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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:53:57 UTC

Update Date

2023-02-21 17:23:08 UTC

HMDB ID

HMDB0033141

Secondary Accession Numbers

HMDB33141

Metabolite Identification

Common Name

2-Amino-a-carboline

Description

2-Amino-a-carboline, also known as a-alpha-C or a-a-C, belongs to the class of organic compounds known as alpha carbolines. These are organic compounds containing a pyrido[2,3-b]indole core (which is a pyridine fused to an indole). Based on a literature review a significant number of articles have been published on 2-Amino-a-carboline.

Structure

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


  Mrv0541 02241216012D          

 14 16  0  0  0  0            999 V2000
    2.3525   -0.5774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5270   -0.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0316   -1.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2060   -1.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1242   -0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9490   -0.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6094   -0.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -0.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6094    1.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9490    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1242    0.9903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3712    0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967    0.2473    0.0000 N   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 14  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 13  2  0  0  0  0
  6  7  2  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
M  END
> <DATABASE_ID>
HMDB0033141

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC2=C(C=C1)C1=CC=CC=C1N2

> <INCHI_IDENTIFIER>
InChI=1S/C11H9N3/c12-10-6-5-8-7-3-1-2-4-9(7)13-11(8)14-10/h1-6H,(H3,12,13,14)

> <INCHI_KEY>
FJTNLJLPLJDTRM-UHFFFAOYSA-N

> <FORMULA>
C11H9N3

> <MOLECULAR_WEIGHT>
183.2093

> <EXACT_MASS>
183.079647303

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
19.80849764251107

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9H-pyrido[2,3-b]indol-2-amine

> <ALOGPS_LOGP>
2.08

> <JCHEM_LOGP>
2.0062068933333332

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.117878293458016

> <JCHEM_PKA_STRONGEST_BASIC>
4.824941677956441

> <JCHEM_POLAR_SURFACE_AREA>
54.7

> <JCHEM_REFRACTIVITY>
56.281800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-9H-pyrido[2,3-b]indole

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0       4.391  -1.078   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.850  -0.924   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.926  -2.157   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.384  -2.003   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.232  -0.616   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.771  -0.153   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.004  -0.924   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.391  -0.153   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.391   1.386   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.004   2.157   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.771   1.386   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.232   1.849   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.693   0.616   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.234   0.462   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    6   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13    5   12   14                                                  
CONECT   14    2   13                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   32    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Amino-alpha-carboline	Kegg
a-alpha-C	Kegg
2-Amino-α-carboline	Generator
a-a-C	Generator
a-Α-C	Generator
2-Amino-9H-pyrido(2,3-b)indole	MeSH
2-Amino-9H-pyrido(2,3-b)indole, D-labeled	MeSH
1H-pyrido(2,3-b)indol-2-Amine	HMDB
2-amino-9H-pyrido[2,3-b]Indole	HMDB
3-amino-3-Carboline (obsol.)	HMDB
9H-pyrido[2,3-b]indol-2-Amine	HMDB
amino-alpha-Carboline	HMDB
Glob-P-2	HMDB
2-Amino-a-carboline	Generator

Chemical Formula

C₁₁H₉N₃

Average Molecular Weight

183.2093

Monoisotopic Molecular Weight

183.079647303

IUPAC Name

9H-pyrido[2,3-b]indol-2-amine

Traditional Name

2-amino-9H-pyrido[2,3-b]indole

CAS Registry Number

26148-68-5

SMILES

NC1=NC2=C(C=C1)C1=CC=CC=C1N2

InChI Identifier

InChI=1S/C11H9N3/c12-10-6-5-8-7-3-1-2-4-9(7)13-11(8)14-10/h1-6H,(H3,12,13,14)

InChI Key

FJTNLJLPLJDTRM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha carbolines. These are organic compounds containing a pyrido[2,3-b]indole core (which is a pyridine fused to an indole).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Alpha carbolines

Alternative Parents

Substituents

Alpha-carboline
Pyrrolopyridine
Indole
Imidolactam
Benzenoid
Pyridine
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pyridoindole (CHEBI:82284 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Exogenous

Food

Food (HMDB: HMDB0033141)

Environmental

Tobacco Smoke (HMDB: HMDB0033141)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033141)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	202 - 203 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	2.60	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.45 g/L	ALOGPS
logP	2.08	ALOGPS
logP	2.01	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	14.12	ChemAxon
pKa (Strongest Basic)	4.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	54.7 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	56.28 m³·mol⁻¹	ChemAxon
Polarizability	19.81 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	140.751	31661259
DarkChem	[M-H]-	141.339	31661259
DeepCCS	[M+H]+	142.829	30932474
DeepCCS	[M-H]-	140.434	30932474
DeepCCS	[M-2H]-	175.223	30932474
DeepCCS	[M+Na]+	149.625	30932474
AllCCS	[M+H]+	139.8	32859911
AllCCS	[M+H-H2O]+	135.3	32859911
AllCCS	[M+NH4]+	144.1	32859911
AllCCS	[M+Na]+	145.3	32859911
AllCCS	[M-H]-	141.5	32859911
AllCCS	[M+Na-2H]-	141.3	32859911
AllCCS	[M+HCOO]-	141.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-a-carboline	NC1=NC2=C(C=C1)C1=CC=CC=C1N2	2931.4	Standard polar	33892256
2-Amino-a-carboline	NC1=NC2=C(C=C1)C1=CC=CC=C1N2	2005.5	Standard non polar	33892256
2-Amino-a-carboline	NC1=NC2=C(C=C1)C1=CC=CC=C1N2	2233.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-a-carboline,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C2C(=N1)[NH]C1=CC=CC=C12	2304.4	Semi standard non polar	33892256
2-Amino-a-carboline,1TMS,isomer #1	C[Si](C)(C)NC1=CC=C2C(=N1)[NH]C1=CC=CC=C12	2161.3	Standard non polar	33892256
2-Amino-a-carboline,1TMS,isomer #2	C[Si](C)(C)N1C2=CC=CC=C2C2=CC=C(N)N=C21	2266.4	Semi standard non polar	33892256
2-Amino-a-carboline,1TMS,isomer #2	C[Si](C)(C)N1C2=CC=CC=C2C2=CC=C(N)N=C21	2120.3	Standard non polar	33892256
2-Amino-a-carboline,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C2C(=N1)[NH]C1=CC=CC=C12)[Si](C)(C)C	2333.7	Semi standard non polar	33892256
2-Amino-a-carboline,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=C2C(=N1)[NH]C1=CC=CC=C12)[Si](C)(C)C	2284.2	Standard non polar	33892256
2-Amino-a-carboline,2TMS,isomer #2	C[Si](C)(C)NC1=CC=C2C3=CC=CC=C3N([Si](C)(C)C)C2=N1	2288.5	Semi standard non polar	33892256
2-Amino-a-carboline,2TMS,isomer #2	C[Si](C)(C)NC1=CC=C2C3=CC=CC=C3N([Si](C)(C)C)C2=N1	2194.9	Standard non polar	33892256
2-Amino-a-carboline,3TMS,isomer #1	C[Si](C)(C)N(C1=CC=C2C3=CC=CC=C3N([Si](C)(C)C)C2=N1)[Si](C)(C)C	2297.9	Semi standard non polar	33892256
2-Amino-a-carboline,3TMS,isomer #1	C[Si](C)(C)N(C1=CC=C2C3=CC=CC=C3N([Si](C)(C)C)C2=N1)[Si](C)(C)C	2289.0	Standard non polar	33892256
2-Amino-a-carboline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C2C(=N1)[NH]C1=CC=CC=C12	2536.6	Semi standard non polar	33892256
2-Amino-a-carboline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=C2C(=N1)[NH]C1=CC=CC=C12	2325.0	Standard non polar	33892256
2-Amino-a-carboline,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C2=CC=CC=C2C2=CC=C(N)N=C21	2472.2	Semi standard non polar	33892256
2-Amino-a-carboline,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C2=CC=CC=C2C2=CC=C(N)N=C21	2316.7	Standard non polar	33892256
2-Amino-a-carboline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C2C(=N1)[NH]C1=CC=CC=C12)[Si](C)(C)C(C)(C)C	2746.6	Semi standard non polar	33892256
2-Amino-a-carboline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C2C(=N1)[NH]C1=CC=CC=C12)[Si](C)(C)C(C)(C)C	2697.6	Standard non polar	33892256
2-Amino-a-carboline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=C2C3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=N1	2689.5	Semi standard non polar	33892256
2-Amino-a-carboline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=C2C3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=N1	2602.6	Standard non polar	33892256
2-Amino-a-carboline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C2C3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=N1)[Si](C)(C)C(C)(C)C	2867.3	Semi standard non polar	33892256
2-Amino-a-carboline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=C2C3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=N1)[Si](C)(C)C(C)(C)C	2909.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2-Amino-a-carboline EI-B (Non-derivatized)	splash10-001i-6900000000-f274c4663b258cba600d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Amino-a-carboline EI-B (Non-derivatized)	splash10-001i-6900000000-f274c4663b258cba600d	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-a-carboline GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-0900000000-5c4ec40046c4c105b132	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-a-carboline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-a-carboline 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 - 2-Amino-a-carboline APCI-ITFT , negative-QTOF	splash10-0006-0900000000-3bdfae9d7010d49fc99a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-a-carboline ESI-ITFT , positive-QTOF	splash10-001i-0900000000-f6e28bb7831900d6ad8d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-a-carboline APCI-ITFT , positive-QTOF	splash10-00lr-0900000000-d7ca8cf399170a1846e1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-a-carboline 10V, Positive-QTOF	splash10-001i-0900000000-8f80b0ded52944ffe17e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-a-carboline 20V, Positive-QTOF	splash10-001i-0900000000-8456e1d36c9bed2d70be	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-a-carboline 40V, Positive-QTOF	splash10-0006-0900000000-f70e6be8fbd6b9147b5a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-a-carboline 30V, Positive-QTOF	splash10-014l-0900000000-27f6450790ed85c55c52	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-a-carboline 50V, Positive-QTOF	splash10-0006-0900000000-d3676e137577c5a0c8fb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Amino-a-carboline 35V, Positive-QTOF	splash10-001i-0900000000-f6e28bb7831900d6ad8d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-a-carboline 10V, Positive-QTOF	splash10-001i-0900000000-40420b8554fb9b744f9a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-a-carboline 20V, Positive-QTOF	splash10-001i-0900000000-3a936d103eb70483c5bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-a-carboline 40V, Positive-QTOF	splash10-014i-0900000000-abe05524e994f27c1662	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-a-carboline 10V, Negative-QTOF	splash10-001i-0900000000-39da2723de9d6114edd8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-a-carboline 20V, Negative-QTOF	splash10-001i-0900000000-fb27400b5d7940df7bfe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-a-carboline 40V, Negative-QTOF	splash10-067i-1900000000-e2bd4f7e390fcf75eed8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-a-carboline 10V, Negative-QTOF	splash10-001i-0900000000-5ed329ab18240e3f7699	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-a-carboline 20V, Negative-QTOF	splash10-001i-0900000000-5ed329ab18240e3f7699	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-a-carboline 40V, Negative-QTOF	splash10-0f6x-0900000000-f789de2c65d991670b1b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-a-carboline 10V, Positive-QTOF	splash10-001i-0900000000-93c20d3cb3e863c5d375	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-a-carboline 20V, Positive-QTOF	splash10-001i-0900000000-93c20d3cb3e863c5d375	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-a-carboline 40V, Positive-QTOF	splash10-000x-0900000000-c78317e6ffd98846784f	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB011142

KNApSAcK ID

Not Available

Chemspider ID

56541

KEGG Compound ID

C19186

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62805

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

Melo A, Viegas O, Petisca C, Pinho O, Ferreira IM: Effect of beer/red wine marinades on the formation of heterocyclic aromatic amines in pan-fried beef. J Agric Food Chem. 2008 Nov 26;56(22):10625-32. doi: 10.1021/jf801837s. [PubMed:18950185 ]
Bessette EE, Yasa I, Dunbar D, Wilkens LR, Le Marchand L, Turesky RJ: Biomonitoring of carcinogenic heterocyclic aromatic amines in hair: a validation study. Chem Res Toxicol. 2009 Aug;22(8):1454-63. doi: 10.1021/tx900155f. [PubMed:19588936 ]
De Andres F, Zougagh M, Castaneda G, Rios A: Simultaneous determination of six non-polar heterocyclic amines in meat samples by supercritical fluid extraction-capillary electrophoresis under fluorimetric detection. Electrophoresis. 2010 Jul;31(13):2165-73. doi: 10.1002/elps.201000080. [PubMed:20593391 ]
Bessette EE, Goodenough AK, Langouet S, Yasa I, Kozekov ID, Spivack SD, Turesky RJ: Screening for DNA adducts by data-dependent constant neutral loss-triple stage mass spectrometry with a linear quadrupole ion trap mass spectrometer. Anal Chem. 2009 Jan 15;81(2):809-19. doi: 10.1021/ac802096p. [PubMed:19086795 ]
Stidl R, Sontag G, Koller V, Knasmuller S: Binding of heterocyclic aromatic amines by lactic acid bacteria: results of a comprehensive screening trial. Mol Nutr Food Res. 2008 Mar;52(3):322-9. doi: 10.1002/mnfr.200700034. [PubMed:18320573 ]
Turesky RJ, Bendaly J, Yasa I, Doll MA, Hein DW: The impact of NAT2 acetylator genotype on mutagenesis and DNA adducts from 2-amino-9H-pyrido[2,3-b]indole. Chem Res Toxicol. 2009 Apr;22(4):726-33. doi: 10.1021/tx800473w. [PubMed:19243127 ]
Bessette EE, Spivack SD, Goodenough AK, Wang T, Pinto S, Kadlubar FF, Turesky RJ: Identification of carcinogen DNA adducts in human saliva by linear quadrupole ion trap/multistage tandem mass spectrometry. Chem Res Toxicol. 2010 Jul 19;23(7):1234-44. doi: 10.1021/tx100098f. [PubMed:20443584 ]
Calbiani F, Careri M, Elviri L, Mangia A, Zagnoni I: Validation of an ion-pair liquid chromatography-electrospray-tandem mass spectrometry method for the determination of heterocyclic aromatic amines in meat-based infant foods. Food Addit Contam. 2007 Aug;24(8):833-41. [PubMed:17613070 ]
Costa M, Viegas O, Melo A, Petisca C, Pinho O, Ferreira IM: Heterocyclic aromatic amine formation in barbecued sardines (Sardina pilchardus) and Atlantic salmon (Salmo salar). J Agric Food Chem. 2009 Apr 22;57(8):3173-9. doi: 10.1021/jf8035808. [PubMed:19265446 ]
Back YM, Lee JH, Shin HS, Lee KG: Analysis of heterocyclic amines and beta-carbolines by liquid chromatography-mass spectrometry in cooked meats commonly consumed in Korea. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2009 Mar;26(3):298-305. doi: 10.1080/02652030802526834. [PubMed:19680902 ]
Turesky RJ, Yuan JM, Wang R, Peterson S, Yu MC: Tobacco smoking and urinary levels of 2-amino-9H-pyrido[2,3-b]indole in men of Shanghai, China. Cancer Epidemiol Biomarkers Prev. 2007 Aug;16(8):1554-60. [PubMed:17684128 ]
Lopez-Mendez C, Bermudez-Fajardo A, Ioannides C, Oviedo-Orta E: Effect of 2-amino-9H-pyrido[2,3-b]indole (AalphaC), a carcinogenic heterocyclic amine present in food, on atherosclerotic plaque development in apoE deficient mice. Toxicol Lett. 2009 Mar 10;185(2):73-8. doi: 10.1016/j.toxlet.2008.11.014. Epub 2008 Dec 3. [PubMed:19103270 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Amino-a-carboline (HMDB0033141)

MOL for HMDB0033141 (2-Amino-a-carboline)

3D MOL for HMDB0033141 (2-Amino-a-carboline)

3D SDF for HMDB0033141 (2-Amino-a-carboline)

3D-SDF for HMDB0033141 (2-Amino-a-carboline)

PDB for HMDB0033141 (2-Amino-a-carboline)

3D PDB for HMDB0033141 (2-Amino-a-carboline)

SMILES for HMDB0033141 (2-Amino-a-carboline)

INCHI for HMDB0033141 (2-Amino-a-carboline)

Structure for HMDB0033141 (2-Amino-a-carboline)

3D Structure for HMDB0033141 (2-Amino-a-carboline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra