(2R,3R)-2,3-dihydroxybutanedioic acid; 3-[(1R,2S)-2-amino-1-hydroxypropyl]phenol

• ChemBase ID: 133160
• Molecular Formular: C13H19NO8
• Molecular Mass: 317.29186
• Monoisotopic Mass: 317.11106657
• SMILES: C[C@@H]([C@@H](c1cccc(c1)O)O)N.[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.C[C@@H]([C@@H](c1cccc(c1)O)O)N
• InChI: InChI=1S/C9H13NO2.C4H6O6/c1-6(10)9(12)7-3-2-4-8(11)5-7;5-1(3(7)8)2(6)4(9)10/h2-6,9,11-12H,10H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t6-,9-;1-,2-/m01/s1
• InChIKey: VENXSELNXQXCNT-IJYXXVHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2,3-dihydroxybutanedioic acid; 3-[(1R,2S)-2-amino-1-hydroxypropyl]phenol
• IUPAC Traditional name: L(+)-tartaric acid; metaraminol
• Synonyms: Metaraminol (+)-bitartrate salt; 阿拉明 酒石酸氢盐; 间羟胺 (+)-酒石酸氢盐

Database IDs

• CAS Number: 33402-03-8
• EC Number: 251-502-3
• MDL Number: MFCD00238763
• PubChem SID: 24896944; 162227437
• PubChem CID: 441414

CALCULATED PROPERTIES

• Acid pKa: 9.031579
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -2.383171
• LogD (pH = 7.4): -1.2987354
• Log P: -0.045079757
• Molar Refractivity: 46.8936 cm^3
• Polarizability: 18.594221 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: DN5160000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 23/24/25
• Safety Statements: 26-28-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

DETAILS

Sigma Aldrich - M4773

Biochem/physiol Actions
α-adrenoceptor agonist.