levodopa
C₉H₁₁NO₄·197.190 g/mol·CID 6047
IUPAC: (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
Also known as: L-dopa, 59-92-7, 3,4-dihydroxy-L-phenylalanine, Dopar, 3-Hydroxy-L-tyrosine (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
197.190g/mol
Exact Mass
197.068808Da
Monoisotopic Mass
197.068808Da
XLogP
-2.7
Polar Surface Area
104.0Ų
Complexity
209
Formal Charge
0
H-Bond Donors
4
H-Bond Acceptors
5
Rotatable Bonds
3
Heavy Atoms
14
Stereo Centers
1
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 197.2 g/mol
MW ≤ 500
✓ -2.7
LogP ≤ 5
✓ 4
H-bond donors ≤ 5
✓ 5
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Danger
Hazards
H302Harmful if swallowedH315Causes skin irritationH319Causes serious eye irritationH335May cause respiratory irritationH361Suspected of damaging fertility or the unborn childH372Causes damage to organs through prolonged or repeated exposureH411Toxic to aquatic life with long lasting effectsH412Harmful to aquatic life with long lasting effects
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1
Isomers8 compounds with formula C₉H₁₁NO₄
2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
CID 836 · 197.2 g/mol
(2R)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
CID 92222 · 197.2 g/mol
4-hydroxy-3,5-dimethoxybenzamide
CID 76522 · 197.2 g/mol
(2S)-2-azaniumyl-3-(3,4-dihydroxyphenyl)propanoate
CID 6971033 · 197.2 g/mol
2-azaniumyl-3-(3,4-dihydroxyphenyl)propanoate
CID 58663891 · 197.2 g/mol
(2S)-2-amino-2-[3-hydroxy-4-(hydroxymethyl)phenyl]acetic acid
CID 68908 · 197.2 g/mol
ethyl 4-hydroxy-6-methyl-2-oxo-1H-pyridine-3-carboxylate
CID 54676534 · 197.2 g/mol
2,4-dihydroxy-N-(2-hydroxyethyl)benzamide
CID 90408 · 197.2 g/mol