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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:51 UTC

Update Date

2022-03-07 02:49:15 UTC

HMDB ID

HMDB0002385

Secondary Accession Numbers

HMDB02385

Metabolite Identification

Common Name

Celastrol

Description

Celastrol, a plant-derived triterpene, has antioxidant and anti-inflammatory activity that may prevent neuronal degeneration in Alzheimer's disease (AD). In the brains of patients with AD signs of neuronal degeneration are accompanied by markers of microglial activation, inflammation, and oxidant damage. The presence of nitrotyrosine in the cell bodies of neurons in AD suggests that peroxynitrite contributes to the pathogenesis of the disease. In low nanomolar concentrations celastrol was found to suppress the production by human monocytes and macrophages of the pro-inflammatory cytokines TNF-alpha and IL-1beta. Celastrol also decreased the induced expression of class II MHC molecules by microglia. In macrophage lineage cells and endothelial cells celastrol decreased induced but not constitutive NO production. Celastrol suppresses adjuvant arthritis in the rat, demonstrating in vivo anti-inflammatory activity. Low doses of celastrol administered to rats significantly improved their performance in memory, learning and psychomotor activity tests. The potent antioxidant and anti-inflammatory activities of celastrol, and its effects on cognitive functions, suggest that the drug may be useful to treat neurodegenerative diseases accompanied by inflammation, such as AD. (PMID: 11513350 ).

Structure

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

  Mrv0541 02231219312D          

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M  END

HMDB0002385
     RDKit          3D
Celastrol
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M  END

  Mrv0541 02231219312D          

 34 38  0  0  1  0            999 V2000
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 30 32  2  0  0  0  0
 30 33  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002385

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12C[C@@](C)(CC[C@]1(C)CC[C@]1(C)C3=CC=C4C(C)=C(O)C(=O)C=C4[C@]3(C)CC[C@@]21C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H38O4/c1-17-18-7-8-21-27(4,19(18)15-20(30)23(17)31)12-14-29(6)22-16-26(3,24(32)33)10-9-25(22,2)11-13-28(21,29)5/h7-8,15,22,31H,9-14,16H2,1-6H3,(H,32,33)/t22-,25-,26-,27+,28-,29+/m1/s1

> <INCHI_KEY>
KQJSQWZMSAGSHN-JJWQIEBTSA-N

> <FORMULA>
C29H38O4

> <MOLECULAR_WEIGHT>
450.6096

> <EXACT_MASS>
450.277009704

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
51.31000795482818

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4aS,6aS,12bR,14aS,14bR)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid

> <ALOGPS_LOGP>
6.10

> <JCHEM_LOGP>
5.330473822333335

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.752589907083818

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.776638642631893

> <JCHEM_PKA_STRONGEST_BASIC>
-3.462479182438531

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
132.74609999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.33e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
triterpene

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002385
     RDKit          3D
Celastrol
 71 75  0  0  0  0  0  0  0  0999 V2000
    6.0937    0.0084    2.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4055    0.5624    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0442    1.4564    0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3508    1.8655    0.7111 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3751    1.9992   -0.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0028    2.8485   -1.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0223    1.5560   -1.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3795    0.6723   -0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0572    0.1366    0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4576   -0.7419    1.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041   -1.1819    1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4481   -0.7480    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0431   -1.2662   -0.0771 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0848   -2.2585   -1.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4469   -1.8560    1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9251   -1.9526    1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7864   -1.4628    0.2939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2727   -2.7134   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0897   -0.9734    0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1629    0.4741    1.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9711    1.2645   -0.0588 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3827    1.5407   -0.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4792    2.6308    0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2887    2.9614    1.4755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2513    3.4920   -0.7871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1529    0.5775   -1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1774   -0.4521   -0.6377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7924   -0.0135   -0.3297 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6169    0.8162    0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2868    0.8455   -1.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1461    1.2426   -1.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0510    0.1705   -0.8058 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4056   -0.6833   -2.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4163    0.0797    3.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3606   -1.0637    2.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9723    0.6303    2.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0921    1.2495    0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    1.9861   -2.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711   -1.1333    2.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6680   -1.9302    1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4850   -3.2189   -0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -2.6960   -1.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3698   -1.9714   -2.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527   -2.8357    1.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919   -1.1960    2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467   -3.0481    1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641   -1.5017    2.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0312   -3.6432    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3375   -2.6918   -0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7578   -2.7631   -1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2468   -1.5187    1.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9850   -1.2488    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1813    0.6763    1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4738    0.7895    2.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0977    1.6774    0.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3520    2.4040   -1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7143    0.6670   -1.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    4.4416   -0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7121    1.3043   -1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9220    0.0436   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0116   -1.0527   -1.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4862    0.7421    1.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1410    0.5301    1.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472    1.8955    0.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696    1.8145   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5375    0.4385   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4822    1.5932   -2.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2616    2.1133   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -0.8319   -2.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0840   -0.0215   -2.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0325   -1.5277   -1.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  1
 23 24  2  0
 23 25  1  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  6
  9  2  1  0
 32 12  1  0
 32  8  1  0
 28 13  1  0
 27 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  7 38  1  0
 10 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  6
 29 62  1  0
 29 63  1  0
 29 64  1  0
 30 65  1  0
 30 66  1  0
 31 67  1  0
 31 68  1  0
 33 69  1  0
 33 70  1  0
 33 71  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      42.379 -23.329   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      42.409 -20.769   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      56.624 -16.730   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      53.934 -15.204   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      48.729 -21.378   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      47.383 -22.128   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      50.009 -22.118   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      47.372 -23.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      50.033 -23.658   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      48.705 -24.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      48.729 -19.900   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      46.013 -21.294   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      51.290 -21.378   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      45.989 -24.481   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      51.290 -19.900   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      44.612 -22.074   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      50.009 -19.161   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      47.449 -20.639   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      44.599 -23.678   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      51.290 -22.857   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      47.360 -25.146   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      52.611 -19.110   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      52.611 -22.169   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      51.290 -18.422   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      43.887 -20.786   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      43.133 -22.057   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      53.951 -19.869   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      53.951 -21.409   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      52.574 -17.506   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      55.346 -19.078   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      53.951 -16.682   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      55.346 -17.474   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      56.624 -19.822   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0      47.406 -20.945   0.000  0.00  0.00           H+0
CONECT    1   26                                                            
CONECT    2   26                                                            
CONECT    3   32                                                            
CONECT    4   31                                                            
CONECT    5    6    7   11   18                                             
CONECT    6    5    8   12   34                                             
CONECT    7    5    9   13   20                                             
CONECT    8    6   10   14   21                                             
CONECT    9    7   10                                                       
CONECT   10    8    9                                                       
CONECT   11    5   17                                                       
CONECT   12    6   16                                                       
CONECT   13    7   15   23                                                  
CONECT   14    8   19                                                       
CONECT   15   13   17   22   24                                             
CONECT   16   12   19   25   26                                             
CONECT   17   11   15                                                       
CONECT   18    5                                                            
CONECT   19   14   16                                                       
CONECT   20    7                                                            
CONECT   21    8                                                            
CONECT   22   15   27   29                                                  
CONECT   23   13   28                                                       
CONECT   24   15                                                            
CONECT   25   16                                                            
CONECT   26    1    2   16                                                  
CONECT   27   22   28   30                                                  
CONECT   28   23   27                                                       
CONECT   29   22   31                                                       
CONECT   30   27   32   33                                                  
CONECT   31    4   29   32                                                  
CONECT   32    3   30   31                                                  
CONECT   33   30                                                            
CONECT   34    6                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

COMPND    HMDB0002385
HETATM    1  C1  UNL     1       6.094   0.008   2.297  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.405   0.562   1.102  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.044   1.456   0.361  1.00  0.00           C  
HETATM    4  O1  UNL     1       7.351   1.865   0.711  1.00  0.00           O  
HETATM    5  C4  UNL     1       5.375   1.999  -0.807  1.00  0.00           C  
HETATM    6  O2  UNL     1       6.003   2.848  -1.494  1.00  0.00           O  
HETATM    7  C5  UNL     1       4.022   1.556  -1.147  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.379   0.672  -0.425  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.057   0.137   0.745  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.458  -0.742   1.528  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.104  -1.182   1.199  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.448  -0.748   0.153  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.043  -1.266  -0.077  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.085  -2.258  -1.166  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.447  -1.856   1.231  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.925  -1.953   1.390  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.786  -1.463   0.294  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.273  -2.713  -0.482  1.00  0.00           C  
HETATM   19  C17 UNL     1      -4.090  -0.973   0.933  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.163   0.474   1.192  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.971   1.264  -0.059  1.00  0.00           C  
HETATM   22  C20 UNL     1      -5.383   1.541  -0.621  1.00  0.00           C  
HETATM   23  C21 UNL     1      -3.479   2.631   0.279  1.00  0.00           C  
HETATM   24  O3  UNL     1      -3.289   2.961   1.475  1.00  0.00           O  
HETATM   25  O4  UNL     1      -3.251   3.492  -0.787  1.00  0.00           O  
HETATM   26  C22 UNL     1      -3.153   0.578  -1.099  1.00  0.00           C  
HETATM   27  C23 UNL     1      -2.177  -0.452  -0.638  1.00  0.00           C  
HETATM   28  C24 UNL     1      -0.792  -0.014  -0.330  1.00  0.00           C  
HETATM   29  C25 UNL     1      -0.617   0.816   0.911  1.00  0.00           C  
HETATM   30  C26 UNL     1      -0.287   0.846  -1.444  1.00  0.00           C  
HETATM   31  C27 UNL     1       1.146   1.243  -1.339  1.00  0.00           C  
HETATM   32  C28 UNL     1       2.051   0.171  -0.806  1.00  0.00           C  
HETATM   33  C29 UNL     1       2.406  -0.683  -2.069  1.00  0.00           C  
HETATM   34  H1  UNL     1       5.416   0.080   3.198  1.00  0.00           H  
HETATM   35  H2  UNL     1       6.361  -1.064   2.150  1.00  0.00           H  
HETATM   36  H3  UNL     1       6.972   0.630   2.553  1.00  0.00           H  
HETATM   37  H4  UNL     1       8.092   1.250   0.372  1.00  0.00           H  
HETATM   38  H5  UNL     1       3.539   1.986  -2.040  1.00  0.00           H  
HETATM   39  H6  UNL     1       3.971  -1.133   2.412  1.00  0.00           H  
HETATM   40  H7  UNL     1       1.668  -1.930   1.897  1.00  0.00           H  
HETATM   41  H8  UNL     1      -0.485  -3.219  -0.886  1.00  0.00           H  
HETATM   42  H9  UNL     1       1.125  -2.696  -1.275  1.00  0.00           H  
HETATM   43  H10 UNL     1      -0.370  -1.971  -2.115  1.00  0.00           H  
HETATM   44  H11 UNL     1       0.053  -2.836   1.350  1.00  0.00           H  
HETATM   45  H12 UNL     1      -0.092  -1.196   2.045  1.00  0.00           H  
HETATM   46  H13 UNL     1      -2.147  -3.048   1.598  1.00  0.00           H  
HETATM   47  H14 UNL     1      -2.264  -1.502   2.377  1.00  0.00           H  
HETATM   48  H15 UNL     1      -3.031  -3.643   0.071  1.00  0.00           H  
HETATM   49  H16 UNL     1      -4.337  -2.692  -0.695  1.00  0.00           H  
HETATM   50  H17 UNL     1      -2.758  -2.763  -1.464  1.00  0.00           H  
HETATM   51  H18 UNL     1      -4.247  -1.519   1.899  1.00  0.00           H  
HETATM   52  H19 UNL     1      -4.985  -1.249   0.314  1.00  0.00           H  
HETATM   53  H20 UNL     1      -5.181   0.676   1.599  1.00  0.00           H  
HETATM   54  H21 UNL     1      -3.474   0.790   2.003  1.00  0.00           H  
HETATM   55  H22 UNL     1      -6.098   1.677   0.214  1.00  0.00           H  
HETATM   56  H23 UNL     1      -5.352   2.404  -1.303  1.00  0.00           H  
HETATM   57  H24 UNL     1      -5.714   0.667  -1.202  1.00  0.00           H  
HETATM   58  H25 UNL     1      -2.987   4.442  -0.578  1.00  0.00           H  
HETATM   59  H26 UNL     1      -2.712   1.304  -1.768  1.00  0.00           H  
HETATM   60  H27 UNL     1      -3.922   0.044  -1.761  1.00  0.00           H  
HETATM   61  H28 UNL     1      -2.012  -1.053  -1.601  1.00  0.00           H  
HETATM   62  H29 UNL     1       0.486   0.742   1.170  1.00  0.00           H  
HETATM   63  H30 UNL     1      -1.141   0.530   1.794  1.00  0.00           H  
HETATM   64  H31 UNL     1      -0.747   1.896   0.711  1.00  0.00           H  
HETATM   65  H32 UNL     1      -0.870   1.815  -1.374  1.00  0.00           H  
HETATM   66  H33 UNL     1      -0.538   0.438  -2.437  1.00  0.00           H  
HETATM   67  H34 UNL     1       1.482   1.593  -2.334  1.00  0.00           H  
HETATM   68  H35 UNL     1       1.262   2.113  -0.663  1.00  0.00           H  
HETATM   69  H36 UNL     1       1.531  -0.832  -2.703  1.00  0.00           H  
HETATM   70  H37 UNL     1       3.084  -0.022  -2.715  1.00  0.00           H  
HETATM   71  H38 UNL     1       3.033  -1.528  -1.823  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    3    9
CONECT    3    4    5
CONECT    4   37
CONECT    5    6    6    7
CONECT    7    8    8   38
CONECT    8    9   32
CONECT    9   10   10
CONECT   10   11   39
CONECT   11   12   12   40
CONECT   12   13   32
CONECT   13   14   15   28
CONECT   14   41   42   43
CONECT   15   16   44   45
CONECT   16   17   46   47
CONECT   17   18   19   27
CONECT   18   48   49   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   22   23   26
CONECT   22   55   56   57
CONECT   23   24   24   25
CONECT   25   58
CONECT   26   27   59   60
CONECT   27   28   61
CONECT   28   29   30
CONECT   29   62   63   64
CONECT   30   31   65   66
CONECT   31   32   67   68
CONECT   32   33
CONECT   33   69   70   71
END

HMDB0002385
     RDKit          3D
Celastrol
 71 75  0  0  0  0  0  0  0  0999 V2000
    6.0937    0.0084    2.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4055    0.5624    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0442    1.4564    0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3508    1.8655    0.7111 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3751    1.9992   -0.8073 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0028    2.8485   -1.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0223    1.5560   -1.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3795    0.6723   -0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0572    0.1366    0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4576   -0.7419    1.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041   -1.1819    1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4481   -0.7480    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0431   -1.2662   -0.0771 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0848   -2.2585   -1.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4469   -1.8560    1.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9251   -1.9526    1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7864   -1.4628    0.2939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2727   -2.7134   -0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0897   -0.9734    0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1629    0.4741    1.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9711    1.2645   -0.0588 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3827    1.5407   -0.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4792    2.6308    0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2887    2.9614    1.4755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2513    3.4920   -0.7871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1529    0.5775   -1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1774   -0.4521   -0.6377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7924   -0.0135   -0.3297 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6169    0.8162    0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2868    0.8455   -1.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1461    1.2426   -1.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0510    0.1705   -0.8058 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4056   -0.6833   -2.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4163    0.0797    3.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3606   -1.0637    2.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9723    0.6303    2.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0921    1.2495    0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    1.9861   -2.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711   -1.1333    2.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6680   -1.9302    1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4850   -3.2189   -0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1254   -2.6960   -1.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3698   -1.9714   -2.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527   -2.8357    1.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919   -1.1960    2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467   -3.0481    1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641   -1.5017    2.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0312   -3.6432    0.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3375   -2.6918   -0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7578   -2.7631   -1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2468   -1.5187    1.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9850   -1.2488    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1813    0.6763    1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4738    0.7895    2.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0977    1.6774    0.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3520    2.4040   -1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7143    0.6670   -1.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    4.4416   -0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7121    1.3043   -1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9220    0.0436   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0116   -1.0527   -1.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4862    0.7421    1.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1410    0.5301    1.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472    1.8955    0.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696    1.8145   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5375    0.4385   -2.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4822    1.5932   -2.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2616    2.1133   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -0.8319   -2.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0840   -0.0215   -2.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0325   -1.5277   -1.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  1
 23 24  2  0
 23 25  1  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  6
  9  2  1  0
 32 12  1  0
 32  8  1  0
 28 13  1  0
 27 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  7 38  1  0
 10 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 22 55  1  0
 22 56  1  0
 22 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  6
 29 62  1  0
 29 63  1  0
 29 64  1  0
 30 65  1  0
 30 66  1  0
 31 67  1  0
 31 68  1  0
 33 69  1  0
 33 70  1  0
 33 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2R,4AS,6as,12BR,14as,14BR)-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydro-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-2-picenecarboxylic acid	ChEBI
3-Hydroxy-9beta,13alpha-dimethyl-2-oxo-24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-Oic acid	ChEBI
Tripterine	ChEBI
(2R,4AS,6as,12BR,14as,14BR)-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydro-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-2-picenecarboxylate	Generator
3-Hydroxy-9b,13a-dimethyl-2-oxo-24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-Oate	Generator
3-Hydroxy-9b,13a-dimethyl-2-oxo-24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-Oic acid	Generator
3-Hydroxy-9beta,13alpha-dimethyl-2-oxo-24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-Oate	Generator
3-Hydroxy-9β,13α-dimethyl-2-oxo-24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-Oate	Generator
3-Hydroxy-9β,13α-dimethyl-2-oxo-24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-Oic acid	Generator
3-Hydroxy-24-nor-2-oxo-1(10),3,5,7-friedelatetraen-29-Oic acid	MeSH
Tripterin	MeSH
(20alpha)-3-Hydroxy-2-oxo-d:a-friedo-24-noroleana-1(10),3,5,7-tetraen-29-Oate	HMDB
(20alpha)-3-Hydroxy-2-oxo-d:a-friedo-24-noroleana-1(10),3,5,7-tetraen-29-Oic acid	HMDB
1,2,3,4,4a,5,6,6a, 11,12b,13,14,14a,14b-tetradecahydro-10-Hydroxy-2,4a,6a,9,12b, 14a-hexamethyl-11-oxo-2-picenecarboxylic acid	HMDB

Chemical Formula

C₂₉H₃₈O₄

Average Molecular Weight

450.6096

Monoisotopic Molecular Weight

450.277009704

IUPAC Name

(2R,4aS,6aS,12bR,14aS,14bR)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid

Traditional Name

triterpene

CAS Registry Number

34157-83-0

SMILES

[H][C@@]12C[C@@](C)(CC[C@]1(C)CC[C@]1(C)C3=CC=C4C(C)=C(O)C(=O)C=C4[C@]3(C)CC[C@@]21C)C(O)=O

InChI Identifier

InChI=1S/C29H38O4/c1-17-18-7-8-21-27(4,19(18)15-20(30)23(17)31)12-14-29(6)22-16-26(3,24(32)33)10-9-25(22,2)11-13-28(21,29)5/h7-8,15,22,31H,9-14,16H2,1-6H3,(H,32,33)/t22-,25-,26-,27+,28-,29+/m1/s1

InChI Key

KQJSQWZMSAGSHN-JJWQIEBTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cyclic ketone
Ketone
Monocarboxylic acid or derivatives
Enol
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:63959 )
pentacyclic triterpenoid (CHEBI:63959 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002385)

Source

Endogenous

Endogenous (HMDB: HMDB0002385)

Animal

Animal (HMDB: HMDB0002385)

Exogenous

Food

Food (HMDB: HMDB0002385)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0002385)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0002385)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0002385)

Lipid metabolism pathway (HMDB: HMDB0002385)

Cellular process

Cell signaling (HMDB: HMDB0002385)

Biochemical process

Lipid transport (HMDB: HMDB0002385)

Role

Biological role

Energy source (HMDB: HMDB0002385)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002385)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	645.70 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.021 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	7.080 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	205.562	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001219

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0023 g/L	ALOGPS
logP	6.1	ALOGPS
logP	5.33	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.78	ChemAxon
pKa (Strongest Basic)	-3.5	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	1	ChemAxon
Refractivity	132.75 m³·mol⁻¹	ChemAxon
Polarizability	51.31 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	254.949	30932474
DeepCCS	[M+Na]+	229.948	30932474
AllCCS	[M+H]+	211.4	32859911
AllCCS	[M+H-H2O]+	209.5	32859911
AllCCS	[M+NH4]+	213.2	32859911
AllCCS	[M+Na]+	213.7	32859911
AllCCS	[M-H]-	214.4	32859911
AllCCS	[M+Na-2H]-	215.7	32859911
AllCCS	[M+HCOO]-	217.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Celastrol	[H][C@@]12C[C@@](C)(CC[C@]1(C)CC[C@]1(C)C3=CC=C4C(C)=C(O)C(=O)C=C4[C@]3(C)CC[C@@]21C)C(O)=O	5027.7	Standard polar	33892256
Celastrol	[H][C@@]12C[C@@](C)(CC[C@]1(C)CC[C@]1(C)C3=CC=C4C(C)=C(O)C(=O)C=C4[C@]3(C)CC[C@@]21C)C(O)=O	3338.6	Standard non polar	33892256
Celastrol	[H][C@@]12C[C@@](C)(CC[C@]1(C)CC[C@]1(C)C3=CC=C4C(C)=C(O)C(=O)C=C4[C@]3(C)CC[C@@]21C)C(O)=O	3758.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Celastrol,1TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(=O)C=C2C1=CC=C1[C@@]3(C)CC[C@@]4(C)CC[C@@](C)(C(=O)O)C[C@H]4[C@]3(C)CC[C@@]21C	3833.5	Semi standard non polar	33892256
Celastrol,1TMS,isomer #2	CC1=C(O)C(=O)C=C2C1=CC=C1[C@@]3(C)CC[C@@]4(C)CC[C@@](C)(C(=O)O[Si](C)(C)C)C[C@H]4[C@]3(C)CC[C@@]21C	3781.5	Semi standard non polar	33892256
Celastrol,2TMS,isomer #1	CC1=C(O[Si](C)(C)C)C(=O)C=C2C1=CC=C1[C@@]3(C)CC[C@@]4(C)CC[C@@](C)(C(=O)O[Si](C)(C)C)C[C@H]4[C@]3(C)CC[C@@]21C	3768.8	Semi standard non polar	33892256
Celastrol,1TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(=O)C=C2C1=CC=C1[C@@]3(C)CC[C@@]4(C)CC[C@@](C)(C(=O)O)C[C@H]4[C@]3(C)CC[C@@]21C	4086.1	Semi standard non polar	33892256
Celastrol,1TBDMS,isomer #2	CC1=C(O)C(=O)C=C2C1=CC=C1[C@@]3(C)CC[C@@]4(C)CC[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]4[C@]3(C)CC[C@@]21C	4023.7	Semi standard non polar	33892256
Celastrol,2TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C(=O)C=C2C1=CC=C1[C@@]3(C)CC[C@@]4(C)CC[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]4[C@]3(C)CC[C@@]21C	4255.9	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 - Celastrol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-0014900000-6314885dda7c42ed3d1c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Celastrol GC-MS (2 TMS) - 70eV, Positive	splash10-004i-0010290000-9d6a734ac76d3675e1d1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Celastrol 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Celastrol Linear Ion Trap , negative-QTOF	splash10-0btc-0019500000-1c1a5c4d90edabb683a8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Celastrol Linear Ion Trap , positive-QTOF	splash10-0udi-0090200000-a5a5d86168a13b1cebb9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Celastrol Linear Ion Trap , positive-QTOF	splash10-05fr-0090500000-52142edc10fd3d8f32c6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Celastrol Linear Ion Trap , positive-QTOF	splash10-002u-0090200000-1c928670757fc3cd1d3c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Celastrol 40V, Positive-QTOF	splash10-0udi-0090000000-2df6f0faeb5a9cecc2eb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Celastrol 10V, Positive-QTOF	splash10-0udi-0090400000-927f3c53625e81d33fae	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Celastrol 20V, Positive-QTOF	splash10-0udi-0090000000-e92220b1115c5f023e57	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Celastrol 10V, Positive-QTOF	splash10-0f89-0000900000-d815c343de2be89e8896	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Celastrol 20V, Positive-QTOF	splash10-0a59-0113900000-2fe25b729286a0d53dc6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Celastrol 40V, Positive-QTOF	splash10-01p2-1019300000-80c6a400d2828b2c1a4b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Celastrol 10V, Negative-QTOF	splash10-0002-0000900000-ad4c64962161c1430e94	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Celastrol 20V, Negative-QTOF	splash10-0a4j-0000900000-a921248ee3c46bc344ac	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Celastrol 40V, Negative-QTOF	splash10-0019-1009800000-7e240152d07e38bf3e4d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Celastrol 10V, Positive-QTOF	splash10-0udi-0010900000-876bac071b1bf2fe4a42	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Celastrol 20V, Positive-QTOF	splash10-0k92-0131900000-7d50983e3b91735ea144	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Celastrol 40V, Positive-QTOF	splash10-0w29-0594000000-cb3ee89de6bdda2853a3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Celastrol 10V, Negative-QTOF	splash10-052b-0000900000-82473f6edf6524bbadc6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Celastrol 20V, Negative-QTOF	splash10-0002-0000900000-6611061fcf5a016d150a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Celastrol 40V, Negative-QTOF	splash10-052k-4006900000-16ba59a651d5e61c6798	2021-09-22	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

FDB022989

KNApSAcK ID

C00029919

Chemspider ID

109405

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Celastrol

METLIN ID

Not Available

PubChem Compound

122724

PDB ID

Not Available

ChEBI ID

63959

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1588441

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Allison AC, Cacabelos R, Lombardi VR, Alvarez XA, Vigo C: Celastrol, a potent antioxidant and anti-inflammatory drug, as a possible treatment for Alzheimer's disease. Prog Neuropsychopharmacol Biol Psychiatry. 2001 Oct;25(7):1341-57. [PubMed:11513350 ]

Showing metabocard for Celastrol (HMDB0002385)

MOL for HMDB0002385 (Celastrol)

3D MOL for HMDB0002385 (Celastrol)

3D SDF for HMDB0002385 (Celastrol)

3D-SDF for HMDB0002385 (Celastrol)

PDB for HMDB0002385 (Celastrol)

3D PDB for HMDB0002385 (Celastrol)

SMILES for HMDB0002385 (Celastrol)

INCHI for HMDB0002385 (Celastrol)

Structure for HMDB0002385 (Celastrol)

3D Structure for HMDB0002385 (Celastrol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra