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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:50:52 UTC

Update Date

2021-09-26 23:07:32 UTC

HMDB ID

HMDB0253941

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lactacystin

Description

SCHEMBL15575687 belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review a significant number of articles have been published on SCHEMBL15575687. This compound has been identified in human blood as reported by (PMID: 31557052 ). Lactacystin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lactacystin 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

HMDB0253941
     RDKit          3D
Lactacystin
 49 49  0  0  0  0  0  0  0  0999 V2000
    2.7114   -1.1825   -3.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284   -1.9519   -3.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -1.9416   -3.1676 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218   -2.7363   -1.9338 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4895   -3.4793   -1.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8971   -3.1114    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6443   -1.3457    0.6671 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1022   -1.0294    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8689   -1.9646    0.6759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6811    0.3379    0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    1.0107   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.1409   -1.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8525    2.3443   -0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3405    2.5341   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1776    3.5352   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1071    0.1268    1.0665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4675    0.2242    2.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5076   -0.3206    2.9113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433    1.0319    3.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8853    2.4095    3.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2689    1.0549    2.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8088    0.4512    2.8186 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -4.9280   -1.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -5.2775   -2.1805 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172   -5.9049   -0.5409 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259   -0.3286   -4.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167   -1.7786   -4.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5568   -0.7314   -3.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3580   -2.7587   -1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4017   -3.2532   -1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9342   -3.4066    0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2395   -3.6554    1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7444    0.9981   -0.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083    0.6403   -2.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6080    2.4470   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6237    3.5011   -1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8002    2.5136    0.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8660    1.7505   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7264    3.9751    0.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9002    3.3798    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1921    4.3894   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590   -0.0678    0.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1760    0.5118    4.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1069    3.1290    3.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0183    2.5070    4.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8064    2.6581    2.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1046    2.0887    1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2809    1.0836    3.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -6.7075   -1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  2  0
 23 25  1  0
 21 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 25 49  1  0
M  END

  Mrv1533004301520032D          

 25 25  0  0  0  0            999 V2000
    0.7044   -3.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2195   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010   -2.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5551   -2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756   -2.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5429   -2.0445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2574   -1.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111   -1.9675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0859   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6379   -0.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2654   -0.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1471   -0.0243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991   -1.4924    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -2.7299    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253941

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(O)C1(NC(=O)C(C)C1O)C(=O)SCC(NC(C)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H24N2O7S/c1-6(2)10(19)15(11(20)7(3)12(21)17-15)14(24)25-5-9(13(22)23)16-8(4)18/h6-7,9-11,19-20H,5H2,1-4H3,(H,16,18)(H,17,21)(H,22,23)

> <INCHI_KEY>
DAQAKHDKYAWHCG-UHFFFAOYSA-N

> <FORMULA>
C15H24N2O7S

> <MOLECULAR_WEIGHT>
376.42

> <EXACT_MASS>
376.130422295

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
37.32796234277812

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-acetamido-3-[3-hydroxy-2-(1-hydroxy-2-methylpropyl)-4-methyl-5-oxopyrrolidine-2-carbonylsulfanyl]propanoic acid

> <ALOGPS_LOGP>
-0.66

> <JCHEM_LOGP>
-1.2231128766666677

> <ALOGPS_LOGS>
-1.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.432734173598336

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6402986161239665

> <JCHEM_PKA_STRONGEST_BASIC>
-1.840363282875809

> <JCHEM_POLAR_SURFACE_AREA>
153.02999999999997

> <JCHEM_REFRACTIVITY>
88.03269999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lactacystin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253941
     RDKit          3D
Lactacystin
 49 49  0  0  0  0  0  0  0  0999 V2000
    2.7114   -1.1825   -3.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284   -1.9519   -3.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -1.9416   -3.1676 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218   -2.7363   -1.9338 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4895   -3.4793   -1.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8971   -3.1114    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6443   -1.3457    0.6671 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1022   -1.0294    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8689   -1.9646    0.6759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6811    0.3379    0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    1.0107   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.1409   -1.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8525    2.3443   -0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3405    2.5341   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1776    3.5352   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1071    0.1268    1.0665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4675    0.2242    2.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5076   -0.3206    2.9113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433    1.0319    3.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8853    2.4095    3.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2689    1.0549    2.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8088    0.4512    2.8186 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -4.9280   -1.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -5.2775   -2.1805 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172   -5.9049   -0.5409 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259   -0.3286   -4.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167   -1.7786   -4.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5568   -0.7314   -3.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3580   -2.7587   -1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4017   -3.2532   -1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9342   -3.4066    0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2395   -3.6554    1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7444    0.9981   -0.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083    0.6403   -2.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6080    2.4470   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6237    3.5011   -1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8002    2.5136    0.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8660    1.7505   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7264    3.9751    0.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9002    3.3798    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1921    4.3894   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590   -0.0678    0.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1760    0.5118    4.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1069    3.1290    3.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0183    2.5070    4.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8064    2.6581    2.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1046    2.0887    1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2809    1.0836    3.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -6.7075   -1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  2  0
 23 25  1  0
 21 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 25 49  1  0
M  END

HEADER    PROTEIN                                 30-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-APR-15         0                                  
HETATM    1  C   UNK     0       1.315  -6.685   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.410  -5.439   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.122  -5.600   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.036  -4.032   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.568  -3.871   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.131  -2.786   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.013  -3.816   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -2.347  -3.046   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.754  -3.673   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.027  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.057  -0.396   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.495  -1.379   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.275  -0.045   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.465  -2.016   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.465  -0.476   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0       2.798  -2.786   0.000  0.00  0.00           S+0
HETATM   17  C   UNK     0       4.132  -2.016   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.466  -2.786   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       6.799  -2.016   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       8.133  -2.786   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.467  -2.016   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.133  -4.326   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.466  -4.326   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.799  -5.096   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.132  -5.096   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   12   14                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    6   13                                                  
CONECT   13   12                                                            
CONECT   14    6   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   18   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    HMDB0253941
HETATM    1  C1  UNL     1       2.711  -1.182  -3.911  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.828  -1.952  -3.012  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.584  -1.942  -3.168  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.322  -2.736  -1.934  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.489  -3.479  -1.041  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.897  -3.111   0.376  1.00  0.00           C  
HETATM    7  S1  UNL     1       1.644  -1.346   0.667  1.00  0.00           S  
HETATM    8  C5  UNL     1      -0.102  -1.029   0.746  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.869  -1.965   0.676  1.00  0.00           O  
HETATM   10  C6  UNL     1      -0.681   0.338   0.901  1.00  0.00           C  
HETATM   11  C7  UNL     1      -0.359   1.011  -0.397  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.839   0.141  -1.407  1.00  0.00           O  
HETATM   13  C8  UNL     1      -0.852   2.344  -0.705  1.00  0.00           C  
HETATM   14  C9  UNL     1      -2.341   2.534  -0.705  1.00  0.00           C  
HETATM   15  C10 UNL     1      -0.178   3.535  -0.098  1.00  0.00           C  
HETATM   16  N2  UNL     1      -2.107   0.127   1.066  1.00  0.00           N  
HETATM   17  C11 UNL     1      -2.467   0.224   2.433  1.00  0.00           C  
HETATM   18  O4  UNL     1      -3.508  -0.321   2.911  1.00  0.00           O  
HETATM   19  C12 UNL     1      -1.443   1.032   3.101  1.00  0.00           C  
HETATM   20  C13 UNL     1      -1.885   2.410   3.501  1.00  0.00           C  
HETATM   21  C14 UNL     1      -0.269   1.055   2.129  1.00  0.00           C  
HETATM   22  O5  UNL     1       0.809   0.451   2.819  1.00  0.00           O  
HETATM   23  C15 UNL     1       1.661  -4.928  -1.254  1.00  0.00           C  
HETATM   24  O6  UNL     1       2.482  -5.278  -2.181  1.00  0.00           O  
HETATM   25  O7  UNL     1       1.017  -5.905  -0.541  1.00  0.00           O  
HETATM   26  H1  UNL     1       2.126  -0.329  -4.359  1.00  0.00           H  
HETATM   27  H2  UNL     1       3.117  -1.779  -4.744  1.00  0.00           H  
HETATM   28  H3  UNL     1       3.557  -0.731  -3.345  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.358  -2.759  -1.800  1.00  0.00           H  
HETATM   30  H5  UNL     1       0.402  -3.253  -1.192  1.00  0.00           H  
HETATM   31  H6  UNL     1       2.934  -3.407   0.589  1.00  0.00           H  
HETATM   32  H7  UNL     1       1.239  -3.655   1.114  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.744   0.998  -0.495  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.208   0.640  -2.172  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.608   2.447  -1.829  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.624   3.501  -1.168  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.800   2.514   0.294  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.866   1.750  -1.303  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.726   3.975   0.780  1.00  0.00           H  
HETATM   40  H15 UNL     1       0.900   3.380   0.097  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.192   4.389  -0.847  1.00  0.00           H  
HETATM   42  H17 UNL     1      -2.759  -0.068   0.281  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.176   0.512   4.061  1.00  0.00           H  
HETATM   44  H19 UNL     1      -1.107   3.129   3.184  1.00  0.00           H  
HETATM   45  H20 UNL     1      -2.018   2.507   4.599  1.00  0.00           H  
HETATM   46  H21 UNL     1      -2.806   2.658   2.944  1.00  0.00           H  
HETATM   47  H22 UNL     1       0.105   2.089   1.946  1.00  0.00           H  
HETATM   48  H23 UNL     1       1.281   1.084   3.391  1.00  0.00           H  
HETATM   49  H24 UNL     1       0.584  -6.708  -1.001  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    3    4
CONECT    4    5   29
CONECT    5    6   23   30
CONECT    6    7   31   32
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   16   21
CONECT   11   12   13   33
CONECT   12   34
CONECT   13   14   15   35
CONECT   14   36   37   38
CONECT   15   39   40   41
CONECT   16   17   42
CONECT   17   18   18   19
CONECT   19   20   21   43
CONECT   20   44   45   46
CONECT   21   22   47
CONECT   22   48
CONECT   23   24   24   25
CONECT   25   49
END

HMDB0253941
     RDKit          3D
Lactacystin
 49 49  0  0  0  0  0  0  0  0999 V2000
    2.7114   -1.1825   -3.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284   -1.9519   -3.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -1.9416   -3.1676 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3218   -2.7363   -1.9338 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4895   -3.4793   -1.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8971   -3.1114    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6443   -1.3457    0.6671 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1022   -1.0294    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8689   -1.9646    0.6759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6811    0.3379    0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    1.0107   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.1409   -1.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8525    2.3443   -0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3405    2.5341   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1776    3.5352   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1071    0.1268    1.0665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4675    0.2242    2.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5076   -0.3206    2.9113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433    1.0319    3.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8853    2.4095    3.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2689    1.0549    2.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8088    0.4512    2.8186 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -4.9280   -1.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -5.2775   -2.1805 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0172   -5.9049   -0.5409 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259   -0.3286   -4.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167   -1.7786   -4.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5568   -0.7314   -3.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3580   -2.7587   -1.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4017   -3.2532   -1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9342   -3.4066    0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2395   -3.6554    1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7444    0.9981   -0.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083    0.6403   -2.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6080    2.4470   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6237    3.5011   -1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8002    2.5136    0.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8660    1.7505   -1.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7264    3.9751    0.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9002    3.3798    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1921    4.3894   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590   -0.0678    0.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1760    0.5118    4.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1069    3.1290    3.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0183    2.5070    4.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8064    2.6581    2.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1046    2.0887    1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2809    1.0836    3.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -6.7075   -1.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  2  0
 23 25  1  0
 21 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 25 49  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-[3,5-Dihydroxy-2-(1-hydroxy-2-methylpropyl)-4-methyl-3,4-dihydro-2H-pyrrole-2-carbonylsulfanyl]-2-[(1-hydroxyethylidene)amino]propanoate	Generator
3-[3,5-Dihydroxy-2-(1-hydroxy-2-methylpropyl)-4-methyl-3,4-dihydro-2H-pyrrole-2-carbonylsulphanyl]-2-[(1-hydroxyethylidene)amino]propanoate	Generator
3-[3,5-Dihydroxy-2-(1-hydroxy-2-methylpropyl)-4-methyl-3,4-dihydro-2H-pyrrole-2-carbonylsulphanyl]-2-[(1-hydroxyethylidene)amino]propanoic acid	Generator

Chemical Formula

C₁₅H₂₄N₂O₇S

Average Molecular Weight

376.42

Monoisotopic Molecular Weight

376.130422295

IUPAC Name

2-acetamido-3-[3-hydroxy-2-(1-hydroxy-2-methylpropyl)-4-methyl-5-oxopyrrolidine-2-carbonylsulfanyl]propanoic acid

Traditional Name

lactacystin

CAS Registry Number

Not Available

SMILES

CC(C)C(O)C1(NC(=O)C(C)C1O)C(=O)SCC(NC(C)=O)C(O)=O

InChI Identifier

InChI=1S/C15H24N2O7S/c1-6(2)10(19)15(11(20)7(3)12(21)17-15)14(24)25-5-9(13(22)23)16-8(4)18/h6-7,9-11,19-20H,5H2,1-4H3,(H,16,18)(H,17,21)(H,22,23)

InChI Key

DAQAKHDKYAWHCG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Cysteine or derivatives
Pyrrolidine carboxylic acid or derivatives
Branched fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Pyrrolidone
2-pyrrolidone
Fatty acid
Fatty acyl
Acetamide
Pyrrolidine
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Lactam
Organoheterocyclic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organic oxide
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Organosulfur compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-0.66	ALOGPS
logP	-1.2	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.64	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.03 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	88.03 m³·mol⁻¹	ChemAxon
Polarizability	37.33 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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+H]+	184.782	30932474
DeepCCS	[M-H]-	182.424	30932474
DeepCCS	[M-2H]-	216.032	30932474
DeepCCS	[M+Na]+	191.259	30932474
AllCCS	[M+H]+	181.7	32859911
AllCCS	[M+H-H2O]+	179.3	32859911
AllCCS	[M+NH4]+	183.9	32859911
AllCCS	[M+Na]+	184.5	32859911
AllCCS	[M-H]-	185.3	32859911
AllCCS	[M+Na-2H]-	185.9	32859911
AllCCS	[M+HCOO]-	186.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lactacystin	CC(C)C(O)C1(NC(=O)C(C)C1O)C(=O)SCC(NC(C)=O)C(O)=O	4394.4	Standard polar	33892256
Lactacystin	CC(C)C(O)C1(NC(=O)C(C)C1O)C(=O)SCC(NC(C)=O)C(O)=O	2524.0	Standard non polar	33892256
Lactacystin	CC(C)C(O)C1(NC(=O)C(C)C1O)C(=O)SCC(NC(C)=O)C(O)=O	3093.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lactacystin,4TMS,isomer #1	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)NC(=O)C(C)C1O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2841.1	Semi standard non polar	33892256
Lactacystin,4TMS,isomer #1	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)NC(=O)C(C)C1O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2908.3	Standard non polar	33892256
Lactacystin,4TMS,isomer #1	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)NC(=O)C(C)C1O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3532.4	Standard polar	33892256
Lactacystin,4TMS,isomer #2	CC(=O)NC(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)C(C)C(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C	2871.4	Semi standard non polar	33892256
Lactacystin,4TMS,isomer #2	CC(=O)NC(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)C(C)C(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C	2900.9	Standard non polar	33892256
Lactacystin,4TMS,isomer #2	CC(=O)NC(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)C(C)C(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C	3295.2	Standard polar	33892256
Lactacystin,4TMS,isomer #3	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)C(C)C(=O)N1[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2892.8	Semi standard non polar	33892256
Lactacystin,4TMS,isomer #3	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)C(C)C(=O)N1[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2966.7	Standard non polar	33892256
Lactacystin,4TMS,isomer #3	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)C(C)C(=O)N1[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3391.1	Standard polar	33892256
Lactacystin,4TMS,isomer #4	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)C(O)C(C)C(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2843.3	Semi standard non polar	33892256
Lactacystin,4TMS,isomer #4	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)C(O)C(C)C(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2948.4	Standard non polar	33892256
Lactacystin,4TMS,isomer #4	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)C(O)C(C)C(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3420.9	Standard polar	33892256
Lactacystin,4TMS,isomer #5	CC(=O)N(C(CSC(=O)C1(C(O)C(C)C)C(O[Si](C)(C)C)C(C)C(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2854.5	Semi standard non polar	33892256
Lactacystin,4TMS,isomer #5	CC(=O)N(C(CSC(=O)C1(C(O)C(C)C)C(O[Si](C)(C)C)C(C)C(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2945.4	Standard non polar	33892256
Lactacystin,4TMS,isomer #5	CC(=O)N(C(CSC(=O)C1(C(O)C(C)C)C(O[Si](C)(C)C)C(C)C(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3504.8	Standard polar	33892256
Lactacystin,5TMS,isomer #1	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)C(C)C(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2876.8	Semi standard non polar	33892256
Lactacystin,5TMS,isomer #1	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)C(C)C(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2993.6	Standard non polar	33892256
Lactacystin,5TMS,isomer #1	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)C(C)C(=O)N1[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3140.3	Standard polar	33892256
Lactacystin,4TBDMS,isomer #1	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C(C)(C)C)C(C)C)NC(=O)C(C)C1O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3684.1	Semi standard non polar	33892256
Lactacystin,4TBDMS,isomer #1	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C(C)(C)C)C(C)C)NC(=O)C(C)C1O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3610.7	Standard non polar	33892256
Lactacystin,4TBDMS,isomer #1	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C(C)(C)C)C(C)C)NC(=O)C(C)C1O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3775.8	Standard polar	33892256
Lactacystin,4TBDMS,isomer #2	CC(=O)NC(CSC(=O)C1(C(O[Si](C)(C)C(C)(C)C)C(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)C(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3728.8	Semi standard non polar	33892256
Lactacystin,4TBDMS,isomer #2	CC(=O)NC(CSC(=O)C1(C(O[Si](C)(C)C(C)(C)C)C(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)C(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3617.6	Standard non polar	33892256
Lactacystin,4TBDMS,isomer #2	CC(=O)NC(CSC(=O)C1(C(O[Si](C)(C)C(C)(C)C)C(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)C(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3590.5	Standard polar	33892256
Lactacystin,4TBDMS,isomer #3	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C(C)(C)C)C(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)C(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3761.8	Semi standard non polar	33892256
Lactacystin,4TBDMS,isomer #3	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C(C)(C)C)C(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)C(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3651.7	Standard non polar	33892256
Lactacystin,4TBDMS,isomer #3	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C(C)(C)C)C(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)C(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3655.0	Standard polar	33892256
Lactacystin,4TBDMS,isomer #4	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C(C)(C)C)C(C)C)C(O)C(C)C(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3743.2	Semi standard non polar	33892256
Lactacystin,4TBDMS,isomer #4	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C(C)(C)C)C(C)C)C(O)C(C)C(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3668.5	Standard non polar	33892256
Lactacystin,4TBDMS,isomer #4	CC(=O)N(C(CSC(=O)C1(C(O[Si](C)(C)C(C)(C)C)C(C)C)C(O)C(C)C(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3680.1	Standard polar	33892256
Lactacystin,4TBDMS,isomer #5	CC(=O)N(C(CSC(=O)C1(C(O)C(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)C(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3735.7	Semi standard non polar	33892256
Lactacystin,4TBDMS,isomer #5	CC(=O)N(C(CSC(=O)C1(C(O)C(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)C(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3660.1	Standard non polar	33892256
Lactacystin,4TBDMS,isomer #5	CC(=O)N(C(CSC(=O)C1(C(O)C(C)C)C(O[Si](C)(C)C(C)(C)C)C(C)C(=O)N1[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3756.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9103000000-86de4d749dd06a5af598	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactacystin GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-11-04	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 - Lactacystin 10V, Positive-QTOF	splash10-002r-0905000000-7ed47906483e951de4a4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactacystin 20V, Positive-QTOF	splash10-03ni-3914000000-17ba341b000484542176	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactacystin 40V, Positive-QTOF	splash10-01ox-7900000000-993409527a2b912aa145	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactacystin 10V, Negative-QTOF	splash10-02di-1902000000-f2b51c0e43fc7df197ae	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactacystin 20V, Negative-QTOF	splash10-00di-2900000000-ece8017404e76640b188	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactacystin 40V, Negative-QTOF	splash10-0a4i-9110000000-e17a096651ad4afd745a	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	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

3735

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3870

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 Lactacystin (HMDB0253941)

MOL for HMDB0253941 (Lactacystin)

3D MOL for HMDB0253941 (Lactacystin)

3D SDF for HMDB0253941 (Lactacystin)

3D-SDF for HMDB0253941 (Lactacystin)

PDB for HMDB0253941 (Lactacystin)

3D PDB for HMDB0253941 (Lactacystin)

SMILES for HMDB0253941 (Lactacystin)

INCHI for HMDB0253941 (Lactacystin)

Structure for HMDB0253941 (Lactacystin)

3D Structure for HMDB0253941 (Lactacystin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra