(±)-Synephrine - Moligand™, ≥98%, used for (±)-Synephrine has been used as an alkaloid to investigate its in vitro antiviral, antibacterial, antifungal and cytotoxicity activities. Biochem/physiol Actions Synephrine is naturally found in citrus plants bel

CAS: 94-07-5 Cat. No.: S107340 Formula: C₉H₁₃NO₂ Molecular Weight: 167.21 EC Number: 202-300-9 PubChem CID: 7172

GRADE & PURITY Moligand™, ≥98%

Synonyms

(+/-)-Synephrine, >=98% | HMS3884D15 | DTXCID8010588 | Oxedrine [INN:BAN] | BSPBio_001136 | p-Hydroxy-alpha-[(methylamino)methyl]benzyl alcohol | Prestwick3_001088 | Oxedrine, Sympatol | p-Synephrine | Ethaphene | Synephrine - Oxedrine | 1-(4-Hydroxypheny

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

(+/-)-Synephrine, >=98% | HMS3884D15 | DTXCID8010588 | Oxedrine [INN:BAN] | BSPBio_001136 | p-Hydroxy-alpha-[(methylamino)methyl]benzyl alcohol | Prestwick3_001088 | Oxedrine, Sympatol | p-Synephrine | Ethaphene | Synephrine - Oxedrine | 1-(4-Hydroxypheny

Specifications & Purity

Moligand™, ≥98%

Application

(±)-Synephrine has been used as an alkaloid to investigate its in vitro antiviral, antibacterial, antifungal and cytotoxicity activities. Biochem/physiol Actions Synephrine is naturally found in citrus plants belonging to the Rutaceae family. It is a symp

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504751264
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751264
• Canonical Smiles: CNCC(C1=CC=C(C=C1)O)O
• IUPAC Name: 4-[1-hydroxy-2-(methylamino)ethyl]phenol
• InChIKey: YRCWQPVGYLYSOX-UHFFFAOYSA-N
• INCHI: 1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3
• Isomeric SMILES: CNCC(C1=CC=C(C=C1)O)O
• WGK Germany: 3
• PubChem CID: 7172
• Molecular Weight: 167.21

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenols
      • Subclass 1-hydroxy-2-unsubstituted benzenoids

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenols
• Subclass: 1-hydroxy-2-unsubstituted benzenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: 1-hydroxy-2-unsubstituted benzenoids
• Alternative Parents: Aralkylamines Benzene and substituted derivatives Secondary alcohols 1,2-aminoalcohols Dialkylamines Organopnictogen compounds Hydrocarbon derivatives Aromatic alcohols
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: 1-hydroxy-2-unsubstituted benzenoid - Aralkylamine - Monocyclic benzene moiety - 1,2-aminoalcohol - Secondary alcohol - Secondary amine - Secondary aliphatic amine - Organic oxygen compound - Aromatic alcohol - Alcohol - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Amine - Hydrocarbon derivative - Organopnictogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that a unsubstituted at the 2-position.
• External Descriptors: phenols - ethanolamines - phenethylamine alkaloid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

Discover Target: HTR1A

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CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

Discover Target: CHRM1

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PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

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KCNH2 Tclin HERG (29587 Activities)

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CXCL8 Tchem Interleukin-8 (642 Activities)

Discover Target: CXCL8

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ARSA Tbio Cerebroside-sulfatase (655 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

Discover Target: GLP1R

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ABCB11 Tchem Bile salt export pump (2311 Activities)

Discover Target: ABCB11

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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NMUR2 Tchem Neuromedin-U receptor 2 (383 Activities)

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SMN1 Tchem Survival motor neuron protein (34246 Activities)

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BLM Tchem Bloom syndrome protein (4248 Activities)

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THPO Tbio Thrombopoietin (834 Activities)

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MBNL1 Tbio Muscleblind-like protein 1 (34431 Activities)

Discover Target: MBNL1

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GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)

Discover Target: GLS

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Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)

Discover Target: ampC

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Hdac6 Histone deacetylase 6 (222 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Air Sensitive,Heat Sensitive
• x_melt_point_char: 166°C-167°C
• Molecular Weight: 167.200 g/mol
• XLogP3: -0.600
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.095 Da
• Monoisotopic Mass: 167.095 Da
• Topological Polar Surface Area: 52.500 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 122.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yang Zhang, Shanshan Wang, Jianguang Luo, Yaolan Lin, Xiao Xu, Chao Han, Lingyi Kong.  (2018)  Preparative enantioseparation of synephrine by conventional and pH-zone-refining counter-current chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:30224280] [10.1016/j.chroma.2018.09.012]