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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 18:06:03 UTC

Update Date

2021-09-14 15:46:00 UTC

HMDB ID

HMDB0060618

Secondary Accession Numbers

HMDB60618

Metabolite Identification

Common Name

6-Aminopenicillanic acid

Description

6-Aminopenicillanic acid, also known as 6-APA or penicin, 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. 6-Aminopenicillanic acid is a very strong basic compound (based on its pKa). 6-Aminopenicillanic acid exists in all living organisms, ranging from bacteria to humans.

Structure

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


  Mrv0541 06151311042D          

 14 15  0  0  1  0            999 V2000
    2.5600    0.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9469    1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5600    1.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    0.6773    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    0.9323    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1477    0.9323    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7310    0.3489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1477    1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7310    2.3406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    1.7573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    2.0122    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7169    2.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1649    3.4099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239    2.9684    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  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 10  1  6  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060618

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1

> <INCHI_KEY>
NGHVIOIJCVXTGV-ALEPSDHESA-N

> <FORMULA>
C8H12N2O3S

> <MOLECULAR_WEIGHT>
216.257

> <EXACT_MASS>
216.05686295

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
20.698966400238533

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.24

> <JCHEM_LOGP>
-2.8378366429456663

> <ALOGPS_LOGS>
-0.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.433548704443023

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.415152063079619

> <JCHEM_PKA_STRONGEST_BASIC>
7.403258608746982

> <JCHEM_POLAR_SURFACE_AREA>
83.63

> <JCHEM_REFRACTIVITY>
50.36210000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.55e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
penin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0       4.779   1.480   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.634   2.510   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.779   3.541   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0       2.729   1.264   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0       1.264   1.740   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.276   1.740   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.365   0.651   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.276   3.280   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.365   4.369   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       1.264   3.280   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.729   3.756   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.205   5.221   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.174   6.365   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.711   5.541   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   11                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    5   11                                                  
CONECT   11   10    2   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+)-6-Aminopenicillanic acid	ChEBI
(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	ChEBI
6-Aminopenicillamine acid	ChEBI
6-Aminopenicillanate	ChEBI
6-APA	ChEBI
6-Aps	ChEBI
6beta-Aminopenicillanic acid	ChEBI
Aminopenicillanic acid	ChEBI
Penicin	ChEBI
Penin	ChEBI
Phenacyl 6-aminopenicillinate	ChEBI
(+)-6-Aminopenicillanate	Generator
(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate	Generator
6b-Aminopenicillanate	Generator
6b-Aminopenicillanic acid	Generator
6beta-Aminopenicillanate	Generator
6Β-aminopenicillanate	Generator
6Β-aminopenicillanic acid	Generator
Aminopenicillanate	Generator
Phenacyl 6-aminopenicillinic acid	Generator
6-APA CPD	HMDB
Aminopenicillanic acid, potassium salt	HMDB
Aminopenicillanic acid, sodium salt	HMDB

Chemical Formula

C₈H₁₂N₂O₃S

Average Molecular Weight

216.257

Monoisotopic Molecular Weight

216.05686295

IUPAC Name

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

Traditional Name

penin

CAS Registry Number

Not Available

SMILES

CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O

InChI Identifier

InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1

InChI Key

NGHVIOIJCVXTGV-ALEPSDHESA-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
Alpha-amino acid or derivatives
Penam
Beta-lactam
Tertiary carboxylic acid amide
Thiazolidine
Amino acid or derivatives
Azetidine
Amino acid
Carboxamide group
Lactam
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Dialkylthioether
Hemithioaminal
Thioether
Amine
Primary aliphatic amine
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Primary amine
Organopnictogen compound
Organic oxide
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

penicillanic acids (CHEBI:16705 )

Ontology

Not Available

Kidney (HMDB: HMDB0060618)
Liver (HMDB: HMDB0060618)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060618)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060618)

Cellular substructure

Cytoplasm (HMDB: HMDB0060618)

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
Water Solubility	55.5 g/L	ALOGPS
logP	-0.24	ALOGPS
logP	-2.8	ChemAxon
logS	-0.59	ALOGPS
pKa (Strongest Acidic)	3.42	ChemAxon
pKa (Strongest Basic)	7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.63 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	50.36 m³·mol⁻¹	ChemAxon
Polarizability	20.7 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
DarkChem	[M+H]+	148.652	31661259
DarkChem	[M-H]-	142.941	31661259
DeepCCS	[M+H]+	156.269	30932474
DeepCCS	[M-H]-	153.882	30932474
DeepCCS	[M-2H]-	186.787	30932474
DeepCCS	[M+Na]+	162.333	30932474
AllCCS	[M+H]+	144.0	32859911
AllCCS	[M+H-H2O]+	140.3	32859911
AllCCS	[M+NH4]+	147.4	32859911
AllCCS	[M+Na]+	148.4	32859911
AllCCS	[M-H]-	145.3	32859911
AllCCS	[M+Na-2H]-	145.8	32859911
AllCCS	[M+HCOO]-	146.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Aminopenicillanic acid	CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O	2850.7	Standard polar	33892256
6-Aminopenicillanic acid	CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O	1861.4	Standard non polar	33892256
6-Aminopenicillanic acid	CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O	1860.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Aminopenicillanic acid,1TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	1850.4	Semi standard non polar	33892256
6-Aminopenicillanic acid,1TMS,isomer #2	CC1(C)S[C@@H]2[C@H](N[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	1897.3	Semi standard non polar	33892256
6-Aminopenicillanic acid,2TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	1937.4	Semi standard non polar	33892256
6-Aminopenicillanic acid,2TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	1942.7	Standard non polar	33892256
6-Aminopenicillanic acid,2TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2490.7	Standard polar	33892256
6-Aminopenicillanic acid,2TMS,isomer #2	CC1(C)S[C@@H]2[C@H](N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	1944.0	Semi standard non polar	33892256
6-Aminopenicillanic acid,2TMS,isomer #2	CC1(C)S[C@@H]2[C@H](N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	2042.0	Standard non polar	33892256
6-Aminopenicillanic acid,2TMS,isomer #2	CC1(C)S[C@@H]2[C@H](N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	2479.8	Standard polar	33892256
6-Aminopenicillanic acid,3TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	1997.7	Semi standard non polar	33892256
6-Aminopenicillanic acid,3TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2116.9	Standard non polar	33892256
6-Aminopenicillanic acid,3TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N([Si](C)(C)C)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2213.6	Standard polar	33892256
6-Aminopenicillanic acid,1TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2077.2	Semi standard non polar	33892256
6-Aminopenicillanic acid,1TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	2110.2	Semi standard non polar	33892256
6-Aminopenicillanic acid,2TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2346.3	Semi standard non polar	33892256
6-Aminopenicillanic acid,2TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2458.8	Standard non polar	33892256
6-Aminopenicillanic acid,2TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2626.3	Standard polar	33892256
6-Aminopenicillanic acid,2TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	2400.5	Semi standard non polar	33892256
6-Aminopenicillanic acid,2TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	2525.3	Standard non polar	33892256
6-Aminopenicillanic acid,2TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	2615.6	Standard polar	33892256
6-Aminopenicillanic acid,3TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2626.8	Semi standard non polar	33892256
6-Aminopenicillanic acid,3TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2799.0	Standard non polar	33892256
6-Aminopenicillanic acid,3TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	2532.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 6-Aminopenicillanic acid GC-EI-TOF (Non-derivatized)	splash10-0uxr-1930000000-8b3dad9f5db3d8512110	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 6-Aminopenicillanic acid GC-EI-TOF (Non-derivatized)	splash10-0uxr-1930000000-14be07ea22813265cdf3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 6-Aminopenicillanic acid GC-EI-TOF (Non-derivatized)	splash10-0uxr-1930000000-8b3dad9f5db3d8512110	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 6-Aminopenicillanic acid GC-EI-TOF (Non-derivatized)	splash10-0uxr-1930000000-14be07ea22813265cdf3	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Aminopenicillanic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9200000000-e33fe5dc6f7515fb41d5	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Aminopenicillanic acid GC-MS (1 TMS) - 70eV, Positive	splash10-05fr-9220000000-0d97e3938474120b9e87	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Aminopenicillanic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Aminopenicillanic acid Linear Ion Trap , negative-QTOF	splash10-00di-9300000000-e9bd620d9e681c167ae5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Aminopenicillanic acid Linear Ion Trap , negative-QTOF	splash10-00di-9300000000-d0d73fa955283a4de8e1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Aminopenicillanic acid Linear Ion Trap , positive-QTOF	splash10-00dr-0900000000-c0222f314effc3d7ad8a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 6-Aminopenicillanic acid Linear Ion Trap , positive-QTOF	splash10-00dr-0900000000-f17a9cc1b1e04e3b7e71	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Aminopenicillanic acid 10V, Positive-QTOF	splash10-0a4i-9330000000-0853f16f9d9fb3a3f86e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Aminopenicillanic acid 20V, Positive-QTOF	splash10-03di-1910000000-fbdab9a3772fcfd7c0c8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Aminopenicillanic acid 40V, Positive-QTOF	splash10-0a4i-9200000000-6b276429012b5ee9844f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Aminopenicillanic acid 10V, Negative-QTOF	splash10-00di-9200000000-9ffda48df6b90d12f303	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Aminopenicillanic acid 20V, Negative-QTOF	splash10-0ab9-9200000000-f630fdfcda8c288572e2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Aminopenicillanic acid 40V, Negative-QTOF	splash10-00di-9200000000-e7d207177892f580f3c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Aminopenicillanic acid 10V, Positive-QTOF	splash10-00kr-0950000000-bbef363560f5d2d25c16	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Aminopenicillanic acid 20V, Positive-QTOF	splash10-03di-1910000000-8a0d3e001608783c72a0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Aminopenicillanic acid 40V, Positive-QTOF	splash10-014i-9800000000-64b11c9f70ce0cb2d2b0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Aminopenicillanic acid 10V, Negative-QTOF	splash10-00di-9100000000-25f442a83faa3f7da843	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Aminopenicillanic acid 20V, Negative-QTOF	splash10-00di-9200000000-7d7718220a18a63d2655	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Aminopenicillanic acid 40V, Negative-QTOF	splash10-00di-9000000000-766302f54e49d015548c	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)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C02954

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

6-APA

METLIN ID

Not Available

PubChem Compound

11082

PDB ID

Not Available

ChEBI ID

16705

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

Shimizu T, Souma S, Nagakura N, Masuzawa T, Iwamoto Y, Yanagihara Y: Epitope analysis of aztreonam by antiaztreonam monoclonal antibodies and possible consequences in beta-lactams hypersensitivity. Int Arch Allergy Immunol. 1992;98(4):392-7. [PubMed:1384868 ]
Zhao Y, Qiao H: Detection of specific IgE antibodies to major and minor antigenic determinants in sera of penicillin allergic patients. Chin Med J (Engl). 2003 Dec;116(12):1904-10. [PubMed:14687482 ]
Harle DG, Baldo BA: Identification of penicillin allergenic determinants that bind IgE antibodies in the sera of subjects with penicillin allergy. Mol Immunol. 1990 Nov;27(11):1063-71. [PubMed:1701026 ]
Ariza A, Barrionuevo E, Mayorga C, Montanez MI, Perez-Inestrosa E, Ruiz-Sanchez A, Rodriguez-Gueant RM, Fernandez TD, Gueant JL, Torres MJ, Blanca M: IgE to penicillins with different specificities can be identified by a multiepitope macromolecule: Bihaptenic penicillin structures and IgE specificities. J Immunol Methods. 2014 Apr;406:43-50. doi: 10.1016/j.jim.2014.03.001. Epub 2014 Mar 13. [PubMed:24631718 ]

Showing metabocard for 6-Aminopenicillanic acid (HMDB0060618)

MOL for HMDB0060618 (6-Aminopenicillanic acid)

3D MOL for HMDB0060618 (6-Aminopenicillanic acid)

3D SDF for HMDB0060618 (6-Aminopenicillanic acid)

3D-SDF for HMDB0060618 (6-Aminopenicillanic acid)

PDB for HMDB0060618 (6-Aminopenicillanic acid)

3D PDB for HMDB0060618 (6-Aminopenicillanic acid)

SMILES for HMDB0060618 (6-Aminopenicillanic acid)

INCHI for HMDB0060618 (6-Aminopenicillanic acid)

Structure for HMDB0060618 (6-Aminopenicillanic acid)

3D Structure for HMDB0060618 (6-Aminopenicillanic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra