Compound
(R)-noradrenaline
An organic cation that is the conjugate acid of (R)-noradrenaline, obtained by protonation of the primary amino group; major species at pH 7.3.
Definition from ChEBI (CHEBI:72587), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, cation
- Formula
- C8H12NO3
- Mass
- 170.188 g/mol
- Charge
- +1
- InChIKey
- SFLSHLFXELFNJZ-QMMMGPOBSA-O
- SMILES
- [NH3+]C[C@H](O)c1ccc(O)c(O)c1
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
16 entities
16 entities reached.
0 reported hops16 assembled from the scaffold
- MAOAProteinUNIPROT:P21397metabolized byInferred only72 paths36 endpoints
- COMTProteinUNIPROT:P21964metabolized byInferred only35 paths35 endpoints
- SULT1A3ProteinUNIPROT:P0DMM9metabolized byInferred only30 paths15 endpoints
- TGM2ProteinUNIPROT:P21980substrate ofInferred only28 paths24 endpoints
- SLC6A3ProteinUNIPROT:Q01959transported byInferred only27 paths9 endpoints
- MAOBProteinUNIPROT:P27338metabolized byInferred only26 paths13 endpoints
- PNMTProteinUNIPROT:P11086substrate ofInferred only24 paths12 endpoints
- SLC6A2ProteinUNIPROT:P23975transported byInferred only18 paths6 endpoints
- SLC18A1ProteinUNIPROT:P54219transported byInferred only18 paths6 endpoints
- SLC18A2ProteinUNIPROT:Q05940transported byInferred only14 paths7 endpoints
- SLCO1B3ProteinUNIPROT:Q9NPD5transported byInferred only12 paths2 endpoints
- SLC22A2ProteinUNIPROT:O15244transported byInferred only10 paths5 endpoints
Show the remaining 4
What the reference databases state
Statements
48 statements
48 statements · 2 reference databases · Subject: (R)-noradrenaline · Sources: Human-GEM, Rhea
- (R)-noradrenaline is converted to (R)-3,4-dihydroxymandelaldehydeCompoundRhea RHEA:69076Inferred only
- (R)-3,4-dihydroxymandelaldehyde is converted to (R)-noradrenalineCompoundRhea RHEA:69076Inferred only
- (R)-noradrenaline is converted to (R)-adrenalineCompoundRhea RHEA:25269Inferred only
- (R)-noradrenaline is converted to (R)-noradrenaline 4'-O-sulfateCompoundHuman-GEM MAR08094Inferred only
- (R)-noradrenaline is converted to (R)-noradrenaline 4'-O-sulfateCompoundRhea RHEA:83351Inferred only
- (R)-normetanephrine is converted to (R)-noradrenalineCompoundRhea RHEA:72247Inferred only
- (R)-noradrenaline is converted to (R)-normetanephrineCompoundHuman-GEM MAR06750Inferred only
- (R)-noradrenaline is converted to (R)-normetanephrineCompoundRhea RHEA:72247Inferred only
- (R)-noradrenaline is converted to CHEBI:28918CompoundHuman-GEM MAR06743Inferred only
- (R)-noradrenaline is metabolised by COMTProteinHuman-GEM MAR06750Inferred only
- (R)-noradrenaline is metabolised by MAOAProteinHuman-GEM MAR06752Inferred only
- (R)-noradrenaline is metabolised by MAOAProteinRhea RHEA:69076Inferred only
Show the remaining 36
- (R)-noradrenaline is metabolised by MAOBProteinRhea RHEA:69076Inferred only
- (R)-noradrenaline is metabolised by MAOBProteinHuman-GEM MAR06752Inferred only
- (R)-noradrenaline is metabolised by SULT1A3ProteinHuman-GEM MAR08094Inferred only
- (R)-noradrenaline is metabolised by SULT1A3ProteinRhea RHEA:83351Inferred only
- (R)-noradrenaline is metabolised by SULT1A4ProteinRhea RHEA:83351Inferred only
- (R)-noradrenaline is a substrate of LRTOMTProteinHuman-GEM MAR06750Inferred only
- (R)-noradrenaline is a substrate of PNMTProteinRhea RHEA:25269Inferred only
- (R)-noradrenaline is a substrate of PNMTProteinHuman-GEM MAR06743Inferred only
- (R)-noradrenaline is a substrate of TGM2ProteinRhea RHEA:66560Inferred only
- (R)-noradrenaline is transported by SLC18A1ProteinHuman-GEM MAR01555Inferred only
- (R)-noradrenaline is transported by SLC18A1ProteinHuman-GEM MAR07637Inferred only
- (R)-noradrenaline is transported by SLC18A1ProteinRhea RHEA:73747Inferred only
- (R)-noradrenaline is transported by SLC18A2ProteinHuman-GEM MAR07637Inferred only
- (R)-noradrenaline is transported by SLC18A2ProteinHuman-GEM MAR01555Inferred only
- (R)-noradrenaline is transported by SLC22A1ProteinHuman-GEM MAR06241Inferred only
- (R)-noradrenaline is transported by SLC22A2ProteinHuman-GEM MAR06241Inferred only
- (R)-noradrenaline is transported by SLC22A2ProteinRhea RHEA:73871Inferred only
- (R)-noradrenaline is transported by SLC22A3ProteinRhea RHEA:73871Inferred only
- (R)-noradrenaline is transported by SLC22A3ProteinHuman-GEM MAR06241Inferred only
- (R)-noradrenaline is transported by SLC29A3ProteinRhea RHEA:73871Inferred only
- (R)-noradrenaline is transported by SLC29A4ProteinHuman-GEM MAR06241Inferred only
- (R)-noradrenaline is transported by SLC29A4ProteinRhea RHEA:73871Inferred only
- (R)-noradrenaline is transported by SLC6A2ProteinHuman-GEM MAR06242Inferred only
- (R)-noradrenaline is transported by SLC6A2ProteinRhea RHEA:70923Inferred only
- (R)-noradrenaline is transported by SLC6A2ProteinHuman-GEM MAR09615Inferred only
- (R)-noradrenaline is transported by SLC6A3ProteinHuman-GEM MAR09615Inferred only
- (R)-noradrenaline is transported by SLC6A3ProteinHuman-GEM MAR06242Inferred only
- (R)-noradrenaline is transported by SLC6A3ProteinRhea RHEA:70923Inferred only
- (R)-noradrenaline is transported by SLCO1A2ProteinHuman-GEM MAR01899Inferred only
- (R)-noradrenaline is transported by SLCO1A2ProteinHuman-GEM MAR06214Inferred only
- (R)-noradrenaline is transported by SLCO1A2ProteinHuman-GEM MAR01900Inferred only
- (R)-noradrenaline is transported by SLCO1A2ProteinHuman-GEM MAR01898Inferred only
- (R)-noradrenaline is transported by SLCO1B3ProteinHuman-GEM MAR01898Inferred only
- (R)-noradrenaline is transported by SLCO1B3ProteinHuman-GEM MAR01899Inferred only
- (R)-noradrenaline is transported by SLCO1B3ProteinHuman-GEM MAR06214Inferred only
- (R)-noradrenaline is transported by SLCO1B3ProteinHuman-GEM MAR01900Inferred only
Reactions
27 reactions
ATP+water+(R)-noradrenalineADP+proton+(R)-noradrenaline+phosphate(3-)
Transported by SLC18A1 or SLC18A2
Reaction pageLeft to rightBalancedEC 2.7.7.18cytosol, extracellular space
Human-GEM MAR01555CC BY 4.0Reference data
MAM01980c+hydrogencarbonate+(R)-noradrenalineMAM01980e+hydrogencarbonate+(R)-noradrenaline
Transported by SLCO1A2 or SLCO1B3
Reaction pageReversibleBalance undeterminablecytosol, extracellular space
Human-GEM MAR01898CC BY 4.0Reference data
hydrogencarbonate+(R)-noradrenaline+2,4-dinitrophenyl-S-glutathionehydrogencarbonate+(R)-noradrenaline+2,4-dinitrophenyl-S-glutathione
Transported by SLCO1A2 or SLCO1B3
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR01899CC BY 4.0Reference data
hydrogencarbonate+(R)-noradrenaline+MAM02901chydrogencarbonate+(R)-noradrenaline+MAM02901e
Transported by SLCO1A2 or SLCO1B3
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR01900CC BY 4.0Reference data
(R)-noradrenaline5proton+MAM02618r
Reaction pageLeft to rightUnbalancedEC 2.1.1.13endoplasmic reticulum
Human-GEM MAR04015CC BY 4.0Reference data
CHEBI:16856+hydrogencarbonate+(R)-noradrenalineCHEBI:16856+hydrogencarbonate+(R)-noradrenaline
Transported by SLCO1A2 & SLCO1B3
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR06214CC BY 4.0Reference data
(R)-noradrenaline(R)-noradrenaline
Transported by SLC22A2 or SLC22A3 or SLC29A4 or SLC22A1
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR06241CC BY 4.0Reference data
2sodium(1+)+(R)-noradrenaline2sodium(1+)+(R)-noradrenaline
Transported by SLC6A2 or SLC6A3
Reaction pageLeft to rightBalancedextracellular space, cytosol
Human-GEM MAR06242CC BY 4.0Reference data
CHEBI:17208+dopamine+dioxygendehydroascorbic acid+water+(R)-noradrenaline
Catalysed by DBH
Reaction pageLeft to rightBalancedEC 1.14.17.1cytosol
Human-GEM MAR06741CC BY 4.0Reference data
MAM00945c+waterformaldehyde+(R)-noradrenaline
Reaction pageReversibleBalancedcytosol
Human-GEM MAR06742CC BY 4.0Reference data
(R)-noradrenaline+S-adenosyl-L-methionineCHEBI:28918+proton+CHEBI:16680
Catalysed by PNMT
Reaction pageLeft to rightBalancedEC 2.1.1.28cytosol
Human-GEM MAR06743CC BY 4.0Reference data
(R)-noradrenaline+S-adenosyl-L-methionineproton+(R)-normetanephrine+CHEBI:16680
Reaction pageLeft to rightBalancedEC 2.1.1.6cytosol
Human-GEM MAR06750CC BY 4.0Reference data
Where it reaches
6 systems, 9 regions, 19 tissues, 24 transporter routes — routes, not measurements: transporters known to carry (R)-noradrenaline are expressed there, and no source reports it arriving.
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Other names
4 names
Resolves to: (R)-noradrenaline
- Also called
- (R)-noradrenaline cation(R)-noradrenalinium cation(R)-noradrenalinium(1+)
- Systematic name
- (2R)-2-(3,4-dihydroxyphenyl)-2-hydroxyethanaminium