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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:54:16 UTC

Update Date

2023-02-21 17:23:13 UTC

HMDB ID

HMDB0033188

Secondary Accession Numbers

HMDB33188

Metabolite Identification

Common Name

3-Amino-1-methyl-5H-pyrido[4,3-b]indole

Description

3-Amino-1-methyl-5H-pyrido[4,3-b]indole, also known as tryptophan pyrolysis product 2 or 1-methyl-3-amino-5H-pyrido(4,3-b)indole, belongs to the class of organic compounds known as gamma carbolines. These are polycyclic aromatic compounds containing a gamma-carbazole(5H-pyrido[4,3-b]indole) moiety, with a structure characterized by the presence of pyridine fused to the pyrrole ring of an indole. Based on a literature review a significant number of articles have been published on 3-Amino-1-methyl-5H-pyrido[4,3-b]indole.

Structure

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


  Mrv0541 02241214492D          

 15 17  0  0  0  0            999 V2000
    0.3296   -0.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -0.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9896   -1.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7321   -1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7321   -0.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9896   -0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8246    0.5771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    0.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4121    1.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3196    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7321    1.8971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6496    0.4946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1546   -0.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4846   -0.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  2  0  0  0  0
  1 14  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  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
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033188

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=NC(N)=CC2=C1C1=CC=CC=C1N2

> <INCHI_IDENTIFIER>
InChI=1S/C12H11N3/c1-7-12-8-4-2-3-5-9(8)15-10(12)6-11(13)14-7/h2-6,15H,1H3,(H2,13,14)

> <INCHI_KEY>
LKKMLIBUAXYLOY-UHFFFAOYSA-N

> <FORMULA>
C12H11N3

> <MOLECULAR_WEIGHT>
197.2358

> <EXACT_MASS>
197.095297367

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
21.81653482684974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methyl-5H-pyrido[4,3-b]indol-3-amine

> <ALOGPS_LOGP>
2.46

> <JCHEM_LOGP>
1.7701150073333332

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.09048202560929

> <JCHEM_PKA_STRONGEST_BASIC>
9.68837166303382

> <JCHEM_POLAR_SURFACE_AREA>
54.7

> <JCHEM_REFRACTIVITY>
60.92069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methyl-5H-pyrido[4,3-b]indol-3-amine

> <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  C   UNK     0       0.615  -0.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.615  -1.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.615  -2.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.847  -3.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.233  -2.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.233  -1.231   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.847  -0.461   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -1.539   1.077   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.001   1.231   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.769   2.463   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.463   2.309   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       3.233   3.541   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       3.079   0.923   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.155  -0.307   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.771  -1.693   0.000  0.00  0.00           C+0
CONECT    1    2    9   14                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    1    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14    1   13   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0033188
HETATM    1  C1  UNL     1       0.952   2.324   0.899  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.286   0.987   0.366  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.583   0.629   0.200  1.00  0.00           N  
HETATM    4  C3  UNL     1       2.978  -0.563  -0.277  1.00  0.00           C  
HETATM    5  N2  UNL     1       4.352  -0.887  -0.431  1.00  0.00           N  
HETATM    6  C4  UNL     1       1.968  -1.443  -0.603  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.624  -1.114  -0.448  1.00  0.00           C  
HETATM    8  N3  UNL     1      -0.522  -1.770  -0.684  1.00  0.00           N  
HETATM    9  C6  UNL     1      -1.594  -1.029  -0.371  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.963  -1.243  -0.429  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.845  -0.284  -0.034  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.353   0.924   0.431  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.001   1.178   0.505  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.124   0.203   0.104  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.269   0.122   0.045  1.00  0.00           C  
HETATM   16  H1  UNL     1       0.470   2.288   1.886  1.00  0.00           H  
HETATM   17  H2  UNL     1       0.440   2.927   0.134  1.00  0.00           H  
HETATM   18  H3  UNL     1       1.930   2.873   1.088  1.00  0.00           H  
HETATM   19  H4  UNL     1       5.091  -0.650   0.260  1.00  0.00           H  
HETATM   20  H5  UNL     1       4.644  -1.393  -1.289  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.246  -2.410  -0.989  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.551  -2.738  -1.064  1.00  0.00           H  
HETATM   23  H8  UNL     1      -3.308  -2.215  -0.805  1.00  0.00           H  
HETATM   24  H9  UNL     1      -4.899  -0.509  -0.102  1.00  0.00           H  
HETATM   25  H10 UNL     1      -4.035   1.678   0.741  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.641   2.114   0.867  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   15
CONECT    3    4
CONECT    4    5    6    6
CONECT    5   19   20
CONECT    6    7   21
CONECT    7    8   15   15
CONECT    8    9   22
CONECT    9   10   10   14
CONECT   10   11   23
CONECT   11   12   12   24
CONECT   12   13   25
CONECT   13   14   14   26
CONECT   14   15
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Tryptophan pyrolysis product 2	MeSH
1-Methyl-3-amino-5H-pyrido(4,3-b)indole	MeSH
3-Amino-1-methyl-5H-pyrido(4,3-b)indole	MeSH
Tryptophan pyrolysate	MeSH
Tryptophan pyrolysis product II	MeSH
1-Methyl-5H-pyrido(4,3-b)indol-3-amine	HMDB
1-Methyl-5H-pyrido[3,4-b]indol-1-amine, 9ci	HMDB
1-Methyl-5H-pyrido[4,3-b]indol-3-amine	HMDB
1-Methyl-9H-pyrido(4,3-b)indol-3-amine	HMDB
3-amino-1-Methyl-gamma-carboline	HMDB
RP-P-2	HMDB
TRP-2	HMDB
TRP-P-2	HMDB
TRP-P2	HMDB
Tryptophan P2	HMDB
Tryptophan-P-2	HMDB
Trytophan pyrolysate 2	HMDB
3-Amino-1-methyl-5H-pyrido[4,3-b]indole	KEGG

Chemical Formula

C₁₂H₁₁N₃

Average Molecular Weight

197.2358

Monoisotopic Molecular Weight

197.095297367

IUPAC Name

1-methyl-5H-pyrido[4,3-b]indol-3-amine

Traditional Name

1-methyl-5H-pyrido[4,3-b]indol-3-amine

CAS Registry Number

62450-07-1

SMILES

CC1=NC(N)=CC2=C1C1=CC=CC=C1N2

InChI Identifier

InChI=1S/C12H11N3/c1-7-12-8-4-2-3-5-9(8)15-10(12)6-11(13)14-7/h2-6,15H,1H3,(H2,13,14)

InChI Key

LKKMLIBUAXYLOY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma carbolines. These are polycyclic aromatic compounds containing a gamma-carbazole(5H-pyrido[4,3-b]indole) moiety, with a structure characterized by the presence of pyridine fused to the pyrrole ring of an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Gamma carbolines

Alternative Parents

Substituents

Gamma-carboline
Indole
Pyrrolopyridine
Aminopyridine
Methylpyridine
Imidolactam
Benzenoid
Pyridine
Heteroaromatic compound
Pyrrole
Azacycle
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Amine
Organic nitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pyridoindole (CHEBI:34328 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Exogenous

Food

Food (HMDB: HMDB0033188)

Environmental

Tobacco Smoke (HMDB: HMDB0033188)

Process

Naturally occurring process

Biological process

Cellular process

Apoptosis (HMDB: HMDB0033188)

Quinolines (HMDB: HMDB0033188)

Role

Biological role

Nutrient (HMDB: HMDB0033188)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	242 - 247 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	32.86 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	2.46	ALOGPS
logP	1.77	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	13.09	ChemAxon
pKa (Strongest Basic)	9.69	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	54.7 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	60.92 m³·mol⁻¹	ChemAxon
Polarizability	21.82 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]+	144.639	31661259
DarkChem	[M-H]-	145.258	31661259
DeepCCS	[M+H]+	144.302	30932474
DeepCCS	[M-H]-	141.944	30932474
DeepCCS	[M-2H]-	176.296	30932474
DeepCCS	[M+Na]+	151.219	30932474
AllCCS	[M+H]+	143.0	32859911
AllCCS	[M+H-H2O]+	138.5	32859911
AllCCS	[M+NH4]+	147.1	32859911
AllCCS	[M+Na]+	148.2	32859911
AllCCS	[M-H]-	146.5	32859911
AllCCS	[M+Na-2H]-	146.2	32859911
AllCCS	[M+HCOO]-	146.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Amino-1-methyl-5H-pyrido[4,3-b]indole	CC1=NC(N)=CC2=C1C1=CC=CC=C1N2	3378.0	Standard polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole	CC1=NC(N)=CC2=C1C1=CC=CC=C1N2	2131.3	Standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole	CC1=NC(N)=CC2=C1C1=CC=CC=C1N2	2470.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,1TMS,isomer #1	CC1=NC(N[Si](C)(C)C)=CC2=C1C1=CC=CC=C1[NH]2	2466.1	Semi standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,1TMS,isomer #1	CC1=NC(N[Si](C)(C)C)=CC2=C1C1=CC=CC=C1[NH]2	2218.6	Standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,1TMS,isomer #2	CC1=NC(N)=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C	2403.1	Semi standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,1TMS,isomer #2	CC1=NC(N)=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C	2185.7	Standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,2TMS,isomer #1	CC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=CC2=C1C1=CC=CC=C1[NH]2	2475.8	Semi standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,2TMS,isomer #1	CC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=CC2=C1C1=CC=CC=C1[NH]2	2284.3	Standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,2TMS,isomer #2	CC1=NC(N[Si](C)(C)C)=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C	2402.5	Semi standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,2TMS,isomer #2	CC1=NC(N[Si](C)(C)C)=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C	2232.9	Standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,3TMS,isomer #1	CC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C	2449.6	Semi standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,3TMS,isomer #1	CC1=NC(N([Si](C)(C)C)[Si](C)(C)C)=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C	2305.9	Standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,1TBDMS,isomer #1	CC1=NC(N[Si](C)(C)C(C)(C)C)=CC2=C1C1=CC=CC=C1[NH]2	2686.4	Semi standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,1TBDMS,isomer #1	CC1=NC(N[Si](C)(C)C(C)(C)C)=CC2=C1C1=CC=CC=C1[NH]2	2375.0	Standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,1TBDMS,isomer #2	CC1=NC(N)=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C	2621.4	Semi standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,1TBDMS,isomer #2	CC1=NC(N)=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C	2382.5	Standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,2TBDMS,isomer #1	CC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC2=C1C1=CC=CC=C1[NH]2	2883.6	Semi standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,2TBDMS,isomer #1	CC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC2=C1C1=CC=CC=C1[NH]2	2674.6	Standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,2TBDMS,isomer #2	CC1=NC(N[Si](C)(C)C(C)(C)C)=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C	2768.0	Semi standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,2TBDMS,isomer #2	CC1=NC(N[Si](C)(C)C(C)(C)C)=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C	2621.2	Standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,3TBDMS,isomer #1	CC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C	2944.0	Semi standard non polar	33892256
3-Amino-1-methyl-5H-pyrido[4,3-b]indole,3TBDMS,isomer #1	CC1=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C	2895.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole EI-B (Non-derivatized)	splash10-0002-3900000000-8ba44f186f86b672eda5	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole EI-B (Non-derivatized)	splash10-0002-3900000000-8ba44f186f86b672eda5	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-0900000000-c023c3277c709a0628fa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 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 - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 10V, Positive-QTOF	splash10-0002-0900000000-8c1ba829e5497870011b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 20V, Positive-QTOF	splash10-0002-0900000000-c01ed14fcd7efcce22aa	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 40V, Positive-QTOF	splash10-0kai-0900000000-b076010a26f7e599a957	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 10V, Negative-QTOF	splash10-0002-1900000000-d9e6c66d929e6e00785a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 20V, Negative-QTOF	splash10-0002-0900000000-861d27c1dfaaea2b88b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 40V, Negative-QTOF	splash10-0006-6900000000-f58db98e4dc8860c9a3e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 10V, Negative-QTOF	splash10-0002-0900000000-081eee6e904048150332	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 20V, Negative-QTOF	splash10-0002-0900000000-081eee6e904048150332	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 40V, Negative-QTOF	splash10-0ufr-3900000000-3a50971a0a6deaaace9b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 10V, Positive-QTOF	splash10-0002-0900000000-732fba02eb75c1e91307	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 20V, Positive-QTOF	splash10-0002-0900000000-732fba02eb75c1e91307	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Amino-1-methyl-5H-pyrido[4,3-b]indole 40V, Positive-QTOF	splash10-055e-0900000000-3f16a34eea3f165ca9cc	2021-09-22	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

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

FDB011200

KNApSAcK ID

Not Available

Chemspider ID

4447540

KEGG Compound ID

C14416

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5284476

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1379881

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Schindl R, Fritsch R, Jardin I, Frischauf I, Kahr H, Muik M, Riedl MC, Groschner K, Romanin C: Canonical transient receptor potential (TRPC) 1 acts as a negative regulator for vanilloid TRPV6-mediated Ca2+ influx. J Biol Chem. 2012 Oct 12;287(42):35612-20. doi: 10.1074/jbc.M112.400952. Epub 2012 Aug 29. [PubMed:22932896 ]
Sammels E, Devogelaere B, Mekahli D, Bultynck G, Missiaen L, Parys JB, De Smedt H: Unraveling the role of polycystin-2/inositol 1,4,5-trisphosphate receptor interaction in Ca signaling. Commun Integr Biol. 2010 Nov;3(6):530-2. doi: 10.4161/cib.3.6.12751. Epub 2010 Nov 1. [PubMed:21331231 ]
Zhu J, Yu Y, Ulbrich MH, Li MH, Isacoff EY, Honig B, Yang J: Structural model of the TRPP2/PKD1 C-terminal coiled-coil complex produced by a combined computational and experimental approach. Proc Natl Acad Sci U S A. 2011 Jun 21;108(25):10133-8. doi: 10.1073/pnas.1017669108. Epub 2011 Jun 3. [PubMed:21642537 ]
Du J, Wong WY, Sun L, Huang Y, Yao X: Protein kinase G inhibits flow-induced Ca2+ entry into collecting duct cells. J Am Soc Nephrol. 2012 Jul;23(7):1172-80. doi: 10.1681/ASN.2011100972. Epub 2012 Apr 19. [PubMed:22518003 ]
Cantero Mdel R, Cantiello HF: Effect of lithium on the electrical properties of polycystin-2 (TRPP2). Eur Biophys J. 2011 Sep;40(9):1029-42. doi: 10.1007/s00249-011-0715-2. Epub 2011 Jun 16. [PubMed:21678023 ]
Hofherr A, Kottgen M: TRPP channels and polycystins. Adv Exp Med Biol. 2011;704:287-313. doi: 10.1007/978-94-007-0265-3_16. [PubMed:21290302 ]
Feng S, Rodat-Despoix L, Delmas P, Ong AC: A single amino acid residue constitutes the third dimerization domain essential for the assembly and function of the tetrameric polycystin-2 (TRPP2) channel. J Biol Chem. 2011 May 27;286(21):18994-9000. doi: 10.1074/jbc.M110.192286. Epub 2011 Apr 7. [PubMed:21474446 ]
Kottgen M, Hofherr A, Li W, Chu K, Cook S, Montell C, Watnick T: Drosophila sperm swim backwards in the female reproductive tract and are activated via TRPP2 ion channels. PLoS One. 2011;6(5):e20031. doi: 10.1371/journal.pone.0020031. Epub 2011 May 20. [PubMed:21625494 ]
Gilliam JC, Wensel TG: TRP channel gene expression in the mouse retina. Vision Res. 2011 Dec 8;51(23-24):2440-52. doi: 10.1016/j.visres.2011.10.009. Epub 2011 Oct 20. [PubMed:22037305 ]
Berrout J, Jin M, O'Neil RG: Critical role of TRPP2 and TRPC1 channels in stretch-induced injury of blood-brain barrier endothelial cells. Brain Res. 2012 Feb 3;1436:1-12. doi: 10.1016/j.brainres.2011.11.044. Epub 2011 Dec 1. [PubMed:22192412 ]
Hoffmeister H, Babinger K, Gurster S, Cedzich A, Meese C, Schadendorf K, Osten L, de Vries U, Rascle A, Witzgall R: Polycystin-2 takes different routes to the somatic and ciliary plasma membrane. J Cell Biol. 2011 Feb 21;192(4):631-45. doi: 10.1083/jcb.201007050. Epub 2011 Feb 14. [PubMed:21321097 ]
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Showing metabocard for 3-Amino-1-methyl-5H-pyrido[4,3-b]indole (HMDB0033188)

MOL for HMDB0033188 (3-Amino-1-methyl-5H-pyrido[4,3-b]indole)

3D MOL for HMDB0033188 (3-Amino-1-methyl-5H-pyrido[4,3-b]indole)

3D SDF for HMDB0033188 (3-Amino-1-methyl-5H-pyrido[4,3-b]indole)

3D-SDF for HMDB0033188 (3-Amino-1-methyl-5H-pyrido[4,3-b]indole)

PDB for HMDB0033188 (3-Amino-1-methyl-5H-pyrido[4,3-b]indole)

3D PDB for HMDB0033188 (3-Amino-1-methyl-5H-pyrido[4,3-b]indole)

SMILES for HMDB0033188 (3-Amino-1-methyl-5H-pyrido[4,3-b]indole)

INCHI for HMDB0033188 (3-Amino-1-methyl-5H-pyrido[4,3-b]indole)

Structure for HMDB0033188 (3-Amino-1-methyl-5H-pyrido[4,3-b]indole)

3D Structure for HMDB0033188 (3-Amino-1-methyl-5H-pyrido[4,3-b]indole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra