Ethyl linolenate - ≥98% , CAS No.1191-41-9

CAS: 1191-41-9 Cat. No.: A111971 Peso molecular: 306.48 Número EC: 214-734-6

GRADE & PURITY ≥98%

Synonyms

NCGC00258566-01 | Ethyl (9E,12E,15E)-octadeca-9,12,15-trienoate | NSC 8699 | 9,12,15-Octadecatrienoic acid, ethyl ester | ETHYL LINOLENATE [WHO-DD] | AS-70359 | NSC 677465 | USAF AN-7 | CAS-1191-41-9 | A892646 | MFCD07371452 | SCHEMBL122342 | EINECS 214-7

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

An exogenous source of α-linolenic acid.

Specifications

Sinónimos

NCGC00258566-01 | Ethyl (9E, 12E, 15E)-octadeca-9, 12, 15-trienoate | NSC 8699 | 9, 12, 15-Octadecatrienoic acid, ethyl ester | ETHYL LINOLENATE [WHO-DD] | AS-70359 | NSC 677465 | USAF AN-7 | CAS-1191-41-9 | A892646 | MFCD07371452 | SCHEMBL122342 | EINECS 214-7

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

Linolenic acid ethyl ester is a neutral, more lipophilic form of the free acid that can be used as an exogenous source of α-linolenic acid.Linolenic acid ethyl ester increases cyclin E expression and Cdk2 activity, as well as extracellular-signal-regulate

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504763761
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763761
• Sonrisas canónicas: CCC=CCC=CCC=CCCCCCCCC(=O)OCC
• IUPAC Name: ethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
• InChIKey: JYYFMIOPGOFNPK-AGRJPVHOSA-N
• INCHI: 1S/C20H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h5-6,8-9,11-12H,3-4,7,10,13-19H2,1-2H3/b6-5-,9-8-,12-11-
• Isómeros SMILES: CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OCC
• WGK Alemania: 2
• Peso molecular: 306.48
• Reaxy-Rn: 1728339
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1728339&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Fatty Acyls
      • Subclass Lineolic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Fatty Acyls
• Subclass: Lineolic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Lineolic acids and derivatives
• Alternative Parents: Fatty acid esters Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Octadecanoid - Fatty acid ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
• External Descriptors: long-chain fatty acid ethyl ester

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

Objetivos asociados (humanos)

A498 (42825 Activities)

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ACHN (49357 Activities)

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CCRF-CEM (65223 Activities)

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COLO 205 (50209 Activities)

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DLD-1 (17511 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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K562 (73714 Activities)

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M14 (47487 Activities)

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OVCAR-8 (47708 Activities)

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RPMI-8226 (44974 Activities)

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SF-295 (48000 Activities)

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SK-MEL-2 (46422 Activities)

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SK-MEL-28 (48833 Activities)

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SK-MEL-5 (47095 Activities)

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SK-OV-3 (52876 Activities)

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SN12C (47755 Activities)

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TK-10 (45540 Activities)

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U-251 (51189 Activities)

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UACC-257 (46019 Activities)

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XF498 (12972 Activities)

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786-0 (47912 Activities)

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A549 (127892 Activities)

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HCC 2998 (41480 Activities)

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HCT-116 (91556 Activities)

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HOP-18 (11577 Activities)

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KM-20L2 (14967 Activities)

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HOP-62 (47048 Activities)

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LXFL 529 (14112 Activities)

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NCI-H226 (44470 Activities)

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NCI-H23 (49055 Activities)

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SF-539 (44845 Activities)

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SR (39847 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Light sensitive
• Índice de refracción: 1.468
• Punto de ebullición (°C): 166-168 °C/1 mmHg
• Punto de fusión (°C): 210-215℃
• Peso molecular: 306.500 g/mol
• XLogP3: 6.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 306.256 Da
• Monoisotopic Mass: 306.256 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 327.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 3
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 3
• Covalently-Bonded Unit Count: 1

Referencias

1. Shen Shicai, Ma Guangzong, Xu Gaofeng, Li Diyu, Jin Guimei, Yang Shaosong, Clements David Roy, Chen Aidong, Wen Lina, Zhang Fudou, Ye Min.  (2022)  Allelochemicals Identified From Sweet Potato (Ipomoea batatas) and Their Allelopathic Effects on Invasive Alien Plants.  Frontiers in Plant Science,      [PMID:35498714] [10.3389/fpls.2022.823947]

2. Yuting Ye, Lixia Wang, Ping Zhan, Honglei Tian, Jianshu Liu.  (2021)  Characterization of the aroma compounds of Millet Huangjiu at different fermentation stages.  FOOD CHEMISTRY,      [PMID:34339922] [10.1016/j.foodchem.2021.130691]

3. Jiajian Huang, Teng Yuan, Zhicheng Yang, Limin Man, Yang Hu, Zhuohong Yang.  (2018)  UV/thermal dual curing of tung oil-based polymers induced by cationic photoinitiator.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2018.10.022]

4. Cuiying Chen, Wutai Guan, Qingmei Xie, Guoliang Chen, Xiaolei He, Haoliang Zhang, Weiyi Guo, Feng Chen, Yuwen Tan, Qing Pan.  (2018)  n-3 essential fatty acids in Nile tilapia, Oreochromis niloticus: Bioconverting LNA to DHA is relatively efficient and the LC-PUFA biosynthetic pathway is substrate limited in juvenile fish.  AQUACULTURE,      [PMID:] [10.1016/j.aquaculture.2018.06.023]