Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (11)transporters (2) Show 13 proteins XML

enzymes (11)transporters (2) Show 13 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:03 UTC

HMDB ID

HMDB0015627

Secondary Accession Numbers

HMDB15627

Metabolite Identification

Common Name

Droxidopa

Description

Droxidopa is a precursor of noradrenaline that is used in the treatment of Parkinsonism. It is approved for use in Japan and is currently in trials in the U.S. The racaemic form (dl-threo-3,4-dihydroxyphenylserine) has also been used, and has been investigated in the treatment of orthostatic hypotension. There is a deficit of noradrenaline as well as of dopamine in Parkinson's disease and it has been proposed that this underlies the sudden transient freezing seen usually in advanced disease.

Structure

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


  Mrv0541 02231218162D          

 15 15  0  0  1  0            999 V2000
    2.8075    1.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    2.3472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -1.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -2.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    2.3472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.6971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.6971    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2365    1.1096    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5220   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    1.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  6  0  0  0
  2 12  1  0  0  0  0
  3 13  1  0  0  0  0
  4 15  1  0  0  0  0
  5 12  2  0  0  0  0
  8  6  1  6  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  2  0  0  0  0
 13 15  2  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015627

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@H]([C@@H](O)C1=CC(O)=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H11NO5/c10-7(9(14)15)8(13)4-1-2-5(11)6(12)3-4/h1-3,7-8,11-13H,10H2,(H,14,15)/t7-,8+/m1/s1

> <INCHI_KEY>
QXWYKJLNLSIPIN-SFYZADRCSA-N

> <FORMULA>
C9H11NO5

> <MOLECULAR_WEIGHT>
213.1873

> <EXACT_MASS>
213.063722467

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
19.632358690478345

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S)-2-amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic acid

> <ALOGPS_LOGP>
-2.37

> <JCHEM_LOGP>
-2.7110136124904325

> <ALOGPS_LOGS>
-1.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.384501138977436

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4644187863117786

> <JCHEM_PKA_STRONGEST_BASIC>
8.715370201253013

> <JCHEM_POLAR_SURFACE_AREA>
124.01

> <JCHEM_REFRACTIVITY>
50.28560000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.53e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
droxidopa

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.241   2.071   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       9.242   4.381   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.907  -3.319   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.574  -4.859   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       6.574   4.381   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       9.242   1.301   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       6.574   1.301   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.908   2.071   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.574  -0.239   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.241  -1.009   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.908  -1.009   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.908   3.611   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.241  -2.549   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.908  -2.549   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.574  -3.319   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   15                                                            
CONECT    5   12                                                            
CONECT    6    8                                                            
CONECT    7    1    8    9                                                  
CONECT    8    6    7   12                                                  
CONECT    9    7   10   11                                                  
CONECT   10    9   13                                                       
CONECT   11    9   14                                                       
CONECT   12    2    5    8                                                  
CONECT   13    3   10   15                                                  
CONECT   14   11   15                                                       
CONECT   15    4   13   14                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0015627
HETATM    1  N1  UNL     1      -1.578   1.658   0.068  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.973   0.346   0.510  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.410   0.084   0.250  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.115   0.968  -0.297  1.00  0.00           O  
HETATM    5  O2  UNL     1      -4.021  -1.112   0.589  1.00  0.00           O  
HETATM    6  C3  UNL     1      -1.162  -0.659  -0.288  1.00  0.00           C  
HETATM    7  O3  UNL     1      -1.496  -0.422  -1.641  1.00  0.00           O  
HETATM    8  C4  UNL     1       0.286  -0.462  -0.173  1.00  0.00           C  
HETATM    9  C5  UNL     1       1.103  -1.021  -1.135  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.473  -0.887  -1.106  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.015  -0.161  -0.063  1.00  0.00           C  
HETATM   12  O4  UNL     1       4.388  -0.003   0.001  1.00  0.00           O  
HETATM   13  C8  UNL     1       2.214   0.403   0.904  1.00  0.00           C  
HETATM   14  O5  UNL     1       2.777   1.135   1.951  1.00  0.00           O  
HETATM   15  C9  UNL     1       0.845   0.262   0.863  1.00  0.00           C  
HETATM   16  H1  UNL     1      -2.353   2.190  -0.381  1.00  0.00           H  
HETATM   17  H2  UNL     1      -0.688   1.691  -0.442  1.00  0.00           H  
HETATM   18  H3  UNL     1      -1.752   0.283   1.604  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.457  -1.803   1.067  1.00  0.00           H  
HETATM   20  H5  UNL     1      -1.459  -1.700  -0.058  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.886   0.249  -2.038  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.664  -1.591  -1.951  1.00  0.00           H  
HETATM   23  H8  UNL     1       3.133  -1.319  -1.852  1.00  0.00           H  
HETATM   24  H9  UNL     1       4.995  -0.398  -0.682  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.219   1.550   2.659  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.238   0.718   1.640  1.00  0.00           H  
CONECT    1    2   16   17
CONECT    2    3    6   18
CONECT    3    4    4    5
CONECT    5   19
CONECT    6    7    8   20
CONECT    7   21
CONECT    8    9    9   15
CONECT    9   10   22
CONECT   10   11   11   23
CONECT   11   12   13
CONECT   12   24
CONECT   13   14   15   15
CONECT   14   25
CONECT   15   26
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Dops	Kegg
Northera	Kegg
Droxydopa	HMDB
L-Dihydroxyphenylserine	HMDB
L-DOPS	HMDB
L-Threo-3,4-dihydroxyphenylserine	HMDB
3,4 Dihydroxyphenylserine	HMDB
3,4 Threo dops	HMDB
3,4-Dihydroxyphenylserine	HMDB
3,4-Threo-dops	HMDB
DL Threo 3,4 dihydroxyphenylserine	HMDB
DL-Threo-3,4-dihydroxyphenylserine	HMDB
Droxidopa, (DL-tyr)-isomer	HMDB
Erythro 3,4 dihydroxyphenylserine	HMDB
Erythro-3,4-dihydroxyphenylserine	HMDB
Threo dops	HMDB
Threo-dops	HMDB
(2R,3S)-2-Amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoate	Generator

Chemical Formula

C₉H₁₁NO₅

Average Molecular Weight

213.1873

Monoisotopic Molecular Weight

213.063722467

IUPAC Name

(2R,3S)-2-amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic acid

Traditional Name

droxidopa

CAS Registry Number

23651-95-8

SMILES

N[C@H]([C@@H](O)C1=CC(O)=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C9H11NO5/c10-7(9(14)15)8(13)4-1-2-5(11)6(12)3-4/h1-3,7-8,11-13H,10H2,(H,14,15)/t7-,8+/m1/s1

InChI Key

QXWYKJLNLSIPIN-SFYZADRCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine 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

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
3-phenylpropanoic-acid
Alpha-amino acid
D-alpha-amino acid
Catechol
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Hydroxy acid
Amino acid
Secondary alcohol
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organooxygen compound
Organonitrogen compound
Primary amine
Primary aliphatic amine
Aromatic alcohol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Amine
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	15.3 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	15.3 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-2.7	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.46	ChemAxon
pKa (Strongest Basic)	8.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	124.01 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	50.29 m³·mol⁻¹	ChemAxon
Polarizability	19.63 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]+	150.323	31661259
DarkChem	[M-H]-	146.605	31661259
DeepCCS	[M+H]+	152.739	30932474
DeepCCS	[M-H]-	150.344	30932474
DeepCCS	[M-2H]-	183.443	30932474
DeepCCS	[M+Na]+	158.652	30932474
AllCCS	[M+H]+	148.0	32859911
AllCCS	[M+H-H2O]+	144.0	32859911
AllCCS	[M+NH4]+	151.7	32859911
AllCCS	[M+Na]+	152.7	32859911
AllCCS	[M-H]-	143.4	32859911
AllCCS	[M+Na-2H]-	143.9	32859911
AllCCS	[M+HCOO]-	144.5	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.	1.44 minutes	32390414
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.	1.72 minutes	32390414
Predicted by Siyang on May 30, 2022	9.881 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.88 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	394.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	419.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	290.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	47.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	51.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	295.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	217.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	912.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	595.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	45.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	699.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	172.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	222.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	708.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	582.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	464.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Droxidopa	N[C@H]([C@@H](O)C1=CC(O)=C(O)C=C1)C(O)=O	3529.4	Standard polar	33892256
Droxidopa	N[C@H]([C@@H](O)C1=CC(O)=C(O)C=C1)C(O)=O	2359.6	Standard non polar	33892256
Droxidopa	N[C@H]([C@@H](O)C1=CC(O)=C(O)C=C1)C(O)=O	2191.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Droxidopa,1TMS,isomer #1	C[Si](C)(C)O[C@@H](C1=CC=C(O)C(O)=C1)[C@@H](N)C(=O)O	2182.5	Semi standard non polar	33892256
Droxidopa,1TMS,isomer #2	C[Si](C)(C)OC1=CC([C@H](O)[C@@H](N)C(=O)O)=CC=C1O	2180.8	Semi standard non polar	33892256
Droxidopa,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H](O)[C@@H](N)C(=O)O)C=C1O	2198.2	Semi standard non polar	33892256
Droxidopa,1TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](N)[C@@H](O)C1=CC=C(O)C(O)=C1	2218.2	Semi standard non polar	33892256
Droxidopa,1TMS,isomer #5	C[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O)C1=CC=C(O)C(O)=C1	2260.5	Semi standard non polar	33892256
Droxidopa,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H](O[Si](C)(C)C)[C@@H](N)C(=O)O)C=C1O	2120.7	Semi standard non polar	33892256
Droxidopa,2TMS,isomer #10	C[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O)C1=CC=C(O)C(O)=C1	2203.2	Semi standard non polar	33892256
Droxidopa,2TMS,isomer #11	C[Si](C)(C)N([C@@H](C(=O)O)[C@@H](O)C1=CC=C(O)C(O)=C1)[Si](C)(C)C	2378.5	Semi standard non polar	33892256
Droxidopa,2TMS,isomer #2	C[Si](C)(C)OC1=CC([C@H](O[Si](C)(C)C)[C@@H](N)C(=O)O)=CC=C1O	2134.1	Semi standard non polar	33892256
Droxidopa,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](N)[C@@H](O[Si](C)(C)C)C1=CC=C(O)C(O)=C1	2180.8	Semi standard non polar	33892256
Droxidopa,2TMS,isomer #4	C[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C)C1=CC=C(O)C(O)=C1	2226.1	Semi standard non polar	33892256
Droxidopa,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](N)[C@@H](O)C1=CC=C(O)C(O[Si](C)(C)C)=C1	2132.2	Semi standard non polar	33892256
Droxidopa,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C([C@H](O)[C@@H](N)C(=O)O)C=C1O[Si](C)(C)C	2187.1	Semi standard non polar	33892256
Droxidopa,2TMS,isomer #7	C[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O)C1=CC=C(O)C(O[Si](C)(C)C)=C1	2175.1	Semi standard non polar	33892256
Droxidopa,2TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](N)[C@@H](O)C1=CC=C(O[Si](C)(C)C)C(O)=C1	2149.0	Semi standard non polar	33892256
Droxidopa,2TMS,isomer #9	C[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O)C1=CC=C(O[Si](C)(C)C)C(O)=C1	2205.1	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](N)[C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O)=C1	2144.0	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #10	C[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2186.0	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #11	C[Si](C)(C)OC1=CC([C@H](O)[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=CC=C1O	2311.5	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #12	C[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O)C1=CC=C(O[Si](C)(C)C)C(O)=C1	2164.3	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #13	C[Si](C)(C)OC1=CC=C([C@H](O)[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1O	2337.8	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #14	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O)C1=CC=C(O)C(O)=C1)N([Si](C)(C)C)[Si](C)(C)C	2351.9	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C([C@H](O[Si](C)(C)C)[C@@H](N)C(=O)O)C=C1O[Si](C)(C)C	2154.1	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #3	C[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O)=C1	2160.1	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](N)[C@@H](O[Si](C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C)=C1	2135.3	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #5	C[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C)=C1	2171.3	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #6	C[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1=CC=C(O)C(O)=C1	2178.7	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #7	C[Si](C)(C)O[C@@H](C1=CC=C(O)C(O)=C1)[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2342.5	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H](N)[C@@H](O)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2172.2	Semi standard non polar	33892256
Droxidopa,3TMS,isomer #9	C[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O)C1=CC=C(O)C(O[Si](C)(C)C)=C1	2150.1	Semi standard non polar	33892256
Droxidopa,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](N)[C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2190.0	Semi standard non polar	33892256
Droxidopa,4TMS,isomer #10	C[Si](C)(C)OC1=CC=C([C@H](O)[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1O[Si](C)(C)C	2333.3	Semi standard non polar	33892256
Droxidopa,4TMS,isomer #11	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C)C(O)=C1)N([Si](C)(C)C)[Si](C)(C)C	2319.5	Semi standard non polar	33892256
Droxidopa,4TMS,isomer #2	C[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O)=C1	2186.8	Semi standard non polar	33892256
Droxidopa,4TMS,isomer #3	C[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2218.9	Semi standard non polar	33892256
Droxidopa,4TMS,isomer #4	C[Si](C)(C)OC1=CC=C([C@H](O[Si](C)(C)C)[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1O	2305.8	Semi standard non polar	33892256
Droxidopa,4TMS,isomer #5	C[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C)=C1	2187.7	Semi standard non polar	33892256
Droxidopa,4TMS,isomer #6	C[Si](C)(C)OC1=CC([C@H](O[Si](C)(C)C)[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)=CC=C1O	2297.7	Semi standard non polar	33892256
Droxidopa,4TMS,isomer #7	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O)C(O)=C1)N([Si](C)(C)C)[Si](C)(C)C	2314.8	Semi standard non polar	33892256
Droxidopa,4TMS,isomer #8	C[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2185.8	Semi standard non polar	33892256
Droxidopa,4TMS,isomer #9	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O)C1=CC=C(O)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2302.6	Semi standard non polar	33892256
Droxidopa,5TMS,isomer #1	C[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2252.7	Semi standard non polar	33892256
Droxidopa,5TMS,isomer #1	C[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2205.0	Standard non polar	33892256
Droxidopa,5TMS,isomer #1	C[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2289.6	Standard polar	33892256
Droxidopa,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O)=C1)N([Si](C)(C)C)[Si](C)(C)C	2364.5	Semi standard non polar	33892256
Droxidopa,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O)=C1)N([Si](C)(C)C)[Si](C)(C)C	2342.4	Standard non polar	33892256
Droxidopa,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O)=C1)N([Si](C)(C)C)[Si](C)(C)C	2361.6	Standard polar	33892256
Droxidopa,5TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H](O[Si](C)(C)C)[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1O[Si](C)(C)C	2367.1	Semi standard non polar	33892256
Droxidopa,5TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H](O[Si](C)(C)C)[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1O[Si](C)(C)C	2294.5	Standard non polar	33892256
Droxidopa,5TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H](O[Si](C)(C)C)[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1O[Si](C)(C)C	2381.1	Standard polar	33892256
Droxidopa,5TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2361.4	Semi standard non polar	33892256
Droxidopa,5TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2367.5	Standard non polar	33892256
Droxidopa,5TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2392.4	Standard polar	33892256
Droxidopa,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2371.2	Semi standard non polar	33892256
Droxidopa,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2324.5	Standard non polar	33892256
Droxidopa,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2453.3	Standard polar	33892256
Droxidopa,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2450.8	Semi standard non polar	33892256
Droxidopa,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2340.2	Standard non polar	33892256
Droxidopa,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C	2294.3	Standard polar	33892256
Droxidopa,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](C1=CC=C(O)C(O)=C1)[C@@H](N)C(=O)O	2459.4	Semi standard non polar	33892256
Droxidopa,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC([C@H](O)[C@@H](N)C(=O)O)=CC=C1O	2455.7	Semi standard non polar	33892256
Droxidopa,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](O)[C@@H](N)C(=O)O)C=C1O	2485.9	Semi standard non polar	33892256
Droxidopa,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)[C@@H](O)C1=CC=C(O)C(O)=C1	2470.3	Semi standard non polar	33892256
Droxidopa,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O)C1=CC=C(O)C(O)=C1	2528.9	Semi standard non polar	33892256
Droxidopa,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](O[Si](C)(C)C(C)(C)C)[C@@H](N)C(=O)O)C=C1O	2672.7	Semi standard non polar	33892256
Droxidopa,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=CC=C(O)C(O)=C1	2685.0	Semi standard non polar	33892256
Droxidopa,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N([C@@H](C(=O)O)[C@@H](O)C1=CC=C(O)C(O)=C1)[Si](C)(C)C(C)(C)C	2826.8	Semi standard non polar	33892256
Droxidopa,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC([C@H](O[Si](C)(C)C(C)(C)C)[C@@H](N)C(=O)O)=CC=C1O	2671.9	Semi standard non polar	33892256
Droxidopa,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O)=C1	2649.8	Semi standard non polar	33892256
Droxidopa,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O)=C1	2697.4	Semi standard non polar	33892256
Droxidopa,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)[C@@H](O)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	2629.0	Semi standard non polar	33892256
Droxidopa,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](O)[C@@H](N)C(=O)O)C=C1O[Si](C)(C)C(C)(C)C	2690.9	Semi standard non polar	33892256
Droxidopa,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	2710.8	Semi standard non polar	33892256
Droxidopa,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)[C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	2676.1	Semi standard non polar	33892256
Droxidopa,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	2744.0	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	2857.5	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	2929.9	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC([C@H](O)[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O	3066.1	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	2910.0	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](O)[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O	3091.7	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O)C1=CC=C(O)C(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2992.6	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](O[Si](C)(C)C(C)(C)C)[C@@H](N)C(=O)O)C=C1O[Si](C)(C)C(C)(C)C	2875.6	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	2902.9	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	2852.7	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	2903.4	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O)=C1	2858.3	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H](C1=CC=C(O)C(O)=C1)[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3023.1	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)[C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	2870.9	Semi standard non polar	33892256
Droxidopa,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	2878.1	Semi standard non polar	33892256
Droxidopa,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3073.7	Semi standard non polar	33892256
Droxidopa,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](O)[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3305.1	Semi standard non polar	33892256
Droxidopa,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3255.3	Semi standard non polar	33892256
Droxidopa,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	3088.1	Semi standard non polar	33892256
Droxidopa,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3103.2	Semi standard non polar	33892256
Droxidopa,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](O[Si](C)(C)C(C)(C)C)[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O	3286.7	Semi standard non polar	33892256
Droxidopa,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	3081.2	Semi standard non polar	33892256
Droxidopa,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC([C@H](O[Si](C)(C)C(C)(C)C)[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O	3266.5	Semi standard non polar	33892256
Droxidopa,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3174.0	Semi standard non polar	33892256
Droxidopa,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3119.4	Semi standard non polar	33892256
Droxidopa,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3220.3	Semi standard non polar	33892256
Droxidopa,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3281.8	Semi standard non polar	33892256
Droxidopa,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3111.8	Standard non polar	33892256
Droxidopa,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	2842.1	Standard polar	33892256
Droxidopa,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3454.4	Semi standard non polar	33892256
Droxidopa,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3235.3	Standard non polar	33892256
Droxidopa,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2859.7	Standard polar	33892256
Droxidopa,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](O[Si](C)(C)C(C)(C)C)[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3494.0	Semi standard non polar	33892256
Droxidopa,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](O[Si](C)(C)C(C)(C)C)[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3178.1	Standard non polar	33892256
Droxidopa,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H](O[Si](C)(C)C(C)(C)C)[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	2857.9	Standard polar	33892256
Droxidopa,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3450.1	Semi standard non polar	33892256
Droxidopa,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3253.0	Standard non polar	33892256
Droxidopa,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2888.2	Standard polar	33892256
Droxidopa,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3464.6	Semi standard non polar	33892256
Droxidopa,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3220.0	Standard non polar	33892256
Droxidopa,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2929.3	Standard polar	33892256
Droxidopa,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3693.2	Semi standard non polar	33892256
Droxidopa,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3385.7	Standard non polar	33892256
Droxidopa,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H]([C@@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2910.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Droxidopa GC-MS (Non-derivatized) - 70eV, Positive	splash10-000l-5900000000-26d8c8b25b21dcbfb87d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Droxidopa GC-MS (4 TMS) - 70eV, Positive	splash10-0006-7271900000-8468af78d196fe459e97	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Droxidopa GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Droxidopa 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 - Droxidopa 10V, Positive-QTOF	splash10-01ot-0940000000-d059d190e9925a91bb49	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Droxidopa 20V, Positive-QTOF	splash10-0gbi-0900000000-21fe9bcddd0a26397d42	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Droxidopa 40V, Positive-QTOF	splash10-0pl0-8900000000-0f85172898c2ab4638a5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Droxidopa 10V, Negative-QTOF	splash10-03di-0790000000-f5095ebf8a9b065f9009	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Droxidopa 20V, Negative-QTOF	splash10-05tr-2910000000-a5edeec2ecf0079c55b0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Droxidopa 40V, Negative-QTOF	splash10-05fr-9100000000-f65a73dc75323d770d98	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Droxidopa 10V, Positive-QTOF	splash10-0ika-0930000000-63950caad6161af27921	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Droxidopa 20V, Positive-QTOF	splash10-0uk9-4900000000-0ed20264ffa0b87fc079	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Droxidopa 40V, Positive-QTOF	splash10-11ca-9400000000-d0691ef57b270c8be792	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Droxidopa 10V, Negative-QTOF	splash10-03di-0790000000-8d929b56c43e76b57bdb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Droxidopa 20V, Negative-QTOF	splash10-0kmr-2900000000-07c5874e703466748986	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Droxidopa 40V, Negative-QTOF	splash10-0a4i-9600000000-3d254647f1b3fd33b5e0	2021-10-12	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

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06262	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06262	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

391994

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Droxidopa

METLIN ID

Not Available

PubChem Compound

443940

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

Goldstein DS: L-Dihydroxyphenylserine (L-DOPS): a norepinephrine prodrug. Cardiovasc Drug Rev. 2006 Fall-Winter;24(3-4):189-203. [PubMed:17214596 ]
Goldstein DS, Holmes C, Kaufmann H, Freeman R: Clinical pharmacokinetics of the norepinephrine precursor L-threo-DOPS in primary chronic autonomic failure. Clin Auton Res. 2004 Dec;14(6):363-8. [PubMed:15666063 ]
Balk SH, Yoshioka H, Yukawa H, Harayama S: Synthesis of L-threo-3,4-dihydroxyphenylserine (L-threo-DOPS) with thermostabilized low-specific L-threonine aldolase from Streptomyces coelicolor A3(2). J Microbiol Biotechnol. 2007 May;17(5):721-7. [PubMed:18051291 ]
Kaufmann H: L-dihydroxyphenylserine (Droxidopa): a new therapy for neurogenic orthostatic hypotension: the US experience. Clin Auton Res. 2008 Mar;18 Suppl 1:19-24. doi: 10.1007/s10286-007-1002-2. Epub 2008 Mar 27. [PubMed:18368303 ]
Mathias CJ: L-dihydroxyphenylserine (Droxidopa) in the treatment of orthostatic hypotension: the European experience. Clin Auton Res. 2008 Mar;18 Suppl 1:25-9. doi: 10.1007/s10286-007-1005-z. Epub 2008 Mar 27. [PubMed:18368304 ]

Only showing the first 10 proteins. There are 13 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Aromatic-L-amino-acid decarboxylase

General function:: Involved in carboxy-lyase activity
Specific function:: Catalyzes the decarboxylation of L-3,4-dihydroxyphenylalanine (DOPA) to dopamine, L-5-hydroxytryptophan to serotonin and L-tryptophan to tryptamine.
Gene Name:: DDC
Uniprot ID:: P20711
Molecular weight:: 53893.755

References

Goldstein DS: L-Dihydroxyphenylserine (L-DOPS): a norepinephrine prodrug. Cardiovasc Drug Rev. 2006 Fall-Winter;24(3-4):189-203. [PubMed:17214596 ]
Maruyama W, Naoi M, Narabayashi H: [The effect of droxidopa on the monoamine metabolsim in the human brain]. Rinsho Shinkeigaku. 1994 Oct;34(10):985-90. [PubMed:7834959 ]

Enzyme Details

2. Phenylalanine-4-hydroxylase

General function:: Involved in amino acid binding
Specific function:: Not Available
Gene Name:: PAH
Uniprot ID:: P00439
Molecular weight:: 51861.565

References

Martinez A, Andersson KK, Haavik J, Flatmark T: EPR and 1H-NMR spectroscopic studies on the paramagnetic iron at the active site of phenylalanine hydroxylase and its interaction with substrates and inhibitors. Eur J Biochem. 1991 Jun 15;198(3):675-82. [PubMed:1646718 ]
Martinez A, Haavik J, Flatmark T: Cooperative homotropic interaction of L-noradrenaline with the catalytic site of phenylalanine 4-monooxygenase. Eur J Biochem. 1990 Oct 5;193(1):211-9. [PubMed:2226440 ]
Molinoff PB: The regulation of the noradrenergic neuron. J Psychiatr Res. 1974;11:339-45. [PubMed:4156788 ]

Enzyme Details

3. Alpha-2A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is oxymetazoline > clonidine > epinephrine > norepinephrine > phenylephrine > dopamine > p-synephrine > p-tyramine > serotonin = p-octopamine. For antagonists, the rank order is yohimbine > phentolamine = mianserine > chlorpromazine = spiperone = prazosin > propanolol > alprenolol = pindolol
Gene Name:: ADRA2A
Uniprot ID:: P08913
Molecular weight:: 48956.3

References

Davis MP: Recent advances in the treatment of pain. F1000 Med Rep. 2010 Aug 19;2:63. doi: 10.3410/M2-63. [PubMed:21173850 ]
Giovannoni MP, Ghelardini C, Vergelli C, Dal Piaz V: Alpha2-agonists as analgesic agents. Med Res Rev. 2009 Mar;29(2):339-68. doi: 10.1002/med.20134. [PubMed:18680204 ]
Nyronen T, Pihlavisto M, Peltonen JM, Hoffren AM, Varis M, Salminen T, Wurster S, Marjamaki A, Kanerva L, Katainen E, Laaksonen L, Savola JM, Scheinin M, Johnson MS: Molecular mechanism for agonist-promoted alpha(2A)-adrenoceptor activation by norepinephrine and epinephrine. Mol Pharmacol. 2001 May;59(5):1343-54. [PubMed:11306720 ]

Enzyme Details

4. Alpha-2B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is clonidine > norepinephrine > epinephrine = oxymetazoline > dopamine > p-tyramine = phenylephrine > serotonin > p-synephrine / p-octopamine. For antagonists, the rank order is yohimbine > chlorpromazine > phentolamine > mianserine > spiperone > prazosin > alprenolol > propanolol > pindolol
Gene Name:: ADRA2B
Uniprot ID:: P18089
Molecular weight:: 49953.1

References

Davis MP: Recent advances in the treatment of pain. F1000 Med Rep. 2010 Aug 19;2:63. doi: 10.3410/M2-63. [PubMed:21173850 ]
Giovannoni MP, Ghelardini C, Vergelli C, Dal Piaz V: Alpha2-agonists as analgesic agents. Med Res Rev. 2009 Mar;29(2):339-68. doi: 10.1002/med.20134. [PubMed:18680204 ]
Gilsbach R, Hein L: Presynaptic metabotropic receptors for acetylcholine and adrenaline/noradrenaline. Handb Exp Pharmacol. 2008;(184):261-88. [PubMed:18064417 ]

Enzyme Details

5. Beta-1 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. This receptor binds epinephrine and norepinephrine with approximately equal affinity
Gene Name:: ADRB1
Uniprot ID:: P08588
Molecular weight:: 51322.1

References

Mersmann HJ: Overview of the effects of beta-adrenergic receptor agonists on animal growth including mechanisms of action. J Anim Sci. 1998 Jan;76(1):160-72. [PubMed:9464897 ]
El-Armouche A, Eschenhagen T: Beta-adrenergic stimulation and myocardial function in the failing heart. Heart Fail Rev. 2009 Dec;14(4):225-41. doi: 10.1007/s10741-008-9132-8. [PubMed:19110970 ]
Gilsbach R, Hein L: Presynaptic metabotropic receptors for acetylcholine and adrenaline/noradrenaline. Handb Exp Pharmacol. 2008;(184):261-88. [PubMed:18064417 ]

Enzyme Details

6. Beta-2 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. The beta-2-adrenergic receptor binds epinephrine with an approximately 30-fold greater affinity than it does norepinephrine
Gene Name:: ADRB2
Uniprot ID:: P07550
Molecular weight:: 46458.3

References

Mersmann HJ: Overview of the effects of beta-adrenergic receptor agonists on animal growth including mechanisms of action. J Anim Sci. 1998 Jan;76(1):160-72. [PubMed:9464897 ]
Sanders VM: The role of norepinephrine and beta-2-adrenergic receptor stimulation in the modulation of Th1, Th2, and B lymphocyte function. Adv Exp Med Biol. 1998;437:269-78. [PubMed:9666280 ]
Tarizzo VI, Coppes RP, Dahlof C, Zaagsma J: Pre- and postganglionic stimulation-induced noradrenaline overflow is markedly facilitated by a prejunctional beta 2-adrenoceptor-mediated control mechanism in the pithed rat. Naunyn Schmiedebergs Arch Pharmacol. 1994 Jun;349(6):570-7. [PubMed:7969507 ]
El-Armouche A, Eschenhagen T: Beta-adrenergic stimulation and myocardial function in the failing heart. Heart Fail Rev. 2009 Dec;14(4):225-41. doi: 10.1007/s10741-008-9132-8. [PubMed:19110970 ]
Gilsbach R, Hein L: Presynaptic metabotropic receptors for acetylcholine and adrenaline/noradrenaline. Handb Exp Pharmacol. 2008;(184):261-88. [PubMed:18064417 ]

Enzyme Details

7. Alpha-1A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system. Its effect is mediated by G(q) and G(11) proteins
Gene Name:: ADRA1A
Uniprot ID:: P35348
Molecular weight:: 51486.0

References

Senard JM, Brefel-Courbon C, Rascol O, Montastruc JL: Orthostatic hypotension in patients with Parkinson's disease: pathophysiology and management. Drugs Aging. 2001;18(7):495-505. [PubMed:11482743 ]
Bishop MJ: Recent advances in the discovery of alpha1-adrenoceptor agonists. Curr Top Med Chem. 2007;7(2):135-45. [PubMed:17266602 ]
Du L, Li M: Modeling the interactions between alpha(1)-adrenergic receptors and their antagonists. Curr Comput Aided Drug Des. 2010 Sep;6(3):165-78. [PubMed:20412040 ]
Lachnit WG, Tran AM, Clarke DE, Ford AP: Pharmacological characterization of an alpha 1A-adrenoceptor mediating contractile responses to noradrenaline in isolated caudal artery of rat. Br J Pharmacol. 1997 Mar;120(5):819-26. [PubMed:9138687 ]
Burt RP, Chapple CR, Marshall I: The role of diacylglycerol and activation of protein kinase C in alpha 1A-adrenoceptor-mediated contraction to noradrenaline of rat isolated epididymal vas deferens. Br J Pharmacol. 1996 Jan;117(1):224-30. [PubMed:8825367 ]

Enzyme Details

8. Alpha-1B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: ADRA1B
Uniprot ID:: P35368
Molecular weight:: 56835.4

References

Bishop MJ: Recent advances in the discovery of alpha1-adrenoceptor agonists. Curr Top Med Chem. 2007;7(2):135-45. [PubMed:17266602 ]
Du L, Li M: Modeling the interactions between alpha(1)-adrenergic receptors and their antagonists. Curr Comput Aided Drug Des. 2010 Sep;6(3):165-78. [PubMed:20412040 ]
Testa R, Guarneri L, Poggesi E, Simonazzi I, Taddei C, Leonardi A: Mediation of noradrenaline-induced contractions of rat aorta by the alpha 1B-adrenoceptor subtype. Br J Pharmacol. 1995 Feb;114(4):745-50. [PubMed:7773533 ]
Izzo NJ Jr, Colucci WS: Regulation of alpha 1B-adrenergic receptor half-life: protein synthesis dependence and effect of norepinephrine. Am J Physiol. 1994 Mar;266(3 Pt 1):C771-5. [PubMed:8166240 ]

Enzyme Details

9. Alpha-1D adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its effect through the influx of extracellular calcium
Gene Name:: ADRA1D
Uniprot ID:: P25100
Molecular weight:: 60462.2

References

Bishop MJ: Recent advances in the discovery of alpha1-adrenoceptor agonists. Curr Top Med Chem. 2007;7(2):135-45. [PubMed:17266602 ]
Du L, Li M: Modeling the interactions between alpha(1)-adrenergic receptors and their antagonists. Curr Comput Aided Drug Des. 2010 Sep;6(3):165-78. [PubMed:20412040 ]
Kenny BA, Chalmers DH, Philpott PC, Naylor AM: Characterization of an alpha 1D-adrenoceptor mediating the contractile response of rat aorta to noradrenaline. Br J Pharmacol. 1995 Jul;115(6):981-6. [PubMed:7582530 ]
Testa R, Destefani C, Guarneri L, Poggesi E, Simonazzi I, Taddei C, Leonardi A: The alpha 1d-adrenoceptor subtype is involved in the noradrenaline-induced contractions of rat aorta. Life Sci. 1995;57(13):PL159-63. [PubMed:7674815 ]

Enzyme Details

10. Beta-3 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. Beta-3 is involved in the regulation of lipolysis and thermogenesis
Gene Name:: ADRB3
Uniprot ID:: P13945
Molecular weight:: 43518.6

References

Coman OA, Paunescu H, Ghita I, Coman L, Badararu A, Fulga I: Beta 3 adrenergic receptors: molecular, histological, functional and pharmacological approaches. Rom J Morphol Embryol. 2009;50(2):169-79. [PubMed:19434307 ]
Mersmann HJ: Overview of the effects of beta-adrenergic receptor agonists on animal growth including mechanisms of action. J Anim Sci. 1998 Jan;76(1):160-72. [PubMed:9464897 ]
El-Armouche A, Eschenhagen T: Beta-adrenergic stimulation and myocardial function in the failing heart. Heart Fail Rev. 2009 Dec;14(4):225-41. doi: 10.1007/s10741-008-9132-8. [PubMed:19110970 ]
Gilsbach R, Hein L: Presynaptic metabotropic receptors for acetylcholine and adrenaline/noradrenaline. Handb Exp Pharmacol. 2008;(184):261-88. [PubMed:18064417 ]

Transporters

Enzyme Details

1. Sodium-dependent noradrenaline transporter

General function:: Involved in neurotransmitter:sodium symporter activity
Specific function:: Amine transporter. Terminates the action of noradrenaline by its high affinity sodium-dependent reuptake into presynaptic terminals.
Gene Name:: SLC6A2
Uniprot ID:: P23975
Molecular weight:: 69331.42

References

Habecker BA, Willison BD, Shi X, Woodward WR: Chronic depolarization stimulates norepinephrine transporter expression via catecholamines. J Neurochem. 2006 May;97(4):1044-51. Epub 2006 Mar 29. [PubMed:16573647 ]
Bonisch H, Bruss M: The norepinephrine transporter in physiology and disease. Handb Exp Pharmacol. 2006;(175):485-524. [PubMed:16722247 ]
Mandela P, Ordway GA: KCl stimulation increases norepinephrine transporter function in PC12 cells. J Neurochem. 2006 Sep;98(5):1521-30. Epub 2006 Jul 31. [PubMed:16879714 ]
Gutman DA, Owens MJ: Serotonin and norepinephrine transporter binding profile of SSRIs. Essent Psychopharmacol. 2006;7(1):35-41. [PubMed:16989291 ]
Ksiazek P, Buraczynska K, Buraczynska M: Norepinephrine transporter gene (NET) polymorphism in patients with type 2 diabetes. Kidney Blood Press Res. 2006;29(6):338-43. Epub 2006 Nov 23. [PubMed:17124432 ]

Enzyme Details

2. Monocarboxylate transporter 10

General function:: Involved in transmembrane transport
Specific function:: Sodium-independent transporter that mediates the update of aromatic acid. Can function as a net efflux pathway for aromatic amino acids in the basosolateral epithelial cells
Gene Name:: SLC16A10
Uniprot ID:: Q8TF71
Molecular weight:: 55492.1

References

Kim DK, Kanai Y, Chairoungdua A, Matsuo H, Cha SH, Endou H: Expression cloning of a Na+-independent aromatic amino acid transporter with structural similarity to H+/monocarboxylate transporters. J Biol Chem. 2001 May 18;276(20):17221-8. Epub 2001 Feb 20. [PubMed:11278508 ]

Only showing the first 10 proteins. There are 13 proteins in total.

Show all enzymes and transporters

Showing metabocard for Droxidopa (HMDB0015627)

MOL for HMDB0015627 (Droxidopa)

3D MOL for HMDB0015627 (Droxidopa)

3D SDF for HMDB0015627 (Droxidopa)

3D-SDF for HMDB0015627 (Droxidopa)

PDB for HMDB0015627 (Droxidopa)

3D PDB for HMDB0015627 (Droxidopa)

SMILES for HMDB0015627 (Droxidopa)

INCHI for HMDB0015627 (Droxidopa)

Structure for HMDB0015627 (Droxidopa)

3D Structure for HMDB0015627 (Droxidopa)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References

References

References

References

References

References

References

References

Transporters

References

References