
3-(4-Carboxybenzylidene)-6-hydroxycamphor	CC1(C)C2CC(O)C1(C)C(=O)C2=CC1=CC=C(C=C1)C(O)=O	2473.1	Standard non polar	33892256
3-(4-Carboxybenzylidene)-6-hydroxycamphor	CC1(C)C2CC(O)C1(C)C(=O)C2=CC1=CC=C(C=C1)C(O)=O	2742.4	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 - 3-(4-Carboxybenzylidene)-6-hydroxycamphor GC-MS (Non-derivatized) - 70eV, Positive	splash10-007x-4390000000-501e96c4cba6526571b0	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-Carboxybenzylidene)-6-hydroxycamphor GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-Carboxybenzylidene)-6-hydroxycamphor GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-Carboxybenzylidene)-6-hydroxycamphor GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-Carboxybenzylidene)-6-hydroxycamphor GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-Carboxybenzylidene)-6-hydroxycamphor GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-Carboxybenzylidene)-6-hydroxycamphor GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(4-Carboxybenzylidene)-6-hydroxycamphor GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - 3-(4-Carboxybenzylidene)-6-hydroxycamphor 10V, Positive-QTOF	splash10-0uk9-0097000000-ef15ced8232e20262596	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Carboxybenzylidene)-6-hydroxycamphor 20V, Positive-QTOF	splash10-05ai-0691000000-e3455bf4730e6a9e061f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Carboxybenzylidene)-6-hydroxycamphor 40V, Positive-QTOF	splash10-0fdo-1790000000-6bd1f4b8d5dc3a8a858b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Carboxybenzylidene)-6-hydroxycamphor 10V, Negative-QTOF	splash10-0002-0090000000-54eeb42004ae94aea1fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Carboxybenzylidene)-6-hydroxycamphor 20V, Negative-QTOF	splash10-052b-0090000000-89f27e62b1795a8696e6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(4-Carboxybenzylidene)-6-hydroxycamphor 40V, Negative-QTOF	splash10-004j-0490000000-3107f8e83fd23afbf25e	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91106693

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 3-(4-Carboxybenzylidene)-6-hydroxycamphor (HMDB0245779)

MOL for HMDB0245779 (3-(4-Carboxybenzylidene)-6-hydroxycamphor)

3D MOL for HMDB0245779 (3-(4-Carboxybenzylidene)-6-hydroxycamphor)

3D SDF for HMDB0245779 (3-(4-Carboxybenzylidene)-6-hydroxycamphor)

3D-SDF for HMDB0245779 (3-(4-Carboxybenzylidene)-6-hydroxycamphor)

PDB for HMDB0245779 (3-(4-Carboxybenzylidene)-6-hydroxycamphor)

3D PDB for HMDB0245779 (3-(4-Carboxybenzylidene)-6-hydroxycamphor)

SMILES for HMDB0245779 (3-(4-Carboxybenzylidene)-6-hydroxycamphor)

INCHI for HMDB0245779 (3-(4-Carboxybenzylidene)-6-hydroxycamphor)

Structure for HMDB0245779 (3-(4-Carboxybenzylidene)-6-hydroxycamphor)

3D Structure for HMDB0245779 (3-(4-Carboxybenzylidene)-6-hydroxycamphor)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra