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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:01:49 UTC

Update Date

2021-09-26 22:57:47 UTC

HMDB ID

HMDB0247876

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Description

(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, also known as 7-{[1-hydroxy-2-(1H-1,2,3,4-tetrazol-1-yl)ethylidene]amino}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate, belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Based on a literature review very few articles have been published on (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (6s,7r)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 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


  Mrv1533004241521292D          

 29 32  0  0  0  0            999 V2000
    6.2620    0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4415    0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0290   -0.4285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2221   -0.2570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1358    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8895    0.8990    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4214    0.9760    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7069    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    0.9760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2615    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2615    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    0.3926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    2.3843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314    3.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1655    3.3948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147    3.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0012    4.5615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5204    5.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711    5.8945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2742    5.6810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2310    4.8571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    2.2135    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780   -0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -0.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924   -0.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9 26  1  0  0  0  0
 10 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0247876
     RDKit          3D
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetra...
 43 46  0  0  0  0  0  0  0  0999 V2000
    5.9464    0.2281   -2.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5254    0.0100   -0.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9394   -0.9334   -0.0416 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4822   -0.9745    1.1335 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5883   -0.0755    1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811    0.0931    3.1303 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514   -0.8964    3.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2716   -0.3721    2.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7972   -1.0161    1.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517   -2.3655    0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454   -2.9362   -0.2174 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1526   -3.1280    1.5060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880   -0.3978    0.2792 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6102   -0.0412   -1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3206   -0.3898   -2.1641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5965    0.9711   -0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337    0.7626   -0.9797 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7190    1.8675   -1.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988    3.0474   -1.2766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0902    1.6461   -1.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3593    0.2313   -1.8888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8873   -0.5172   -0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9733   -1.7897   -1.3343 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4980   -1.8098   -2.5645 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1282   -0.5817   -2.8929 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4085    0.2081    0.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9354    1.2397    2.2129 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8359    1.0675    2.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4212    0.8663    0.1023 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9784    0.6526   -2.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2225    0.9649   -2.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9301   -0.7362   -2.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4876   -1.9319    3.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7853   -0.6669    4.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -4.0860    1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438    2.0035   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047   -0.1987   -1.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1128    2.0573   -2.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8545    2.1781   -1.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1828   -0.1079    0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2262   -0.5086    1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0919    1.3659    3.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3902    1.7034    1.6843 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
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 16 26  1  0
 26 27  1  0
 27 28  1  0
  5 29  1  0
 29  2  1  0
 28  8  1  0
 26 13  1  0
 25 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  7 33  1  0
  7 34  1  0
 12 35  1  0
 16 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 22 40  1  0
 26 41  1  0
 28 42  1  0
 28 43  1  0
M  END


  Mrv1533004241521292D          

 29 32  0  0  0  0            999 V2000
    6.2620    0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4415    0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0290   -0.4285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2221   -0.2570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1358    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8895    0.8990    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4214    0.9760    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7069    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    0.9760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2615    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2615    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    0.3926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8449    2.3843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314    3.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1655    3.3948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147    3.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0012    4.5615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5204    5.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711    5.8945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2742    5.6810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2310    4.8571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    2.2135    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780   -0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -0.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924   -0.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9 26  1  0  0  0  0
 10 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247876

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=NN=C(SCC2=C(N3C(SC2)C(NC(=O)CN2C=NN=N2)C3=O)C(O)=O)S1

> <INCHI_IDENTIFIER>
InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)

> <INCHI_KEY>
MLYYVTUWGNIJIB-UHFFFAOYSA-N

> <FORMULA>
C14H14N8O4S3

> <MOLECULAR_WEIGHT>
454.5

> <EXACT_MASS>
454.030014485

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
41.38479518188252

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[2-(1H-1,2,3,4-tetrazol-1-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
-0.40

> <JCHEM_LOGP>
-1.5194100909999997

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.870217506570649

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0265611856679993

> <JCHEM_PKA_STRONGEST_BASIC>
0.25873066698186176

> <JCHEM_POLAR_SURFACE_AREA>
156.09

> <JCHEM_REFRACTIVITY>
119.85619999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cefazolin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247876
     RDKit          3D
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetra...
 43 46  0  0  0  0  0  0  0  0999 V2000
    5.9464    0.2281   -2.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5254    0.0100   -0.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9394   -0.9334   -0.0416 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4822   -0.9745    1.1335 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5883   -0.0755    1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811    0.0931    3.1303 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514   -0.8964    3.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2716   -0.3721    2.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7972   -1.0161    1.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517   -2.3655    0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454   -2.9362   -0.2174 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1526   -3.1280    1.5060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880   -0.3978    0.2792 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6102   -0.0412   -1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3206   -0.3898   -2.1641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5965    0.9711   -0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337    0.7626   -0.9797 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7190    1.8675   -1.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988    3.0474   -1.2766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0902    1.6461   -1.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3593    0.2313   -1.8888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8873   -0.5172   -0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9733   -1.7897   -1.3343 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4980   -1.8098   -2.5645 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1282   -0.5817   -2.8929 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4085    0.2081    0.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9354    1.2397    2.2129 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8359    1.0675    2.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4212    0.8663    0.1023 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9784    0.6526   -2.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2225    0.9649   -2.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9301   -0.7362   -2.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4876   -1.9319    3.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7853   -0.6669    4.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -4.0860    1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438    2.0035   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047   -0.1987   -1.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1128    2.0573   -2.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8545    2.1781   -1.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1828   -0.1079    0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2262   -0.5086    1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0919    1.3659    3.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3902    1.7034    1.6843 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
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 16 26  1  0
 26 27  1  0
 27 28  1  0
  5 29  1  0
 29  2  1  0
 28  8  1  0
 26 13  1  0
 25 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  7 33  1  0
  7 34  1  0
 12 35  1  0
 16 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 22 40  1  0
 26 41  1  0
 28 42  1  0
 28 43  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      11.689   0.695   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.158   0.534   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       9.388  -0.800   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       7.881  -0.480   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.720   1.052   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0       9.127   1.678   0.000  0.00  0.00           S+0
HETATM    7  S   UNK     0       6.387   1.822   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0       5.053   1.052   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.719   1.822   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.386   1.052   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.052   1.822   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.052   3.362   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.488   3.362   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.488   1.822   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.577   0.733   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      -1.577   4.451   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -1.179   5.938   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.309   6.337   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.267   7.027   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      -1.869   8.515   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      -2.838   9.712   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -1.999  11.003   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      -0.512  10.605   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      -0.431   9.067   0.000  0.00  0.00           N+0
HETATM   25  S   UNK     0       2.386   4.132   0.000  0.00  0.00           S+0
HETATM   26  C   UNK     0       3.719   3.362   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.386  -0.488   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.052  -1.258   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       3.719  -1.258   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    2                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   26                                                  
CONECT   10    9   11   27                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13   25                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   11   15                                                  
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   20                                                       
CONECT   25   12   26                                                       
CONECT   26   25    9                                                       
CONECT   27   10   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0247876
HETATM    1  C1  UNL     1       5.946   0.228  -2.313  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.525   0.010  -0.881  1.00  0.00           C  
HETATM    3  N1  UNL     1       5.939  -0.933  -0.042  1.00  0.00           N  
HETATM    4  N2  UNL     1       5.482  -0.974   1.134  1.00  0.00           N  
HETATM    5  C3  UNL     1       4.588  -0.075   1.530  1.00  0.00           C  
HETATM    6  S1  UNL     1       3.781   0.093   3.130  1.00  0.00           S  
HETATM    7  C4  UNL     1       2.251  -0.896   3.109  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.272  -0.372   2.166  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.797  -1.016   1.125  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.252  -2.366   0.828  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.745  -2.936  -0.217  1.00  0.00           O  
HETATM   12  O2  UNL     1       2.153  -3.128   1.506  1.00  0.00           O  
HETATM   13  N3  UNL     1      -0.188  -0.398   0.279  1.00  0.00           N  
HETATM   14  C8  UNL     1      -0.610  -0.041  -1.010  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.321  -0.390  -2.164  1.00  0.00           O  
HETATM   16  C9  UNL     1      -1.596   0.971  -0.485  1.00  0.00           C  
HETATM   17  N4  UNL     1      -2.934   0.763  -0.980  1.00  0.00           N  
HETATM   18  C10 UNL     1      -3.719   1.868  -1.356  1.00  0.00           C  
HETATM   19  O4  UNL     1      -3.299   3.047  -1.277  1.00  0.00           O  
HETATM   20  C11 UNL     1      -5.090   1.646  -1.864  1.00  0.00           C  
HETATM   21  N5  UNL     1      -5.359   0.231  -1.889  1.00  0.00           N  
HETATM   22  C12 UNL     1      -5.887  -0.517  -0.912  1.00  0.00           C  
HETATM   23  N6  UNL     1      -5.973  -1.790  -1.334  1.00  0.00           N  
HETATM   24  N7  UNL     1      -5.498  -1.810  -2.564  1.00  0.00           N  
HETATM   25  N8  UNL     1      -5.128  -0.582  -2.893  1.00  0.00           N  
HETATM   26  C13 UNL     1      -1.408   0.208   0.820  1.00  0.00           C  
HETATM   27  S2  UNL     1      -0.935   1.240   2.213  1.00  0.00           S  
HETATM   28  C14 UNL     1       0.836   1.067   2.436  1.00  0.00           C  
HETATM   29  S3  UNL     1       4.421   0.866   0.102  1.00  0.00           S  
HETATM   30  H1  UNL     1       6.978   0.653  -2.249  1.00  0.00           H  
HETATM   31  H2  UNL     1       5.223   0.965  -2.715  1.00  0.00           H  
HETATM   32  H3  UNL     1       5.930  -0.736  -2.872  1.00  0.00           H  
HETATM   33  H4  UNL     1       2.488  -1.932   3.146  1.00  0.00           H  
HETATM   34  H5  UNL     1       1.785  -0.667   4.148  1.00  0.00           H  
HETATM   35  H6  UNL     1       1.996  -4.086   1.769  1.00  0.00           H  
HETATM   36  H7  UNL     1      -1.244   2.004  -0.453  1.00  0.00           H  
HETATM   37  H8  UNL     1      -3.305  -0.199  -1.054  1.00  0.00           H  
HETATM   38  H9  UNL     1      -5.113   2.057  -2.912  1.00  0.00           H  
HETATM   39  H10 UNL     1      -5.855   2.178  -1.243  1.00  0.00           H  
HETATM   40  H11 UNL     1      -6.183  -0.108   0.054  1.00  0.00           H  
HETATM   41  H12 UNL     1      -2.226  -0.509   1.032  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.092   1.366   3.466  1.00  0.00           H  
HETATM   43  H14 UNL     1       1.390   1.703   1.684  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3   29
CONECT    3    4
CONECT    4    5    5
CONECT    5    6   29
CONECT    6    7
CONECT    7    8   33   34
CONECT    8    9    9   28
CONECT    9   10   13
CONECT   10   11   11   12
CONECT   12   35
CONECT   13   14   26
CONECT   14   15   15   16
CONECT   16   17   26   36
CONECT   17   18   37
CONECT   18   19   19   20
CONECT   20   21   38   39
CONECT   21   22   25
CONECT   22   23   23   40
CONECT   23   24
CONECT   24   25   25
CONECT   26   27   41
CONECT   27   28
CONECT   28   42   43
END

HMDB0247876
     RDKit          3D
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetra...
 43 46  0  0  0  0  0  0  0  0999 V2000
    5.9464    0.2281   -2.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5254    0.0100   -0.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9394   -0.9334   -0.0416 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4822   -0.9745    1.1335 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5883   -0.0755    1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7811    0.0931    3.1303 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514   -0.8964    3.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2716   -0.3721    2.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7972   -1.0161    1.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517   -2.3655    0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454   -2.9362   -0.2174 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1526   -3.1280    1.5060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880   -0.3978    0.2792 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6102   -0.0412   -1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3206   -0.3898   -2.1641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5965    0.9711   -0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337    0.7626   -0.9797 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7190    1.8675   -1.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988    3.0474   -1.2766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0902    1.6461   -1.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3593    0.2313   -1.8888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8873   -0.5172   -0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9733   -1.7897   -1.3343 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4980   -1.8098   -2.5645 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1282   -0.5817   -2.8929 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4085    0.2081    0.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9354    1.2397    2.2129 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8359    1.0675    2.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4212    0.8663    0.1023 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9784    0.6526   -2.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2225    0.9649   -2.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9301   -0.7362   -2.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4876   -1.9319    3.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7853   -0.6669    4.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -4.0860    1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438    2.0035   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047   -0.1987   -1.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1128    2.0573   -2.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8545    2.1781   -1.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1828   -0.1079    0.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2262   -0.5086    1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0919    1.3659    3.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3902    1.7034    1.6843 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
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 16 26  1  0
 26 27  1  0
 27 28  1  0
  5 29  1  0
 29  2  1  0
 28  8  1  0
 26 13  1  0
 25 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  7 33  1  0
  7 34  1  0
 12 35  1  0
 16 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 22 40  1  0
 26 41  1  0
 28 42  1  0
 28 43  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulphanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulphanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	Generator
7-{[1-hydroxy-2-(1H-1,2,3,4-tetrazol-1-yl)ethylidene]amino}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	HMDB
7-{[1-hydroxy-2-(1H-1,2,3,4-tetrazol-1-yl)ethylidene]amino}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	HMDB
7-{[1-hydroxy-2-(1H-1,2,3,4-tetrazol-1-yl)ethylidene]amino}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	HMDB
3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	HMDB
3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulphanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	HMDB
3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulphanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	HMDB

Chemical Formula

C₁₄H₁₄N₈O₄S₃

Average Molecular Weight

454.5

Monoisotopic Molecular Weight

454.030014485

IUPAC Name

3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[2-(1H-1,2,3,4-tetrazol-1-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

cefazolin

CAS Registry Number

Not Available

SMILES

CC1=NN=C(SCC2=C(N3C(SC2)C(NC(=O)CN2C=NN=N2)C3=O)C(O)=O)S1

InChI Identifier

InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)

InChI Key

MLYYVTUWGNIJIB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexoses

Alternative Parents

Substituents

Hexose monosaccharide
Benzenoid
Oxane
Monocyclic benzene moiety
Acetamide
Secondary carboxylic acid amide
Secondary alcohol
Carbonic acid derivative
Carboxamide group
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	-0.4	ALOGPS
logP	-1.5	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.03	ChemAxon
pKa (Strongest Basic)	0.26	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	156.09 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	119.86 m³·mol⁻¹	ChemAxon
Polarizability	41.38 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	190.889	30932474
DeepCCS	[M-H]-	188.531	30932474
DeepCCS	[M-2H]-	222.519	30932474
DeepCCS	[M+Na]+	198.019	30932474
AllCCS	[M+H]+	194.8	32859911
AllCCS	[M+H-H2O]+	192.8	32859911
AllCCS	[M+NH4]+	196.5	32859911
AllCCS	[M+Na]+	197.0	32859911
AllCCS	[M-H]-	185.1	32859911
AllCCS	[M+Na-2H]-	185.2	32859911
AllCCS	[M+HCOO]-	185.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.9371 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.11 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1700.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	214.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	93.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	151.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	58.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	278.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	424.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	199.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	744.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	314.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1377.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	265.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	265.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	403.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	209.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	257.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	CC1=NN=C(SCC2=C(N3C(SC2)C(NC(=O)CN2C=NN=N2)C3=O)C(O)=O)S1	5046.8	Standard polar	33892256
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	CC1=NN=C(SCC2=C(N3C(SC2)C(NC(=O)CN2C=NN=N2)C3=O)C(O)=O)S1	3304.1	Standard non polar	33892256
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	CC1=NN=C(SCC2=C(N3C(SC2)C(NC(=O)CN2C=NN=N2)C3=O)C(O)=O)S1	4053.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,2TMS,isomer #1	CC1=NN=C(SCC2=C(C(=O)O[Si](C)(C)C)N3C(=O)C(N(C(=O)CN4C=NN=N4)[Si](C)(C)C)C3SC2)S1	4023.9	Semi standard non polar	33892256
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,2TMS,isomer #1	CC1=NN=C(SCC2=C(C(=O)O[Si](C)(C)C)N3C(=O)C(N(C(=O)CN4C=NN=N4)[Si](C)(C)C)C3SC2)S1	3410.1	Standard non polar	33892256
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,2TMS,isomer #1	CC1=NN=C(SCC2=C(C(=O)O[Si](C)(C)C)N3C(=O)C(N(C(=O)CN4C=NN=N4)[Si](C)(C)C)C3SC2)S1	6380.4	Standard polar	33892256
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,2TBDMS,isomer #1	CC1=NN=C(SCC2=C(C(=O)O[Si](C)(C)C(C)(C)C)N3C(=O)C(N(C(=O)CN4C=NN=N4)[Si](C)(C)C(C)(C)C)C3SC2)S1	4410.7	Semi standard non polar	33892256
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,2TBDMS,isomer #1	CC1=NN=C(SCC2=C(C(=O)O[Si](C)(C)C(C)(C)C)N3C(=O)C(N(C(=O)CN4C=NN=N4)[Si](C)(C)C(C)(C)C)C3SC2)S1	3785.0	Standard non polar	33892256
(6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,2TBDMS,isomer #1	CC1=NN=C(SCC2=C(C(=O)O[Si](C)(C)C(C)(C)C)N3C(=O)C(N(C(=O)CN4C=NN=N4)[Si](C)(C)C(C)(C)C)C3SC2)S1	6289.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-9420400000-d2ae682d4e35e55c296d	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 15V, Negative-QTOF	splash10-014i-4940000000-eaf873bad867167e14c4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 30V, Negative-QTOF	splash10-014i-6910000000-5224146cfd93320ac283	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 60V, Negative-QTOF	splash10-066r-9300000000-438abe36218dcee16d68	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 45V, Negative-QTOF	splash10-014i-9600000000-95b2cc0fc987ca806e47	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 45V, Positive-QTOF	splash10-0pj0-2900000000-6469e0450ff8f7df021f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 60V, Positive-QTOF	splash10-06z9-4900000000-26547df07a748901de0d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 30V, Positive-QTOF	splash10-0pb9-0910000000-1b6d2fd2204c1a78b9c2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 15V, Positive-QTOF	splash10-05fr-0829000000-93638041a0432f154993	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 10V, Positive-QTOF	splash10-0a4i-0002900000-a423f85cdab07628e186	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 20V, Positive-QTOF	splash10-0a6r-0212900000-a600403318f83d1e374c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 40V, Positive-QTOF	splash10-00di-9228800000-556a9db455c476c1183e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 10V, Negative-QTOF	splash10-0uy0-2800900000-2b6ab14e32bd3e672559	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 20V, Negative-QTOF	splash10-005a-9200000000-c351b8b377f46c71f2a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 40V, Negative-QTOF	splash10-001i-9200000000-680ed54de88859c296a0	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)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

2519

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2618

PDB ID

Not Available

ChEBI ID

94418

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 (6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (HMDB0247876)

MOL for HMDB0247876 ((6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D MOL for HMDB0247876 ((6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D SDF for HMDB0247876 ((6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D-SDF for HMDB0247876 ((6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

PDB for HMDB0247876 ((6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D PDB for HMDB0247876 ((6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

SMILES for HMDB0247876 ((6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

INCHI for HMDB0247876 ((6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

Structure for HMDB0247876 ((6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D Structure for HMDB0247876 ((6S,7R)-3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra