(±)-Jasmonic acid - for plant cell culture , CAS No.77026-92-7

CAS: 77026-92-7 Cat. No.: J304598 Molecular Weight: 210.27

GRADE & PURITY Suitable for plant cell culture

Synonyms

Cyclopentaneacetic acid, 3-oxo-2-[(2Z)-2-penten-1-yl]-, (1R,2R)- | (1R,2R)-3-OXO-2-(2Z)-2-PENTENYLCYCLOPENTANEACETIC ACID | (1r,2r)-3-oxo-2-(2z)-2-pentenyl-cyclopentaneacetic acid | 6RI5N05OWW | {(1R,2R)-3-Oxo-2-[(Z)pent-2-enyl]cyclopent-2-enyl}acetic aci

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

Cyclopentaneacetic acid, 3-oxo-2-[(2Z)-2-penten-1-yl]-, (1R, 2R)- | (1R, 2R)-3-OXO-2-(2Z)-2-PENTENYLCYCLOPENTANEACETIC ACID | (1r, 2r)-3-oxo-2-(2z)-2-pentenyl-cyclopentaneacetic acid | 6RI5N05OWW | {(1R, 2R)-3-Oxo-2-[(Z)pent-2-enyl]cyclopent-2-enyl}acetic aci

Specifications & Purity

for plant cell culture

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

Suitable for plant cell culture

Names and Identifiers

• Canonical Smiles: CCC=CCC1C(CCC1=O)CC(=O)O
• IUPAC Name: 2-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetic acid
• InChIKey: ZNJFBWYDHIGLCU-HWKXXFMVSA-N
• INCHI: 1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-/m1/s1
• Isomeric SMILES: CC/C=C\C[C@@H]1[C@H](CCC1=O)CC(=O)O
• Molecular Weight: 210.27
• Reaxy-Rn: 18333081
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=18333081&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Lineolic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Jasmonic acids
• Alternative Parents: Cyclic ketones Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Jasmonic acid - Cyclic ketone - Ketone - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as jasmonic acids. These are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety.
• External Descriptors: Jasmonic 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

Associated Targets(Human)

AKR1C3 Tchem Aldo-keto-reductase family 1 member C3 (1414 Activities)

Discover Target: AKR1C3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AKR1C4 Tchem Aldo-keto reductase family 1 member C4 (224 Activities)

Discover Target: AKR1C4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AKR1C2 Tchem Aldo-keto reductase family 1 member C2 (639 Activities)

Discover Target: AKR1C2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Oryza sativa (2923 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Lepidium sativum (398 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 210.270 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 210.126 Da
• Monoisotopic Mass: 210.126 Da
• Topological Polar Surface Area: 54.400 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 268.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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. Ying Sun, Mei Gao, Seogchan Kang, Chengmin Yang, Hui Meng, Yun Yang, Xiangsheng Zhao, Zhihui Gao, Yanhong Xu, Yue Jin, Xiaohong Zhao, Zheng Zhang, Jianping Han.  (2020)  Molecular Mechanism Underlying Mechanical Wounding-Induced Flavonoid Accumulation in Dalbergia odorifera T. Chen, an Endangered Tree That Produces Chinese Rosewood.  Genes,  11  (5): (478).  [PMID:32353985] [10.3390/genes11050478]

2. Fangyuan Wang, Xiaoling Gu, Chunchen Zheng, Fang Dong, Liying Zhang, Yueqing Cai, Zhengyi You, Junhui You, Shuhu Du, Zhongping Zhang.  (2017)  Ehrlich Reaction Evoked Multiple Spectral Resonances and Gold Nanoparticle Hotspots for Raman Detection of Plant Hormone.  ANALYTICAL CHEMISTRY,      [PMID:28745043] [10.1021/acs.analchem.7b01267]

3. Dong Li, Chunran Zhou, Shuai Wang, Zhan Hu, Jia Xie, Canping Pan, Ranfeng Sun.  (2023)  Imidacloprid-induced stress affects the growth of pepper plants by disrupting rhizosphere-plant microbial and metabolite composition.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:37437628] [10.1016/j.scitotenv.2023.165395]

4. Mingyue Zhao, Jingming Wang, Xinyuan Hao, Jieyang Jin, Junwei Tang, Yueyue Wang, Mengting Zhang, Tingting Jing, Wilfried Schwab, Ting Gao, Xinchao Wang, Chuankui Song.  (2025)  Natural variation of CsUGT71A60 determines growth and cold tolerance via regulating cytokinin glycosylation in Camellia sinensis.  PLANT BIOTECHNOLOGY JOURNAL,      [PMID:40299792] [10.1111/pbi.70112]

5. Lanxin Luo, Ting Gao, Yanni Deng, Mengyao Chai, Bo Li, Hao Ni, Kai Wang, Mengting Zhang, Yaojia Liu, Hao Jiang, Chuankui Song, Tingting Jing.  (2025)  Tea Aphid-Induced β-Elemene Biosynthesis by CsELE Enhances JA-Dependent Herbivore Resistance in Tea Plants.  PLANT CELL AND ENVIRONMENT,      [PMID:40387252] [10.1111/pce.15625]