Vanillylacetone - ≥97%, flavors and fragrances , CAS No.122-48-5

CAS: 122-48-5 Cat. No.: V117528 Formule: C₁₁H₁₄O₃ Poids moléculaire: 194.23 Beilstein Registry Number: 8(4)1866 Numéro CE: 204-548-3 PubChem CID: 31211

GRADE & PURITY ≥97%, flavors and fragrances

Synonyms

(0)-Paradol | EN300-1721864 | HMS3651E22 | Vanillyl acetone | SCHEMBL119051 | EINECS 204-548-3 | Tox21_302493 | ZINGERONE | Zingiberone | SY017980 | AS-65368 | UNII-4MMW850892 | Vanillylacetone, >=98%, natural, FG | [0]Paradol | [0]-Paradol | DB15589 | 4-

Storage

Room temperature

Shipped In

Normal

Specifications

Synonymes

(0)-Paradol | EN300-1721864 | HMS3651E22 | Vanillyl acetone | SCHEMBL119051 | EINECS 204-548-3 | Tox21_302493 | ZINGERONE | Zingiberone | SY017980 | AS-65368 | UNII-4MMW850892 | Vanillylacetone, >=98%, natural, FG | [0]Paradol | [0]-Paradol | DB15589 | 4-

Spécifications et pureté

≥97%, flavors and fragrances

Conditions de stockage de stockage

Room temperature

Expédié en

Normal

Pureté

≥97%

Noms et identifiants

• Pubchem Sid: 488183132
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183132
• Sourires canoniques: CC(=O)CCC1=CC(=C(C=C1)O)OC
• IUPAC Name: 4-(4-hydroxy-3-methoxyphenyl)butan-2-one
• InChIKey: OJYLAHXKWMRDGS-UHFFFAOYSA-N
• INCHI: 1S/C11H14O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h5-7,13H,3-4H2,1-2H3
• Isomères SMILES: CC(=O)CCC1=CC(=C(C=C1)O)OC
• WGK Allemagne: 2
• RTECS: EL8900000
• PubChem CID: 31211
• Poids moléculaire: 194.23
• Beilstein: 8(4)1866
• Reaxy-Rn: 2051099

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Classe Phenols
      • Subclass Methoxyphenols

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Classe: Phenols
• Subclass: Methoxyphenols
• Intermediate Tree Nodes: Not available
• Direct Parent: Methoxyphenols
• Alternative Parents: Phenoxy compounds Methoxybenzenes Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Methoxyphenol - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Monocyclic benzene moiety - Ketone - Ether - Organic oxygen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
• External Descriptors: Zingiber derived compounds

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

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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CACNA1C Tclin Voltage-gated L-type calcium channel alpha-1C subunit (766 Activities)

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JUN Tchem Proto-oncogene c-JUN (434 Activities)

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NFKBIA Tchem NF-kappaB inhibitor alpha (187 Activities)

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IMR-32 (1082 Activities)

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MAPK3 Tchem Mitogen-activated protein kinase; ERK1/ERK2 (651 Activities)

Discover Target: MAPK3

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SMAD2 Tbio Mothers against decapentaplegic homolog 2 (9 Activities)

Discover Target: SMAD2

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Cibles associées (non humaines)

B16 (5829 Activities)

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PC-12 (7051 Activities)

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BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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Mécanismes d'action

Propriétés chimiques et physiques

• Indice de réfraction: 1.541
• Point d'éclair (°C): 113 °C
• Point d'ébullition (°C): 141°C
• Point de fusion (°C): 40-41°C
• Poids moléculaire: 194.230 g/mol
• XLogP3: 0.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 194.094 Da
• Monoisotopic Mass: 194.094 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 191.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Références

1. Chunjing Guo, Wei Zhang, Qiaoyun Zhang, Yanguo Su, Xiaoya Hou, Qiang Chen, Huimin Guo, Ming Kong, Daquan Chen.  (2023)  Novel dual CAFs and tumour cell targeting pH and ROS dual sensitive micelles for targeting delivery of paclitaxel to liver cancer.  Artificial Cells Nanomedicine and Biotechnology,      [PMID:37014123] [10.1080/21691401.2023.2193221]

2. Wenhua Ji, Xiuli Ma, Jinghua Zhang, Hongkai Xie, Feng Liu, Xiao Wang.  (2015)  Preparation of the high purity gingerols from ginger by dummy molecularly imprinted polymers.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:25704774] [10.1016/j.chroma.2015.02.002]

3. Sirong Huang, Xintong Yao, Boya Cao, Na Zhang, Olugbenga P. Soladoye, Yuhao Zhang, Yu Fu.  (2024)  Encapsulation of zingerone by self-assembling peptides derived from fish viscera: Characterization, interaction and effects on colon epithelial cells.  Food Chemistry-X,      [PMID:38855095] [10.1016/j.fochx.2024.101506]

4. Huimin Xu, Linghua Piao, Xuanri Shen, Xiande Liu.  (2024)  Zingerone enhances the antitumor activity of attenuated Salmonella-mediated cancer immunotherapy by promoting tumor infiltration by host immune cells.  Journal of Functional Foods,      [PMID:] [10.1016/j.jff.2024.106017]

5. Letian Yang, Zhenyu Ma, Xueting Cao, Limei Xu, Xue Ma, Jingyi Zhu, Min Xiao, Xukai Jiang.  (2025)  Molecular mechanism of the substrate promiscuity in GT1 glucosyltransferases: Insights from molecular dynamics simulations and experimental validation.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:41349745] [10.1016/j.ijbiomac.2025.149450]