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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:17:36 UTC

Update Date

2022-03-07 02:53:46 UTC

HMDB ID

HMDB0033557

Secondary Accession Numbers

HMDB33557

Metabolite Identification

Common Name

(±)-6-Chlorotryptophan

Description

6-chlorotryptophan belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. Based on a literature review very few articles have been published on 6-chlorotryptophan.

Structure

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


  Mrv0541 05061307112D          

 16 17  0  0  0  0            999 V2000
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1659    1.4230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440    2.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0150    3.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  6  3  1  0  0  0  0
  6  5  2  0  0  0  0
  7  1  1  0  0  0  0
  7  4  2  0  0  0  0
  8  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 13  9  1  0  0  0  0
 14  5  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 16 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033557

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CC1=CNC2=C1C=CC(Cl)=C2)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H11ClN2O2/c12-7-1-2-8-6(3-9(13)11(15)16)5-14-10(8)4-7/h1-2,4-5,9,14H,3,13H2,(H,15,16)

> <INCHI_KEY>
FICLVQOYKYBXFN-UHFFFAOYSA-N

> <FORMULA>
C11H11ClN2O2

> <MOLECULAR_WEIGHT>
238.67

> <EXACT_MASS>
238.050905313

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
23.640499240678153

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-(6-chloro-1H-indol-3-yl)propanoic acid

> <ALOGPS_LOGP>
-0.49

> <JCHEM_LOGP>
-0.48198997207879474

> <ALOGPS_LOGS>
-2.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.785768729380013

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.11062485177861

> <JCHEM_PKA_STRONGEST_BASIC>
9.39585752491739

> <JCHEM_POLAR_SURFACE_AREA>
79.11

> <JCHEM_REFRACTIVITY>
61.0076

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-3-(6-chloro-1H-indol-3-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.340   3.801   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.864   5.265   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0       8.788  -0.770   0.000  0.00  0.00          Cl+0
HETATM   13  N   UNK     0       0.310   2.656   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      -0.642   5.585   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.895   6.410   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    8                                                       
CONECT    3    6    9                                                       
CONECT    4    7   10                                                       
CONECT    5    6   14                                                       
CONECT    6    3    5    8                                                  
CONECT    7    1    4   12                                                  
CONECT    8    2    6   10                                                  
CONECT    9    3   11   13                                                  
CONECT   10    4    8   14                                                  
CONECT   11    9   15   16                                                  
CONECT   12    7                                                            
CONECT   13    9                                                            
CONECT   14    5   10                                                       
CONECT   15   11                                                            
CONECT   16   11                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0247046
HETATM    1  N1  UNL     1       2.224   1.337   0.704  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.062  -0.088   0.563  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.335  -0.439  -0.738  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.002   0.143  -0.829  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.357   1.232  -1.589  1.00  0.00           C  
HETATM    6  N2  UNL     1      -1.660   1.472  -1.420  1.00  0.00           N  
HETATM    7  C5  UNL     1      -2.200   0.574  -0.564  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.478   0.404  -0.078  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.747  -0.613   0.798  1.00  0.00           C  
HETATM   10 CL1  UNL     1      -5.379  -0.828   1.414  1.00  0.00          CL  
HETATM   11  C8  UNL     1      -2.725  -1.469   1.191  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.453  -1.280   0.693  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.144  -0.266  -0.192  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.372  -0.756   0.465  1.00  0.00           C  
HETATM   15  O1  UNL     1       3.448  -1.990   0.344  1.00  0.00           O  
HETATM   16  O2  UNL     1       4.515   0.006   0.509  1.00  0.00           O  
HETATM   17  H1  UNL     1       2.784   1.785  -0.029  1.00  0.00           H  
HETATM   18  H2  UNL     1       2.355   1.661   1.662  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.448  -0.452   1.409  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.370  -1.537  -0.821  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.031  -0.068  -1.547  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.296   1.817  -2.229  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.191   2.239  -1.880  1.00  0.00           H  
HETATM   24  H8  UNL     1      -4.280   1.075  -0.385  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.983  -2.262   1.887  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.661  -1.947   1.000  1.00  0.00           H  
HETATM   27  H11 UNL     1       5.013   0.253  -0.339  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3   14   19
CONECT    3    4   20   21
CONECT    4    5    5   13
CONECT    5    6   22
CONECT    6    7   23
CONECT    7    8    8   13
CONECT    8    9   24
CONECT    9   10   11   11
CONECT   11   12   25
CONECT   12   13   13   26
CONECT   14   15   15   16
CONECT   16   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6-chloro-DL-Tryptophan	HMDB
6-chloro-Tryptophan	HMDB
6-Chlorotryptophan	HMDB, MeSH
6-Chlorotryptophan, (R)-isomer	MeSH
6-Chlorotryptophan, (DL)-isomer	MeSH

Chemical Formula

C₁₁H₁₁ClN₂O₂

Average Molecular Weight

238.67

Monoisotopic Molecular Weight

238.050905313

IUPAC Name

2-amino-3-(6-chloro-1H-indol-3-yl)propanoic acid

Traditional Name

2-amino-3-(6-chloro-1H-indol-3-yl)propanoic acid

CAS Registry Number

17808-21-8

SMILES

NC(CC1=CNC2=C1C=CC(Cl)=C2)C(O)=O

InChI Identifier

InChI=1S/C11H11ClN2O2/c12-7-1-2-8-6(3-9(13)11(15)16)5-14-10(8)4-7/h1-2,4-5,9,14H,3,13H2,(H,15,16)

InChI Key

FICLVQOYKYBXFN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Indolyl carboxylic acid derivative
Alpha-amino acid
Alpha-amino acid or derivatives
3-alkylindole
Indole
Aralkylamine
Aryl chloride
Aryl halide
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organopnictogen compound
Primary aliphatic amine
Primary amine
Amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033557)
Cytoplasm (HMDB: HMDB0033557)

Source

Exogenous

Exogenous (HMDB: HMDB0033557)

Food

Food (HMDB: HMDB0033557)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033557)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	278 °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	0.6 g/L	ALOGPS
logP	-0.49	ALOGPS
logP	-0.48	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.11	ChemAxon
pKa (Strongest Basic)	9.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.11 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	61.01 m³·mol⁻¹	ChemAxon
Polarizability	23.64 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	144.348	30932474
DeepCCS	[M-H]-	141.99	30932474
DeepCCS	[M-2H]-	176.516	30932474
DeepCCS	[M+Na]+	152.006	30932474
AllCCS	[M+H]+	152.0	32859911
AllCCS	[M+H-H2O]+	148.1	32859911
AllCCS	[M+NH4]+	155.5	32859911
AllCCS	[M+Na]+	156.6	32859911
AllCCS	[M-H]-	151.6	32859911
AllCCS	[M+Na-2H]-	151.7	32859911
AllCCS	[M+HCOO]-	151.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.03 minutes	32390414
Predicted by Siyang on May 30, 2022	10.8681 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.89 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	268.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-6-Chlorotryptophan	NC(CC1=CNC2=C1C=CC(Cl)=C2)C(O)=O	3481.3	Standard polar	33892256
(??)-6-Chlorotryptophan	NC(CC1=CNC2=C1C=CC(Cl)=C2)C(O)=O	2151.2	Standard non polar	33892256
(??)-6-Chlorotryptophan	NC(CC1=CNC2=C1C=CC(Cl)=C2)C(O)=O	2568.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(??)-6-Chlorotryptophan,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CC1=C[NH]C2=CC(Cl)=CC=C12	2365.1	Semi standard non polar	33892256
(??)-6-Chlorotryptophan,1TMS,isomer #2	C[Si](C)(C)NC(CC1=C[NH]C2=CC(Cl)=CC=C12)C(=O)O	2351.0	Semi standard non polar	33892256
(??)-6-Chlorotryptophan,1TMS,isomer #3	C[Si](C)(C)N1C=C(CC(N)C(=O)O)C2=CC=C(Cl)C=C21	2372.8	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,2TMS,isomer #1	C[Si](C)(C)NC(CC1=C[NH]C2=CC(Cl)=CC=C12)C(=O)O[Si](C)(C)C	2320.3	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,2TMS,isomer #1	C[Si](C)(C)NC(CC1=C[NH]C2=CC(Cl)=CC=C12)C(=O)O[Si](C)(C)C	2256.0	Standard non polar	33892256
(±)-6-Chlorotryptophan,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC(Cl)=CC=C12	2352.9	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC(Cl)=CC=C12	2253.7	Standard non polar	33892256
(±)-6-Chlorotryptophan,2TMS,isomer #3	C[Si](C)(C)N(C(CC1=C[NH]C2=CC(Cl)=CC=C12)C(=O)O)[Si](C)(C)C	2497.7	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,2TMS,isomer #3	C[Si](C)(C)N(C(CC1=C[NH]C2=CC(Cl)=CC=C12)C(=O)O)[Si](C)(C)C	2367.4	Standard non polar	33892256
(±)-6-Chlorotryptophan,2TMS,isomer #4	C[Si](C)(C)NC(CC1=CN([Si](C)(C)C)C2=CC(Cl)=CC=C12)C(=O)O	2350.0	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,2TMS,isomer #4	C[Si](C)(C)NC(CC1=CN([Si](C)(C)C)C2=CC(Cl)=CC=C12)C(=O)O	2307.6	Standard non polar	33892256
(±)-6-Chlorotryptophan,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC(Cl)=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2481.0	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC(Cl)=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2424.2	Standard non polar	33892256
(±)-6-Chlorotryptophan,3TMS,isomer #2	C[Si](C)(C)NC(CC1=CN([Si](C)(C)C)C2=CC(Cl)=CC=C12)C(=O)O[Si](C)(C)C	2331.9	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,3TMS,isomer #2	C[Si](C)(C)NC(CC1=CN([Si](C)(C)C)C2=CC(Cl)=CC=C12)C(=O)O[Si](C)(C)C	2338.2	Standard non polar	33892256
(±)-6-Chlorotryptophan,3TMS,isomer #3	C[Si](C)(C)N(C(CC1=CN([Si](C)(C)C)C2=CC(Cl)=CC=C12)C(=O)O)[Si](C)(C)C	2525.2	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,3TMS,isomer #3	C[Si](C)(C)N(C(CC1=CN([Si](C)(C)C)C2=CC(Cl)=CC=C12)C(=O)O)[Si](C)(C)C	2462.7	Standard non polar	33892256
(±)-6-Chlorotryptophan,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC(Cl)=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2551.1	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC(Cl)=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2491.0	Standard non polar	33892256
(??)-6-Chlorotryptophan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC1=C[NH]C2=CC(Cl)=CC=C12	2651.8	Semi standard non polar	33892256
(??)-6-Chlorotryptophan,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=C[NH]C2=CC(Cl)=CC=C12)C(=O)O	2622.3	Semi standard non polar	33892256
(??)-6-Chlorotryptophan,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=C(CC(N)C(=O)O)C2=CC=C(Cl)C=C21	2640.3	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=C[NH]C2=CC(Cl)=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	2809.3	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=C[NH]C2=CC(Cl)=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	2730.9	Standard non polar	33892256
(±)-6-Chlorotryptophan,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC(Cl)=CC=C12	2843.1	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC(Cl)=CC=C12	2684.5	Standard non polar	33892256
(±)-6-Chlorotryptophan,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=C[NH]C2=CC(Cl)=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	2987.4	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=C[NH]C2=CC(Cl)=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	2798.4	Standard non polar	33892256
(±)-6-Chlorotryptophan,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC(Cl)=CC=C12)C(=O)O	2829.8	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC(Cl)=CC=C12)C(=O)O	2743.2	Standard non polar	33892256
(±)-6-Chlorotryptophan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC(Cl)=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3179.7	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC(Cl)=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3064.3	Standard non polar	33892256
(±)-6-Chlorotryptophan,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC(Cl)=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3007.0	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC(Cl)=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	2961.1	Standard non polar	33892256
(±)-6-Chlorotryptophan,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC(Cl)=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	3201.4	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC(Cl)=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	3025.4	Standard non polar	33892256
(±)-6-Chlorotryptophan,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC(Cl)=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3381.7	Semi standard non polar	33892256
(±)-6-Chlorotryptophan,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC(Cl)=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3231.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-6-Chlorotryptophan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-7920000000-789144f6b1b4ef754a72	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-6-Chlorotryptophan GC-MS (1 TMS) - 70eV, Positive	splash10-0006-4910000000-8f35950521db532c4ad2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-6-Chlorotryptophan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-6-Chlorotryptophan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-6-Chlorotryptophan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-6-Chlorotryptophan GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-6-Chlorotryptophan GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-6-Chlorotryptophan GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-6-Chlorotryptophan GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-6-Chlorotryptophan GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	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 - (±)-6-Chlorotryptophan 10V, Positive-QTOF	splash10-000f-0960000000-d1a6bb0c7310defe574d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-6-Chlorotryptophan 20V, Positive-QTOF	splash10-0006-0910000000-fd077e1d4a8ed2318734	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-6-Chlorotryptophan 40V, Positive-QTOF	splash10-03di-0900000000-0ed6491205d3c9f87f5f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-6-Chlorotryptophan 10V, Negative-QTOF	splash10-000i-2190000000-5fa3c1e42a157430c3da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-6-Chlorotryptophan 20V, Negative-QTOF	splash10-00di-9650000000-f6dbe63ad939332246b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-6-Chlorotryptophan 40V, Negative-QTOF	splash10-00di-9600000000-3ceb6a9136cd1f78c0ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-6-Chlorotryptophan 10V, Negative-QTOF	splash10-0udi-0940000000-cbb58b3e3ee6fd88262b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-6-Chlorotryptophan 20V, Negative-QTOF	splash10-0udi-4900000000-a6364cf34396d6eb9aab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-6-Chlorotryptophan 40V, Negative-QTOF	splash10-0udi-4900000000-7085fbdb39cb851bb2d5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-6-Chlorotryptophan 10V, Positive-QTOF	splash10-009l-0690000000-87163f254c9df21b1737	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-6-Chlorotryptophan 20V, Positive-QTOF	splash10-004i-0910000000-48fe8efe86b17d7c027c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-6-Chlorotryptophan 40V, Positive-QTOF	splash10-004i-0900000000-f940dd32bab360bb5dc6	2021-09-23	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58751

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

140516

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 (±)-6-Chlorotryptophan (HMDB0033557)

MOL for HMDB0033557 ((±)-6-Chlorotryptophan)

3D MOL for HMDB0033557 ((±)-6-Chlorotryptophan)

3D SDF for HMDB0033557 ((±)-6-Chlorotryptophan)

3D-SDF for HMDB0033557 ((±)-6-Chlorotryptophan)

PDB for HMDB0033557 ((±)-6-Chlorotryptophan)

3D PDB for HMDB0033557 ((±)-6-Chlorotryptophan)

SMILES for HMDB0033557 ((±)-6-Chlorotryptophan)

INCHI for HMDB0033557 ((±)-6-Chlorotryptophan)

Structure for HMDB0033557 ((±)-6-Chlorotryptophan)

3D Structure for HMDB0033557 ((±)-6-Chlorotryptophan)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra