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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:04:14 UTC

Update Date

2022-03-07 02:54:02 UTC

HMDB ID

HMDB0034266

Secondary Accession Numbers

HMDB34266

Metabolite Identification

Common Name

L-Coprine

Description

L-Coprine belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-Coprine has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make L-coprine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on L-Coprine.

Structure

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


  Mrv0541 09051417012D          

 14 14  0  0  0  0            999 V2000
   -1.6392    3.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3537    3.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1729    3.6392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2448    2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247    3.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0682    3.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2103    3.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4971    3.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9247    4.4035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7826    3.5785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0682    2.3410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5042    3.5785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2103    2.3410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8651    2.6357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 10  8  1  4  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034266

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CCC(O)=NC1(O)CC1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H14N2O4/c9-5(7(12)13)1-2-6(11)10-8(14)3-4-8/h5,14H,1-4,9H2,(H,10,11)(H,12,13)

> <INCHI_KEY>
OEEZRBUCLFMTLD-UHFFFAOYSA-N

> <FORMULA>
C8H14N2O4

> <MOLECULAR_WEIGHT>
202.2078

> <EXACT_MASS>
202.095356946

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
20.0716518512251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-[(1-hydroxycyclopropyl)-C-hydroxycarbonimidoyl]butanoic acid

> <ALOGPS_LOGP>
-3.03

> <JCHEM_LOGP>
-3.1532299012916543

> <ALOGPS_LOGS>
-1.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
5.628406398555498

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.0284316988801385

> <JCHEM_PKA_STRONGEST_BASIC>
9.536041157635005

> <JCHEM_POLAR_SURFACE_AREA>
116.14000000000001

> <JCHEM_REFRACTIVITY>
47.4276

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-[(1-hydroxycyclopropyl)-C-hydroxycarbonimidoyl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-14         0                                  
HETATM    1  C   UNK     0      -3.060   5.910   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.394   6.680   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.656   6.793   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.790   5.259   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.726   6.680   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.727   5.910   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.393   5.910   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.395   5.910   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.726   8.220   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      -7.061   6.680   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      -5.727   4.370   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.941   6.680   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.393   4.370   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -7.215   4.920   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    8                                                       
CONECT    4    3    8                                                       
CONECT    5    1    7    9                                                  
CONECT    6    2   10   11                                                  
CONECT    7    5   12   13                                                  
CONECT    8    3    4   10   14                                             
CONECT    9    5                                                            
CONECT   10    6    8                                                       
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    7                                                            
CONECT   14    8                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0034266
HETATM    1  N1  UNL     1      -3.387  -0.675  -1.398  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.057  -0.505  -0.016  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.598  -0.835   0.232  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.695   0.086  -0.597  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.722  -0.265  -0.329  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.113  -1.562  -0.632  1.00  0.00           O  
HETATM    7  N2  UNL     1       1.582   0.532   0.151  1.00  0.00           N  
HETATM    8  C5  UNL     1       2.945   0.114   0.383  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.099  -1.080   1.127  1.00  0.00           O  
HETATM   10  C6  UNL     1       4.033   0.430  -0.553  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.900   1.235   0.680  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.402   0.859   0.421  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.190   1.204   1.593  1.00  0.00           O  
HETATM   14  O4  UNL     1      -3.956   1.745  -0.464  1.00  0.00           O  
HETATM   15  H1  UNL     1      -3.861   0.140  -1.812  1.00  0.00           H  
HETATM   16  H2  UNL     1      -2.645  -1.086  -1.972  1.00  0.00           H  
HETATM   17  H3  UNL     1      -3.663  -1.205   0.602  1.00  0.00           H  
HETATM   18  H4  UNL     1      -1.438  -1.883  -0.078  1.00  0.00           H  
HETATM   19  H5  UNL     1      -1.378  -0.731   1.297  1.00  0.00           H  
HETATM   20  H6  UNL     1      -0.930   1.141  -0.367  1.00  0.00           H  
HETATM   21  H7  UNL     1      -0.869  -0.128  -1.675  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.921  -2.348  -0.025  1.00  0.00           H  
HETATM   23  H9  UNL     1       3.218  -1.790   0.426  1.00  0.00           H  
HETATM   24  H10 UNL     1       3.830   0.941  -1.537  1.00  0.00           H  
HETATM   25  H11 UNL     1       4.858  -0.317  -0.665  1.00  0.00           H  
HETATM   26  H12 UNL     1       3.559   2.279   0.548  1.00  0.00           H  
HETATM   27  H13 UNL     1       4.578   1.050   1.560  1.00  0.00           H  
HETATM   28  H14 UNL     1      -4.289   2.653  -0.196  1.00  0.00           H  
CONECT    1    2   15   16
CONECT    2    3   12   17
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6    7    7
CONECT    6   22
CONECT    7    8
CONECT    8    9   10   11
CONECT    9   23
CONECT   10   11   24   25
CONECT   11   26   27
CONECT   12   13   13   14
CONECT   14   28
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Coprine	HMDB
N(5)-(1-Hydroxycyclopropyl)-L-glutamine	HMDB
N-(1-Hydroxycyclopropyl)-L-glutamine	HMDB
2-Amino-4-[(1-hydroxycyclopropyl)-C-hydroxycarbonimidoyl]butanoate	Generator

Chemical Formula

C₈H₁₄N₂O₄

Average Molecular Weight

202.2078

Monoisotopic Molecular Weight

202.095356946

IUPAC Name

2-amino-4-[(1-hydroxycyclopropyl)-C-hydroxycarbonimidoyl]butanoic acid

Traditional Name

2-amino-4-[(1-hydroxycyclopropyl)-C-hydroxycarbonimidoyl]butanoic acid

CAS Registry Number

58919-61-2

SMILES

NC(CCC(O)=NC1(O)CC1)C(O)=O

InChI Identifier

InChI=1S/C8H14N2O4/c9-5(7(12)13)1-2-6(11)10-8(14)3-4-8/h5,14H,1-4,9H2,(H,10,11)(H,12,13)

InChI Key

OEEZRBUCLFMTLD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
Alpha-amino acid
Fatty acyl
Fatty acid
Fatty amide
N-acyl-amine
Carboxamide group
Amino acid
Cyclopropanol
Secondary carboxylic acid amide
Alkanolamine
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary aliphatic amine
Primary amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Amine
Organic oxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Route of exposure

Parenteral

Dermal (HMDB: HMDB0034266)
Inhalation (HMDB: HMDB0034266)

Enteral

Ingestion (HMDB: HMDB0034266)

Source

Exogenous

Exogenous (HMDB: HMDB0034266)

Food

Food (HMDB: HMDB0034266)

Plant (HMDB: HMDB0034266)

Not Available

EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor (HMDB: HMDB0034266)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	197 - 199 °C	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	76.1 g/L	ALOGPS
logP	-3	ALOGPS
logP	-3.2	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	2.03	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	47.43 m³·mol⁻¹	ChemAxon
Polarizability	20.07 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	145.66	31661259
DarkChem	[M-H]-	141.409	31661259
DeepCCS	[M+H]+	144.045	30932474
DeepCCS	[M-H]-	140.218	30932474
DeepCCS	[M-2H]-	177.679	30932474
DeepCCS	[M+Na]+	153.217	30932474
AllCCS	[M+H]+	144.8	32859911
AllCCS	[M+H-H2O]+	141.1	32859911
AllCCS	[M+NH4]+	148.2	32859911
AllCCS	[M+Na]+	149.1	32859911
AllCCS	[M-H]-	142.7	32859911
AllCCS	[M+Na-2H]-	143.3	32859911
AllCCS	[M+HCOO]-	144.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-Coprine	NC(CCC(O)=NC1(O)CC1)C(O)=O	2758.5	Standard polar	33892256
L-Coprine	NC(CCC(O)=NC1(O)CC1)C(O)=O	1902.4	Standard non polar	33892256
L-Coprine	NC(CCC(O)=NC1(O)CC1)C(O)=O	1988.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-Coprine,1TMS,isomer #1	C[Si](C)(C)OC(CCC(N)C(=O)O)=NC1(O)CC1	1876.8	Semi standard non polar	33892256
L-Coprine,1TMS,isomer #2	C[Si](C)(C)OC1(N=C(O)CCC(N)C(=O)O)CC1	1927.2	Semi standard non polar	33892256
L-Coprine,1TMS,isomer #3	C[Si](C)(C)OC(=O)C(N)CCC(O)=NC1(O)CC1	1877.6	Semi standard non polar	33892256
L-Coprine,1TMS,isomer #4	C[Si](C)(C)NC(CCC(O)=NC1(O)CC1)C(=O)O	1965.5	Semi standard non polar	33892256
L-Coprine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CCC(=NC1(O)CC1)O[Si](C)(C)C	1871.6	Semi standard non polar	33892256
L-Coprine,2TMS,isomer #2	C[Si](C)(C)OC(CCC(N)C(=O)O)=NC1(O[Si](C)(C)C)CC1	1895.7	Semi standard non polar	33892256
L-Coprine,2TMS,isomer #3	C[Si](C)(C)NC(CCC(=NC1(O)CC1)O[Si](C)(C)C)C(=O)O	1926.5	Semi standard non polar	33892256
L-Coprine,2TMS,isomer #4	C[Si](C)(C)OC(=O)C(N)CCC(O)=NC1(O[Si](C)(C)C)CC1	1895.0	Semi standard non polar	33892256
L-Coprine,2TMS,isomer #5	C[Si](C)(C)NC(CCC(O)=NC1(O[Si](C)(C)C)CC1)C(=O)O	1999.3	Semi standard non polar	33892256
L-Coprine,2TMS,isomer #6	C[Si](C)(C)NC(CCC(O)=NC1(O)CC1)C(=O)O[Si](C)(C)C	1925.0	Semi standard non polar	33892256
L-Coprine,2TMS,isomer #7	C[Si](C)(C)N(C(CCC(O)=NC1(O)CC1)C(=O)O)[Si](C)(C)C	2122.5	Semi standard non polar	33892256
L-Coprine,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CCC(=NC1(O[Si](C)(C)C)CC1)O[Si](C)(C)C	1895.5	Semi standard non polar	33892256
L-Coprine,3TMS,isomer #2	C[Si](C)(C)NC(CCC(=NC1(O)CC1)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1903.1	Semi standard non polar	33892256
L-Coprine,3TMS,isomer #3	C[Si](C)(C)NC(CCC(=NC1(O[Si](C)(C)C)CC1)O[Si](C)(C)C)C(=O)O	1974.5	Semi standard non polar	33892256
L-Coprine,3TMS,isomer #4	C[Si](C)(C)OC(CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=NC1(O)CC1	2104.3	Semi standard non polar	33892256
L-Coprine,3TMS,isomer #5	C[Si](C)(C)NC(CCC(O)=NC1(O[Si](C)(C)C)CC1)C(=O)O[Si](C)(C)C	1963.5	Semi standard non polar	33892256
L-Coprine,3TMS,isomer #6	C[Si](C)(C)OC1(N=C(O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)CC1	2158.5	Semi standard non polar	33892256
L-Coprine,3TMS,isomer #7	C[Si](C)(C)OC(=O)C(CCC(O)=NC1(O)CC1)N([Si](C)(C)C)[Si](C)(C)C	2077.8	Semi standard non polar	33892256
L-Coprine,4TMS,isomer #1	C[Si](C)(C)NC(CCC(=NC1(O[Si](C)(C)C)CC1)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1939.0	Semi standard non polar	33892256
L-Coprine,4TMS,isomer #1	C[Si](C)(C)NC(CCC(=NC1(O[Si](C)(C)C)CC1)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2017.5	Standard non polar	33892256
L-Coprine,4TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCC(=NC1(O)CC1)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2075.1	Semi standard non polar	33892256
L-Coprine,4TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCC(=NC1(O)CC1)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2017.5	Standard non polar	33892256
L-Coprine,4TMS,isomer #3	C[Si](C)(C)OC(CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=NC1(O[Si](C)(C)C)CC1	2152.6	Semi standard non polar	33892256
L-Coprine,4TMS,isomer #3	C[Si](C)(C)OC(CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=NC1(O[Si](C)(C)C)CC1	2113.7	Standard non polar	33892256
L-Coprine,4TMS,isomer #4	C[Si](C)(C)OC(=O)C(CCC(O)=NC1(O[Si](C)(C)C)CC1)N([Si](C)(C)C)[Si](C)(C)C	2135.8	Semi standard non polar	33892256
L-Coprine,4TMS,isomer #4	C[Si](C)(C)OC(=O)C(CCC(O)=NC1(O[Si](C)(C)C)CC1)N([Si](C)(C)C)[Si](C)(C)C	2072.6	Standard non polar	33892256
L-Coprine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCC(=NC1(O[Si](C)(C)C)CC1)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2143.4	Semi standard non polar	33892256
L-Coprine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCC(=NC1(O[Si](C)(C)C)CC1)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2109.1	Standard non polar	33892256
L-Coprine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CCC(N)C(=O)O)=NC1(O)CC1	2085.1	Semi standard non polar	33892256
L-Coprine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1(N=C(O)CCC(N)C(=O)O)CC1	2151.9	Semi standard non polar	33892256
L-Coprine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCC(O)=NC1(O)CC1	2094.9	Semi standard non polar	33892256
L-Coprine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCC(O)=NC1(O)CC1)C(=O)O	2178.8	Semi standard non polar	33892256
L-Coprine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCC(=NC1(O)CC1)O[Si](C)(C)C(C)(C)C	2295.6	Semi standard non polar	33892256
L-Coprine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(CCC(N)C(=O)O)=NC1(O[Si](C)(C)C(C)(C)C)CC1	2337.0	Semi standard non polar	33892256
L-Coprine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CCC(=NC1(O)CC1)O[Si](C)(C)C(C)(C)C)C(=O)O	2389.6	Semi standard non polar	33892256
L-Coprine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCC(O)=NC1(O[Si](C)(C)C(C)(C)C)CC1	2341.9	Semi standard non polar	33892256
L-Coprine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(CCC(O)=NC1(O[Si](C)(C)C(C)(C)C)CC1)C(=O)O	2451.6	Semi standard non polar	33892256
L-Coprine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(CCC(O)=NC1(O)CC1)C(=O)O[Si](C)(C)C(C)(C)C	2381.7	Semi standard non polar	33892256
L-Coprine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(CCC(O)=NC1(O)CC1)C(=O)O)[Si](C)(C)C(C)(C)C	2501.5	Semi standard non polar	33892256
L-Coprine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCC(=NC1(O[Si](C)(C)C(C)(C)C)CC1)O[Si](C)(C)C(C)(C)C	2535.9	Semi standard non polar	33892256
L-Coprine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CCC(=NC1(O)CC1)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2549.4	Semi standard non polar	33892256
L-Coprine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CCC(=NC1(O[Si](C)(C)C(C)(C)C)CC1)O[Si](C)(C)C(C)(C)C)C(=O)O	2612.8	Semi standard non polar	33892256
L-Coprine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1(O)CC1	2732.8	Semi standard non polar	33892256
L-Coprine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(CCC(O)=NC1(O[Si](C)(C)C(C)(C)C)CC1)C(=O)O[Si](C)(C)C(C)(C)C	2590.2	Semi standard non polar	33892256
L-Coprine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1(N=C(O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CC1	2777.5	Semi standard non polar	33892256
L-Coprine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(O)=NC1(O)CC1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2707.0	Semi standard non polar	33892256
L-Coprine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCC(=NC1(O[Si](C)(C)C(C)(C)C)CC1)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2770.5	Semi standard non polar	33892256
L-Coprine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCC(=NC1(O[Si](C)(C)C(C)(C)C)CC1)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2688.7	Standard non polar	33892256
L-Coprine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(=NC1(O)CC1)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2915.1	Semi standard non polar	33892256
L-Coprine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(=NC1(O)CC1)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2709.2	Standard non polar	33892256
L-Coprine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1(O[Si](C)(C)C(C)(C)C)CC1	2971.8	Semi standard non polar	33892256
L-Coprine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC1(O[Si](C)(C)C(C)(C)C)CC1	2762.4	Standard non polar	33892256
L-Coprine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(O)=NC1(O[Si](C)(C)C(C)(C)C)CC1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2957.7	Semi standard non polar	33892256
L-Coprine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(O)=NC1(O[Si](C)(C)C(C)(C)C)CC1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2793.4	Standard non polar	33892256
L-Coprine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(=NC1(O[Si](C)(C)C(C)(C)C)CC1)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3130.6	Semi standard non polar	33892256
L-Coprine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(=NC1(O[Si](C)(C)C(C)(C)C)CC1)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2922.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - L-Coprine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9200000000-a122f01177e5d201af45	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Coprine GC-MS (3 TMS) - 70eV, Positive	splash10-0udi-4329000000-a7dd2788543a604a7778	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Coprine 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 - L-Coprine 10V, Positive-QTOF	splash10-0pi9-6930000000-743d2bc0563132ebf3ef	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Coprine 20V, Positive-QTOF	splash10-05fr-9500000000-f297023fb8752cf328e9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Coprine 40V, Positive-QTOF	splash10-0a4i-9000000000-d6652b0b83bf59e5acff	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Coprine 10V, Negative-QTOF	splash10-0ue9-2890000000-a0b201fc51831a763e83	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Coprine 20V, Negative-QTOF	splash10-00di-9720000000-829295167ea340401a84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Coprine 40V, Negative-QTOF	splash10-00di-9000000000-56182246e2fa0629258e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Coprine 10V, Positive-QTOF	splash10-0zmi-9030000000-70eee36f93c8937a7118	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Coprine 20V, Positive-QTOF	splash10-000i-9000000000-f75ff566022137a86f84	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Coprine 40V, Positive-QTOF	splash10-052r-9000000000-a5328f3ba6c2d13c79bd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Coprine 10V, Negative-QTOF	splash10-0059-0910000000-b2a6bb3ff18352f8ed6b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Coprine 20V, Negative-QTOF	splash10-03di-2910000000-13c8f2b44f5609ea9be5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Coprine 40V, Negative-QTOF	splash10-0006-9100000000-7355fad45f5d3edf7cb5	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Coprine

METLIN ID

Not Available

PubChem Compound

4479242

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for L-Coprine (HMDB0034266)

MOL for HMDB0034266 (L-Coprine)

3D MOL for HMDB0034266 (L-Coprine)

3D SDF for HMDB0034266 (L-Coprine)

3D-SDF for HMDB0034266 (L-Coprine)

PDB for HMDB0034266 (L-Coprine)

3D PDB for HMDB0034266 (L-Coprine)

SMILES for HMDB0034266 (L-Coprine)

INCHI for HMDB0034266 (L-Coprine)

Structure for HMDB0034266 (L-Coprine)

3D Structure for HMDB0034266 (L-Coprine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra