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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:28:08 UTC

Update Date

2021-09-26 23:07:03 UTC

HMDB ID

HMDB0253667

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isopenicillin N

Description

6-[(5-amino-5-carboxy-1-hydroxypentylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Based on a literature review very few articles have been published on 6-[(5-amino-5-carboxy-1-hydroxypentylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Isopenicillin n is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Isopenicillin N 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

HMDB0253667
     RDKit          3D
Isopenicillin N
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.4613    1.6221   -1.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5959    0.9696   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0359    1.2952    1.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8612    1.5699   -0.2417 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1990    0.0586    0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1676   -0.6962   -0.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0874   -0.7236    0.4714 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2856   -0.5521   -0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2862   -0.3758   -1.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5768   -0.5796    0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7463   -0.3749   -0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9844   -0.4234    0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2396   -0.2676   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4179   -0.3275    0.4249 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2809    1.0240   -1.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4771    1.2870   -2.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2258    1.9823   -0.8138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0722   -1.8374    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8186   -3.0095    0.5076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1309   -0.9320   -0.0037 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -0.4724   -0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4329   -1.3047    0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0728   -2.2297    1.1445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7925   -1.0844    0.2275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9008    1.5487   -2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7322    2.6552   -0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3931    1.0249   -1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7283    2.3243    1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1058    1.1519    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4671    0.6077    1.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0670    0.0793    1.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1171   -0.5419   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1309   -0.8655    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7189   -1.5914    0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6597    0.1781    1.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6228    0.6584   -0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7390   -1.1479   -1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8738    0.3927    1.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9379   -1.3735    0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3213   -1.0639   -1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1997   -0.9229    1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566    0.5968    0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9876    2.8609   -0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6686   -0.6331   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3328   -1.4814   -0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  6 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21  2  1  0
 20  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 17 43  1  0
 21 44  1  0
 24 45  1  0
M  END

  Mrv1533004201503262D          

 24 25  0  0  0  0            999 V2000
   -4.2838    2.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344    1.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5695    1.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1933    2.2345    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5014    1.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7045    1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9900    1.9842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2755    1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2755    0.7467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4389    1.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8679    1.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5823    1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5823    0.7467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2968    1.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0113    1.5717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2968    2.8092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9180    0.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5055    0.0603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7149    0.9883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5388    0.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9881    0.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6136   -0.4819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8120    0.2964    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
  5  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253667

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)SC2C(NC(=O)CCCC(N)C(O)=O)C(=O)N2C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H21N3O6S/c1-14(2)9(13(22)23)17-10(19)8(11(17)24-14)16-7(18)5-3-4-6(15)12(20)21/h6,8-9,11H,3-5,15H2,1-2H3,(H,16,18)(H,20,21)(H,22,23)

> <INCHI_KEY>
MIFYHUACUWQUKT-UHFFFAOYSA-N

> <FORMULA>
C14H21N3O6S

> <MOLECULAR_WEIGHT>
359.4

> <EXACT_MASS>
359.115106582

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
35.69068110294847

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(5-amino-5-carboxypentanamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <ALOGPS_LOGP>
-1.43

> <JCHEM_LOGP>
-3.3928282900377207

> <ALOGPS_LOGS>
-1.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.6128224200088006

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8335838124843589

> <JCHEM_PKA_STRONGEST_BASIC>
9.22515956240441

> <JCHEM_POLAR_SURFACE_AREA>
150.03

> <JCHEM_REFRACTIVITY>
83.0509

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isopenicillin n

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253667
     RDKit          3D
Isopenicillin N
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.4613    1.6221   -1.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5959    0.9696   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0359    1.2952    1.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8612    1.5699   -0.2417 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1990    0.0586    0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1676   -0.6962   -0.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0874   -0.7236    0.4714 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2856   -0.5521   -0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2862   -0.3758   -1.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5768   -0.5796    0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7463   -0.3749   -0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9844   -0.4234    0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2396   -0.2676   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4179   -0.3275    0.4249 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2809    1.0240   -1.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4771    1.2870   -2.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2258    1.9823   -0.8138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0722   -1.8374    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8186   -3.0095    0.5076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1309   -0.9320   -0.0037 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -0.4724   -0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4329   -1.3047    0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0728   -2.2297    1.1445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7925   -1.0844    0.2275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9008    1.5487   -2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7322    2.6552   -0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3931    1.0249   -1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7283    2.3243    1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1058    1.1519    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4671    0.6077    1.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0670    0.0793    1.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1171   -0.5419   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1309   -0.8655    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7189   -1.5914    0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6597    0.1781    1.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6228    0.6584   -0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7390   -1.1479   -1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8738    0.3927    1.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9379   -1.3735    0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3213   -1.0639   -1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1997   -0.9229    1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566    0.5968    0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9876    2.8609   -0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6686   -0.6331   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3328   -1.4814   -0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  6 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21  2  1  0
 20  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 17 43  1  0
 21 44  1  0
 24 45  1  0
M  END

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      -7.996   4.493   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.158   3.202   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.530   2.503   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0      -5.961   4.171   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0      -4.669   3.332   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.182   2.934   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.848   3.704   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.514   2.934   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.514   1.394   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.819   3.704   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.153   2.934   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.487   3.704   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.820   2.934   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       4.820   1.394   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       6.154   3.704   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.488   2.934   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.154   5.244   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.580   1.446   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.810   0.113   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      -5.068   1.845   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      -6.606   1.764   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -7.444   0.473   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.745  -0.899   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -8.982   0.553   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   21                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    6   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    5   21                                                  
CONECT   21   20    2   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0256232
HETATM    1  C1  UNL     1      -5.315  -0.087  -2.147  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.610  -0.190  -0.816  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.408  -1.101   0.083  1.00  0.00           C  
HETATM    4  S1  UNL     1      -2.958  -0.919  -1.162  1.00  0.00           S  
HETATM    5  C4  UNL     1      -2.233  -0.161   0.313  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.056   0.728   0.137  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.132   0.142   0.714  1.00  0.00           N  
HETATM    8  C6  UNL     1       1.374   0.130   0.062  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.498   0.643  -1.077  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.556  -0.480   0.693  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.781  -0.361  -0.221  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.918  -1.009   0.512  1.00  0.00           C  
HETATM   13  C10 UNL     1       6.221  -0.994  -0.231  1.00  0.00           C  
HETATM   14  N2  UNL     1       7.199  -1.665   0.637  1.00  0.00           N  
HETATM   15  C11 UNL     1       6.737   0.364  -0.489  1.00  0.00           C  
HETATM   16  O2  UNL     1       7.836   0.785   0.006  1.00  0.00           O  
HETATM   17  O3  UNL     1       6.062   1.274  -1.286  1.00  0.00           O  
HETATM   18  C12 UNL     1      -1.853   1.558   1.086  1.00  0.00           C  
HETATM   19  O4  UNL     1      -1.615   2.308   2.052  1.00  0.00           O  
HETATM   20  N3  UNL     1      -2.987   1.108   0.393  1.00  0.00           N  
HETATM   21  C13 UNL     1      -4.244   1.099  -0.210  1.00  0.00           C  
HETATM   22  C14 UNL     1      -5.282   1.458   0.795  1.00  0.00           C  
HETATM   23  O5  UNL     1      -4.934   1.704   1.964  1.00  0.00           O  
HETATM   24  O6  UNL     1      -6.604   1.509   0.405  1.00  0.00           O  
HETATM   25  H1  UNL     1      -6.106   0.701  -2.131  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.612   0.017  -2.980  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.867  -1.058  -2.318  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.314  -0.762   1.135  1.00  0.00           H  
HETATM   29  H5  UNL     1      -5.166  -2.162  -0.061  1.00  0.00           H  
HETATM   30  H6  UNL     1      -6.480  -0.977  -0.190  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.225  -0.751   1.225  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.923   1.171  -0.862  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.047  -0.288   1.659  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.844   0.034   1.640  1.00  0.00           H  
HETATM   35  H11 UNL     1       2.411  -1.574   0.906  1.00  0.00           H  
HETATM   36  H12 UNL     1       3.563  -0.936  -1.145  1.00  0.00           H  
HETATM   37  H13 UNL     1       3.958   0.690  -0.470  1.00  0.00           H  
HETATM   38  H14 UNL     1       4.641  -2.059   0.720  1.00  0.00           H  
HETATM   39  H15 UNL     1       5.085  -0.436   1.462  1.00  0.00           H  
HETATM   40  H16 UNL     1       6.194  -1.600  -1.160  1.00  0.00           H  
HETATM   41  H17 UNL     1       7.291  -2.668   0.409  1.00  0.00           H  
HETATM   42  H18 UNL     1       6.933  -1.594   1.632  1.00  0.00           H  
HETATM   43  H19 UNL     1       5.939   2.211  -0.895  1.00  0.00           H  
HETATM   44  H20 UNL     1      -4.381   1.877  -1.025  1.00  0.00           H  
HETATM   45  H21 UNL     1      -7.048   2.323  -0.013  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4   21
CONECT    3   28   29   30
CONECT    4    5
CONECT    5    6   20   31
CONECT    6    7   18   32
CONECT    7    8   33
CONECT    8    9    9   10
CONECT   10   11   34   35
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   15   40
CONECT   14   41   42
CONECT   15   16   16   17
CONECT   17   43
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   44
CONECT   22   23   23   24
CONECT   24   45
END

HMDB0253667
     RDKit          3D
Isopenicillin N
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.4613    1.6221   -1.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5959    0.9696   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0359    1.2952    1.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8612    1.5699   -0.2417 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1990    0.0586    0.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1676   -0.6962   -0.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0874   -0.7236    0.4714 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2856   -0.5521   -0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2862   -0.3758   -1.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5768   -0.5796    0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7463   -0.3749   -0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9844   -0.4234    0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2396   -0.2676   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4179   -0.3275    0.4249 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2809    1.0240   -1.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4771    1.2870   -2.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2258    1.9823   -0.8138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0722   -1.8374    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8186   -3.0095    0.5076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1309   -0.9320   -0.0037 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -0.4724   -0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4329   -1.3047    0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0728   -2.2297    1.1445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7925   -1.0844    0.2275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9008    1.5487   -2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7322    2.6552   -0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3931    1.0249   -1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7283    2.3243    1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1058    1.1519    1.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4671    0.6077    1.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0670    0.0793    1.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1171   -0.5419   -1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1309   -0.8655    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7189   -1.5914    0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6597    0.1781    1.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6228    0.6584   -0.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7390   -1.1479   -1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8738    0.3927    1.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9379   -1.3735    0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3213   -1.0639   -1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1997   -0.9229    1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566    0.5968    0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9876    2.8609   -0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6686   -0.6331   -1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3328   -1.4814   -0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  6 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21  2  1  0
 20  5  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 17 43  1  0
 21 44  1  0
 24 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-[(5-Amino-5-carboxy-1-hydroxypentylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate	Generator

Chemical Formula

C₁₄H₂₁N₃O₆S

Average Molecular Weight

359.4

Monoisotopic Molecular Weight

359.115106582

IUPAC Name

6-(5-amino-5-carboxypentanamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Traditional Name

isopenicillin n

CAS Registry Number

Not Available

SMILES

CC1(C)SC2C(NC(=O)CCCC(N)C(O)=O)C(=O)N2C1C(O)=O

InChI Identifier

InChI=1S/C14H21N3O6S/c1-14(2)9(13(22)23)17-10(19)8(11(17)24-14)16-7(18)5-3-4-6(15)12(20)21/h6,8-9,11H,3-5,15H2,1-2H3,(H,16,18)(H,20,21)(H,22,23)

InChI Key

MIFYHUACUWQUKT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Penicillin
N-acyl-alpha amino acid or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
Penam
Medium-chain fatty acid
Heterocyclic fatty acid
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acid
Fatty acyl
Beta-lactam
Tertiary carboxylic acid amide
Thiazolidine
Amino acid or derivatives
Azetidine
Carboxamide group
Lactam
Amino acid
Secondary carboxylic acid amide
Thioether
Azacycle
Hemithioaminal
Organoheterocyclic compound
Carboxylic acid
Dialkylthioether
Organic nitrogen compound
Amine
Hydrocarbon derivative
Carbonyl group
Primary amine
Organopnictogen compound
Organooxygen compound
Primary aliphatic amine
Organic oxygen compound
Organic oxide
Organonitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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 (HMDB: HMDB0253667)

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	-1.4	ALOGPS
logP	-3.4	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	9.23	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	150.03 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	83.05 m³·mol⁻¹	ChemAxon
Polarizability	35.69 Å³	ChemAxon
Number of Rings	2	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]+	184.554	30932474
DeepCCS	[M-H]-	182.137	30932474
DeepCCS	[M-2H]-	215.332	30932474
DeepCCS	[M+Na]+	191.121	30932474
AllCCS	[M+H]+	175.4	32859911
AllCCS	[M+H-H2O]+	173.1	32859911
AllCCS	[M+NH4]+	177.6	32859911
AllCCS	[M+Na]+	178.2	32859911
AllCCS	[M-H]-	180.5	32859911
AllCCS	[M+Na-2H]-	180.7	32859911
AllCCS	[M+HCOO]-	181.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isopenicillin N	CC1(C)SC2C(NC(=O)CCCC(N)C(O)=O)C(=O)N2C1C(O)=O	2610.3	Standard non polar	33892256
Isopenicillin N	CC1(C)SC2C(NC(=O)CCCC(N)C(O)=O)C(=O)N2C1C(O)=O	2610.3	Standard non polar	33892256
Isopenicillin N	CC1(C)SC2C(NC(=O)CCCC(N)C(O)=O)C(=O)N2C1C(O)=O	3143.0	Semi standard non polar	33892256
Isopenicillin N	CC1(C)SC2C(NC(=O)CCCC(N)C(O)=O)C(=O)N2C1C(O)=O	3143.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isopenicillin N,1TMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O[Si](C)(C)C)C(=O)N2C1C(=O)O	2974.8	Semi standard non polar	33892256
Isopenicillin N,1TMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O[Si](C)(C)C)C(=O)N2C1C(=O)O	2755.5	Standard non polar	33892256
Isopenicillin N,1TMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O[Si](C)(C)C)C(=O)N2C1C(=O)O	4709.6	Standard polar	33892256
Isopenicillin N,1TMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O)C(=O)N2C1C(=O)O[Si](C)(C)C	2973.5	Semi standard non polar	33892256
Isopenicillin N,1TMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O)C(=O)N2C1C(=O)O[Si](C)(C)C	2774.4	Standard non polar	33892256
Isopenicillin N,1TMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O)C(=O)N2C1C(=O)O[Si](C)(C)C	4760.7	Standard polar	33892256
Isopenicillin N,1TMS,isomer #3	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C)C(=O)O)C(=O)N2C1C(=O)O	3081.4	Semi standard non polar	33892256
Isopenicillin N,1TMS,isomer #3	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C)C(=O)O)C(=O)N2C1C(=O)O	2758.3	Standard non polar	33892256
Isopenicillin N,1TMS,isomer #3	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C)C(=O)O)C(=O)N2C1C(=O)O	4566.3	Standard polar	33892256
Isopenicillin N,1TMS,isomer #4	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O)[Si](C)(C)C)C(=O)N2C1C(=O)O	2937.0	Semi standard non polar	33892256
Isopenicillin N,1TMS,isomer #4	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O)[Si](C)(C)C)C(=O)N2C1C(=O)O	2790.9	Standard non polar	33892256
Isopenicillin N,1TMS,isomer #4	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O)[Si](C)(C)C)C(=O)N2C1C(=O)O	4813.9	Standard polar	33892256
Isopenicillin N,2TMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2914.3	Semi standard non polar	33892256
Isopenicillin N,2TMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2858.6	Standard non polar	33892256
Isopenicillin N,2TMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	4326.4	Standard polar	33892256
Isopenicillin N,2TMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)N2C1C(=O)O	3009.7	Semi standard non polar	33892256
Isopenicillin N,2TMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)N2C1C(=O)O	2830.0	Standard non polar	33892256
Isopenicillin N,2TMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)N2C1C(=O)O	4123.3	Standard polar	33892256
Isopenicillin N,2TMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	2881.7	Semi standard non polar	33892256
Isopenicillin N,2TMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	2867.4	Standard non polar	33892256
Isopenicillin N,2TMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	4354.3	Standard polar	33892256
Isopenicillin N,2TMS,isomer #4	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C)C(=O)O)C(=O)N2C1C(=O)O[Si](C)(C)C	3001.3	Semi standard non polar	33892256
Isopenicillin N,2TMS,isomer #4	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C)C(=O)O)C(=O)N2C1C(=O)O[Si](C)(C)C	2847.9	Standard non polar	33892256
Isopenicillin N,2TMS,isomer #4	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C)C(=O)O)C(=O)N2C1C(=O)O[Si](C)(C)C	4110.4	Standard polar	33892256
Isopenicillin N,2TMS,isomer #5	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2875.6	Semi standard non polar	33892256
Isopenicillin N,2TMS,isomer #5	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2874.0	Standard non polar	33892256
Isopenicillin N,2TMS,isomer #5	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	4393.2	Standard polar	33892256
Isopenicillin N,2TMS,isomer #6	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)N2C1C(=O)O	2968.7	Semi standard non polar	33892256
Isopenicillin N,2TMS,isomer #6	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)N2C1C(=O)O	2879.8	Standard non polar	33892256
Isopenicillin N,2TMS,isomer #6	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)N2C1C(=O)O	4145.6	Standard polar	33892256
Isopenicillin N,2TMS,isomer #7	CC1(C)SC2C(NC(=O)CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	3158.3	Semi standard non polar	33892256
Isopenicillin N,2TMS,isomer #7	CC1(C)SC2C(NC(=O)CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	2930.5	Standard non polar	33892256
Isopenicillin N,2TMS,isomer #7	CC1(C)SC2C(NC(=O)CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	4266.7	Standard polar	33892256
Isopenicillin N,3TMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2929.6	Semi standard non polar	33892256
Isopenicillin N,3TMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2916.8	Standard non polar	33892256
Isopenicillin N,3TMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3733.6	Standard polar	33892256
Isopenicillin N,3TMS,isomer #2	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2840.7	Semi standard non polar	33892256
Isopenicillin N,3TMS,isomer #2	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2933.6	Standard non polar	33892256
Isopenicillin N,3TMS,isomer #2	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	4001.2	Standard polar	33892256
Isopenicillin N,3TMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	2912.0	Semi standard non polar	33892256
Isopenicillin N,3TMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	2948.1	Standard non polar	33892256
Isopenicillin N,3TMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	3755.4	Standard polar	33892256
Isopenicillin N,3TMS,isomer #4	CC1(C)SC2C(NC(=O)CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	3095.9	Semi standard non polar	33892256
Isopenicillin N,3TMS,isomer #4	CC1(C)SC2C(NC(=O)CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	2979.7	Standard non polar	33892256
Isopenicillin N,3TMS,isomer #4	CC1(C)SC2C(NC(=O)CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	3919.5	Standard polar	33892256
Isopenicillin N,3TMS,isomer #5	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2906.7	Semi standard non polar	33892256
Isopenicillin N,3TMS,isomer #5	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2954.6	Standard non polar	33892256
Isopenicillin N,3TMS,isomer #5	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3735.2	Standard polar	33892256
Isopenicillin N,3TMS,isomer #6	CC1(C)SC2C(NC(=O)CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3063.1	Semi standard non polar	33892256
Isopenicillin N,3TMS,isomer #6	CC1(C)SC2C(NC(=O)CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3018.0	Standard non polar	33892256
Isopenicillin N,3TMS,isomer #6	CC1(C)SC2C(NC(=O)CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3883.6	Standard polar	33892256
Isopenicillin N,3TMS,isomer #7	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	3051.2	Semi standard non polar	33892256
Isopenicillin N,3TMS,isomer #7	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	3044.0	Standard non polar	33892256
Isopenicillin N,3TMS,isomer #7	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	3919.1	Standard polar	33892256
Isopenicillin N,4TMS,isomer #1	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2882.9	Semi standard non polar	33892256
Isopenicillin N,4TMS,isomer #1	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2998.2	Standard non polar	33892256
Isopenicillin N,4TMS,isomer #1	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3402.4	Standard polar	33892256
Isopenicillin N,4TMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3013.1	Semi standard non polar	33892256
Isopenicillin N,4TMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3037.1	Standard non polar	33892256
Isopenicillin N,4TMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3592.8	Standard polar	33892256
Isopenicillin N,4TMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	3030.4	Semi standard non polar	33892256
Isopenicillin N,4TMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	3082.4	Standard non polar	33892256
Isopenicillin N,4TMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O	3630.0	Standard polar	33892256
Isopenicillin N,4TMS,isomer #4	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	2992.0	Semi standard non polar	33892256
Isopenicillin N,4TMS,isomer #4	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3102.2	Standard non polar	33892256
Isopenicillin N,4TMS,isomer #4	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3574.4	Standard polar	33892256
Isopenicillin N,5TMS,isomer #1	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3002.2	Semi standard non polar	33892256
Isopenicillin N,5TMS,isomer #1	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3115.1	Standard non polar	33892256
Isopenicillin N,5TMS,isomer #1	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C	3297.9	Standard polar	33892256
Isopenicillin N,1TBDMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3262.3	Semi standard non polar	33892256
Isopenicillin N,1TBDMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3000.2	Standard non polar	33892256
Isopenicillin N,1TBDMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	4658.4	Standard polar	33892256
Isopenicillin N,1TBDMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3244.5	Semi standard non polar	33892256
Isopenicillin N,1TBDMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3021.7	Standard non polar	33892256
Isopenicillin N,1TBDMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	4723.3	Standard polar	33892256
Isopenicillin N,1TBDMS,isomer #3	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)N2C1C(=O)O	3330.0	Semi standard non polar	33892256
Isopenicillin N,1TBDMS,isomer #3	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)N2C1C(=O)O	2993.2	Standard non polar	33892256
Isopenicillin N,1TBDMS,isomer #3	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)N2C1C(=O)O	4486.4	Standard polar	33892256
Isopenicillin N,1TBDMS,isomer #4	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3192.7	Semi standard non polar	33892256
Isopenicillin N,1TBDMS,isomer #4	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3027.5	Standard non polar	33892256
Isopenicillin N,1TBDMS,isomer #4	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	4735.3	Standard polar	33892256
Isopenicillin N,2TBDMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3378.1	Semi standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3296.8	Standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	4308.6	Standard polar	33892256
Isopenicillin N,2TBDMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3477.7	Semi standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3257.0	Standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	4123.6	Standard polar	33892256
Isopenicillin N,2TBDMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3341.6	Semi standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3299.4	Standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	4315.8	Standard polar	33892256
Isopenicillin N,2TBDMS,isomer #4	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3469.4	Semi standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #4	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3283.3	Standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #4	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	4128.7	Standard polar	33892256
Isopenicillin N,2TBDMS,isomer #5	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3335.0	Semi standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #5	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3311.0	Standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #5	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	4351.6	Standard polar	33892256
Isopenicillin N,2TBDMS,isomer #6	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3431.9	Semi standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #6	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3299.3	Standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #6	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	4143.0	Standard polar	33892256
Isopenicillin N,2TBDMS,isomer #7	CC1(C)SC2C(NC(=O)CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3606.2	Semi standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #7	CC1(C)SC2C(NC(=O)CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3327.0	Standard non polar	33892256
Isopenicillin N,2TBDMS,isomer #7	CC1(C)SC2C(NC(=O)CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	4245.5	Standard polar	33892256
Isopenicillin N,3TBDMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3561.9	Semi standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3516.4	Standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #1	CC1(C)SC2C(NC(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3888.0	Standard polar	33892256
Isopenicillin N,3TBDMS,isomer #2	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3482.6	Semi standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #2	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3533.3	Standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #2	CC1(C)SC2C(N(C(=O)CCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	4073.7	Standard polar	33892256
Isopenicillin N,3TBDMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3560.8	Semi standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3533.4	Standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3908.8	Standard polar	33892256
Isopenicillin N,3TBDMS,isomer #4	CC1(C)SC2C(NC(=O)CCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3745.1	Semi standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #4	CC1(C)SC2C(NC(=O)CCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3555.1	Standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #4	CC1(C)SC2C(NC(=O)CCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	4016.0	Standard polar	33892256
Isopenicillin N,3TBDMS,isomer #5	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3551.2	Semi standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #5	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3546.1	Standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #5	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3889.0	Standard polar	33892256
Isopenicillin N,3TBDMS,isomer #6	CC1(C)SC2C(NC(=O)CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3721.1	Semi standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #6	CC1(C)SC2C(NC(=O)CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3568.9	Standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #6	CC1(C)SC2C(NC(=O)CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3986.8	Standard polar	33892256
Isopenicillin N,3TBDMS,isomer #7	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3711.7	Semi standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #7	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3589.8	Standard non polar	33892256
Isopenicillin N,3TBDMS,isomer #7	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	4020.3	Standard polar	33892256
Isopenicillin N,4TBDMS,isomer #1	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3669.7	Semi standard non polar	33892256
Isopenicillin N,4TBDMS,isomer #1	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3729.0	Standard non polar	33892256
Isopenicillin N,4TBDMS,isomer #1	CC1(C)SC2C(N(C(=O)CCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3706.6	Standard polar	33892256
Isopenicillin N,4TBDMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3878.2	Semi standard non polar	33892256
Isopenicillin N,4TBDMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3771.6	Standard non polar	33892256
Isopenicillin N,4TBDMS,isomer #2	CC1(C)SC2C(NC(=O)CCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3809.0	Standard polar	33892256
Isopenicillin N,4TBDMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3892.3	Semi standard non polar	33892256
Isopenicillin N,4TBDMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3796.5	Standard non polar	33892256
Isopenicillin N,4TBDMS,isomer #3	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O	3834.0	Standard polar	33892256
Isopenicillin N,4TBDMS,isomer #4	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3862.9	Semi standard non polar	33892256
Isopenicillin N,4TBDMS,isomer #4	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3795.2	Standard non polar	33892256
Isopenicillin N,4TBDMS,isomer #4	CC1(C)SC2C(N(C(=O)CCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2C1C(=O)O[Si](C)(C)C(C)(C)C	3781.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isopenicillin N GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ox-8946000000-a3fdca1e1084809d4ec0	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopenicillin N GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopenicillin N GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopenicillin N 10V, Positive-QTOF	splash10-03di-0529000000-eedaa4c03ffe7248cf75	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopenicillin N 20V, Positive-QTOF	splash10-03e9-0923000000-5d88e9326532b20abcba	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopenicillin N 40V, Positive-QTOF	splash10-0r01-4910000000-68e4f4c41ef8af9694fa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopenicillin N 10V, Negative-QTOF	splash10-00lr-0093000000-7159fd8d9fcae4b9e157	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopenicillin N 20V, Negative-QTOF	splash10-0j5c-3797000000-8e83378ee8a596239dfe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopenicillin N 40V, Negative-QTOF	splash10-0006-9230000000-92120fafd68f93bd4220	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

238029

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

270631

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 Isopenicillin N (HMDB0253667)

MOL for HMDB0253667 (Isopenicillin N)

3D MOL for HMDB0253667 (Isopenicillin N)

3D SDF for HMDB0253667 (Isopenicillin N)

3D-SDF for HMDB0253667 (Isopenicillin N)

PDB for HMDB0253667 (Isopenicillin N)

3D PDB for HMDB0253667 (Isopenicillin N)

SMILES for HMDB0253667 (Isopenicillin N)

INCHI for HMDB0253667 (Isopenicillin N)

Structure for HMDB0253667 (Isopenicillin N)

3D Structure for HMDB0253667 (Isopenicillin N)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra