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51-42-3 molecular structure
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(2R,3R)-2,3-dihydroxybutanedioic acid; 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol

ChemBase ID: 73061
Molecular Formular: C13H19NO9
Molecular Mass: 333.29126
Monoisotopic Mass: 333.10598119
SMILES and InChIs

SMILES:
c1(c(ccc(c1)[C@@H](O)CNC)O)O.C(=O)([C@H](O)[C@@H](O)C(=O)O)O
Canonical SMILES:
OC(=O)[C@@H]([C@H](C(=O)O)O)O.CNC[C@@H](c1ccc(c(c1)O)O)O
InChI:
InChI=1S/C9H13NO3.C4H6O6/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;5-1(3(7)8)2(6)4(9)10/h2-4,9-13H,5H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t9-;1-,2-/m01/s1
InChIKey:
YLXIPWWIOISBDD-NDAAPVSOSA-N

Cite this record

CBID:73061 http://www.chembase.cn/molecule-73061.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R,3R)-2,3-dihydroxybutanedioic acid; 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
IUPAC Traditional name
L-tartaric acid; epinephrine
L(+)-tartaric acid; epinephrine
Synonyms
L-Adrenaline D-hydrogentartrate
(-)-Epinephrine (+)-bitartrate salt
L-3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol D-hydrogen bitartrate salt
L-Adrenaline (+)-bitartrate salt
L-Epinephrine D-hydrogentartrate
Adrenalini tartras
D02149
Adrenalinetartrate
Epinephrine bitartrate
L-Adrenalin Bitartrate
Adrenaline Acid Tartrate
Lyophrin
L-(-)-EPINEPHRINE-(+)-BITARTRATE
酒石酸肾上腺素
副肾素 (+)-酒石酸氢盐
L-3,4-Dihydroxy-α-(methylaminomethyl)benzyl alcohol D-hydrogen 酒石酸氢盐
(-)-肾上腺素 (+)-酒石酸氢盐
CAS Number
51-42-3
EC Number
200-097-1
MDL Number
MFCD00035077
PubChem SID
162037981
24277774
24850718
24894379
PubChem CID
5815

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.69426  H Acceptors
H Donor LogD (pH = 5.5) -2.8488538 
LogD (pH = 7.4) -1.6309718  Log P -0.42952928 
Molar Refractivity 49.2303 cm3 Polarizability 19.213377 Å3
Polar Surface Area 72.72 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
alcohol: soluble expand Show data source
H2O: soluble expand Show data source
Apperance
white solid expand Show data source
Melting Point
~155 °C (dec.) expand Show data source
147-154 expand Show data source
Optical Rotation
[α]20/D -17±1°, c = 1% in H2O expand Show data source
Storage Condition
-20°C expand Show data source
2-8°C, Store Under Nitrogen, Protect from light expand Show data source
RTECS
DO3500000 expand Show data source
European Hazard Symbols
Highly toxic Highly toxic (T+) expand Show data source
UN Number
2811 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
1 expand Show data source
I expand Show data source
Australian Hazchem
2XE expand Show data source
Risk Statements
28-36/37/38 expand Show data source
R:28 expand Show data source
Safety Statements
26-28-36/37-45 expand Show data source
S:28-29-36/37/39-45 expand Show data source
EU Classification
T2 expand Show data source
EU Hazard Identification Number
6.1B expand Show data source
Emergency Response Guidebook(ERG) Number
154 expand Show data source
GHS Pictograms
GHS06 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H300-H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P264-P301 + P310-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges expand Show data source
RID/ADR
UN 2811 6.1/PG 1 expand Show data source
Storage Temperature
2-8°C expand Show data source
Target
adrenergicreceptor expand Show data source
Gene Information
human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), ADRB3(155) expand Show data source
Purity
≥98.0% (sum of enantiomers, HPLC) expand Show data source
Grade
analytical standard expand Show data source
Ph Eur expand Show data source
Salt Data
Bitartrate expand Show data source
Certificate of Analysis
Download expand Show data source
Packaging
vial of 200 mg expand Show data source
Pharmacopeia
testing & handling conforms to Pharmacopeia expand Show data source
Empirical Formula (Hill Notation)
C9H13NO3 · C4H6O6 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Selleck Chemicals Selleck Chemicals Sigma Aldrich Sigma Aldrich
Selleck Chemicals - S2521 external link
Biological Activity:
Epinephrine bitartrate (D02149, Adrenalinium) is alpha- and beta-adrenergic receptor stimulator. Epinephrine bitartrate (D02149, Adrenalinium) can cause relaxation of cardiac and bronchial smooth muscle and dilation of skeletal muscles. Epinephrine bitartrate (D02149, Adrenalinium) also decreases aqueous humor production. Epinephrine bitartrate (D02149, Adrenalinium) increases aqueous outflow. Epinephrine bitartrate (D02149, Adrenalinium) dilates pupils by contracting dilator muscle. Epinephrine bitartrate (D02149, Adrenalinium) is a bitartrate salt of epinephrine which is a hormone and a neurotransmitter. Epinephrine increases heart rate, constricts blood vessels, dilates air passages and participates in the fight-or-flight response of the sympathetic nervous system. [1][2]
Sigma Aldrich - E1016 external link
Biochem/physiol Actions
肾上腺素能受体激动剂。
包装
Supplied in amber screw-cap vials
Sigma Aldrich - 17809 external link
Biochem/physiol Actions
Adrenergic receptor agonist.
Sigma Aldrich - E4375 external link
Biochem/physiol Actions
肾上腺素能受体激动剂。
Caution
Light sensitive
Sigma Aldrich - 02260 external link
Biochem/physiol Actions
Adrenergic receptor agonist.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Berecek KH et al. Am J Physiol. 1982 Apr;242(4)
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PATENTS

PATENTS

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INTERNET

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