trans-10-Hydroxy-2-decenoic Acid - 10mM in DMSO , CAS No.14113-05-4

CAS: 14113-05-4 Cat. No.: T421529 Molecular Weight: 186.25 EC Number: 808-119-7

GRADE & PURITY 10mM in DMSO

Synonyms

(2E)-10-hydroxydec-2-enoic acid | Q16908844 | QHBZHVUGQROELI-SOFGYWHQSA-N | Silotermo Carmine G | trans-10-hydroxydec-2-enoic acid | DS-18448 | 10-Hydroxy-2-decylenic acid | (E)-10-Hydroxy-2-decenoic acid | AC-34577 | DTXSID601045504 | LMFA01050157 | Quee

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

(2E)-10-hydroxydec-2-enoic acid | Q16908844 | QHBZHVUGQROELI-SOFGYWHQSA-N | Silotermo Carmine G | trans-10-hydroxydec-2-enoic acid | DS-18448 | 10-Hydroxy-2-decylenic acid | (E)-10-Hydroxy-2-decenoic acid | AC-34577 | DTXSID601045504 | LMFA01050157 | Quee

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

VEGF inhibitor. Inhibits VEGF-induced angiogenesis. Suppresses VEGF-induced endothelial cell proliferation and migration. Promotes neurogenesis. Shows antiangiogenic, antioxidant and DNA-protective effects in vivo. Orally active.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Names and Identifiers

• Canonical Smiles: C(CCCC=CC(=O)O)CCCO
• IUPAC Name: (E)-10-hydroxydec-2-enoic acid
• InChIKey: QHBZHVUGQROELI-SOFGYWHQSA-N
• INCHI: 1S/C10H18O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h6,8,11H,1-5,7,9H2,(H,12,13)/b8-6+
• Isomeric SMILES: C(CCC/C=C/C(=O)O)CCCO
• Molecular Weight: 186.25
• Reaxy-Rn: 1765264
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1765264&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Hydroxy acids and derivatives
      • Subclass Medium-chain hydroxy acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Hydroxy acids and derivatives
• Subclass: Medium-chain hydroxy acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Medium-chain hydroxy acids and derivatives
• Alternative Parents: Medium-chain fatty acids Hydroxy fatty acids Unsaturated fatty acids Straight chain fatty acids Monocarboxylic acids and derivatives Carboxylic acids Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Medium-chain hydroxy acid - Medium-chain fatty acid - Hydroxy fatty acid - Straight chain fatty acid - Fatty acyl - Fatty acid - Unsaturated fatty acid - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Carbonyl group - Organic oxide - Organic oxygen compound - Alcohol - Organooxygen compound - Primary alcohol - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.
• External Descriptors: Hydroxy fatty acids

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

Chemical and Physical Properties

• Sensitivity: Heat sensitive
• Melt Point(°C): 64.0-68.0℃
• Molecular Weight: 186.250 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 186.126 Da
• Monoisotopic Mass: 186.126 Da
• Topological Polar Surface Area: 57.500 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 152.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Shixuan Su, Shanshan Li, Jing Hu, Ting Yu, Lingchen Tao, Fuliang Hu, Yunlei Xianyu.  (2021)  A colorimetric sensing strategy for detecting 10-hydroxy-2-decenoic acid in royal jelly based on Ag(I)-tetramethylbenzidine.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2021.131241]

2. Shuai Zhuang, Huihui Ming, Wenjie Yu, Liping Luo.  (2024)  Identification of freshness and metabolite changes of royal jelly during storage using Nano-ESI-MS and UPLC-Q/TOF-MS.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2024.107092]

3. Xinqi Huang, Lu Xiu, Yumei An, Yuan Gong, Sunao Li, Xueshi Chen, Chao Liu, Jianghuiwen Lu, Haiyan Shan, Jie Chang, Mingyang Zhang.  (2024)  Preventive Effect of Royal Jelly and 10-HDA on Skin Damage in Diabetic Mice through Regulating Keratinocyte Wnt/β-Catenin and Pyroptosis Pathway.  MOLECULAR NUTRITION & FOOD RESEARCH,  68  (19): (2400098).  [PMID:39246232] [10.1002/mnfr.202400098]