(2R,3R)-2,3-dihydroxybutanedioic acid; 4-[(1S)-2-amino-1-hydroxyethyl]benzene-1,2-diol

• ChemBase ID: 151206
• Molecular Formular: C12H17NO9
• Molecular Mass: 319.26468
• Monoisotopic Mass: 319.09033113
• SMILES: c1cc(c(cc1[C@@H](CN)O)O)O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)[C@@H]([C@H](C(=O)O)O)O.NC[C@H](c1ccc(c(c1)O)O)O
• InChI: InChI=1S/C8H11NO3.C4H6O6/c9-4-8(12)5-1-2-6(10)7(11)3-5;5-1(3(7)8)2(6)4(9)10/h1-3,8,10-12H,4,9H2;1-2,5-6H,(H,7,8)(H,9,10)/t8-;1-,2-/m11/s1
• InChIKey: WNPNNLQNNJQYFA-HQWYAZORSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2,3-dihydroxybutanedioic acid; 4-[(1S)-2-amino-1-hydroxyethyl]benzene-1,2-diol
• IUPAC Traditional name: (S)-noradrenaline; L(+)-tartaric acid
• Synonyms: (+)-α-(Aminomethyl)-3,4-dihydroxybenzyl alcohol (+)-tartrate (1:1); D-Noradrenaline L-bitartrate; D-Noradrenaline hydrogen L-tartrate; D-Norepinephrine D-bitartrate; (S)-(+)-Norepinephrine L-bitartrate; D-Arterenol hydrogen tartrate salt; D-Noradrenaline hydrogen tartrate salt; D-Norepinephrine bitartrate salt; D-Norepinephrine hydrogen tartrate salt; (+)-α-(氨基甲基)-3,4-二羟基苄醇 (+)-酒石酸盐 (1:1); D-去甲肾上腺素 D-酒石酸氢盐; D-降肾上腺素 L-酒石酸氢盐; (S)-(+)-去甲肾上腺素 L-酒石酸氢盐; D-动脉醇 酒石酸氢盐; D-正肾上腺素 酒石酸氢盐; D-降肾上腺素 酒石酸氢盐; D-去甲肾上腺素 酒石酸氢盐

Database IDs

• CAS Number: 636-88-4
• EC Number: 211-268-5
• MDL Number: MFCD00066233
• PubChem SID: 162245363; 24886486; 24865455
• PubChem CID: 168929

CALCULATED PROPERTIES

• Acid pKa: 9.500885
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -3.0654356
• LogD (pH = 7.4): -1.8244592
• Log P: -0.6835134
• Molar Refractivity: 44.4557 cm^3
• Polarizability: 17.37873 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 166 °C (dec.)(lit.)
• Optical Rotation: [α]20/D +38°, c = 1 in H2O; [α]20/D +39±2°, c = 1% in H2O

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (NT); 99%
• Linear Formula: (HO)2C6H3CH(CH2NH2)OH · C4H6O6
• Empirical Formula (Hill Notation): C8H11NO3 · C4H6O6

DETAILS

Sigma Aldrich - 407453

Packaging
1 g in glass bottle