Brassinolide - ≥90% , CAS No.72962-43-7

CAS: 72962-43-7 Cat. No.: B131571 Formula: C₂₈H₄₈O₆ Peso molecolare: 480.69 Numero EC: 688-467-2

GRADE & PURITY ≥90%

Synonyms

2alpha,3alpha,22,23-tetrahydroxy-24-methyl-B-homo-7-oxa-5alpha-cholestan-6-one | (2alpha,3alpha,5alpha,22R,23R,24S)-2,3,22,23-Tetrahydroxy-B-homo-7-oxaergostan-6-one | NSC 325306 | SCHEMBL119753 | (2.ALPHA.,3.ALPHA.,5.ALPHA.,22R,23R,24S)-2,3,22,23-TETRAHY

Storage

Temperatura ambiente

Shipped In

Normale

Panoramica

Il brassinolide è un ormone vegetale, uno steroide naturale contenente un lattone a sette anelli B, che promuove l'allungamento e la divisione delle cellule e viene utilizzato come regolatore della crescita delle piante.
Descrizione:
Valore IC50: N/A
Il brassinolide è uno sterolo vegetale isolato per la prima volta dal polline della colza (Brassica napus L.), in grado di promuovere l'allungamento del fusto e la divisione cellulare.
in vitro: L'attività della caspasi-3 è aumentata in modo evidente dopo il trattamento con brassinolide. Studi di Western blot hanno indicato che il trattamento con brassinolide ha innescato una diminuzione tempo-dipendente dell'espressione della proteina anti-apoptotica Bcl-2 [1]. Dopo il trattamento con brassinolide alla concentrazione di 0,001-10,0 microg x mL(-1), la resistenza del CCRF-VCR è stata invertita in parte con un numero di pieghe rispettivamente compreso tra 4,4 e 11,6 [2]. Dopo il trattamento con brassinolide, l'espressione di p53 nelle cellule CCRF-VCR è tornata al livello delle cellule sensibili.
in vivo: dopo la somministrazione orale di brassinolide per 7 giorni consecutivi (una volta al giorno), sono stati valutati i livelli di glucosio nel sangue il giorno 0 e il giorno 7 [3].
Studio clinico: N/D

Un regolatore della crescita delle piante

Specifications

Sinonimi

2alpha,3alpha,22,23-tetrahydroxy-24-methyl-B-homo-7-oxa-5alpha-cholestan-6-one | (2alpha,3alpha,5alpha,22R,23R,24S)-2,3,22,23-Tetrahydroxy-B-homo-7-oxaergostan-6-one | NSC 325306 | SCHEMBL119753 | (2.ALPHA.,3.ALPHA.,5.ALPHA.,22R,23R,24S)-2,3,22,23-TETRAHY

Specifiche e purezza

≥90%

Meccanismi biochimici e fisiologici

Explanation: IC50 value: Brassinolide is a plant sterol that was first isolated from rapeseed (Brassica napus L.) pollen. In vitro, treatment with brassinolide significantly increased Caspase-3 activity. Western blot studies have shown that treatment with

Condizioni di conservazione di stoccaggio

Temperatura ambiente

Spedito in

Normale

Purezza

≥90%

Nomi e identificatori

• Pubchem Sid: 528775144
• Sorrisi canonici: CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2COC(=O)C4C3(CC(C(C4)O)O)C)C)O)O
• IUPAC Name: (1S,2R,4R,5S,7S,11S,12S,15R,16S)-15-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.02,7.012,16]octadecan-8-one
• InChIKey: IXVMHGVQKLDRKH-KNBKMWSGSA-N
• INCHI: 1S/C28H48O6/c1-14(2)15(3)24(31)25(32)16(4)18-7-8-19-17-13-34-26(33)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14-25,29-32H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,22-,23+,24+,25+,27+,28+/m0/s1
• Isomeri SMILES: C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2COC(=O)[C@@H]4[C@@]3(C[C@H]([C@H](C4)O)O)C)C)[C@H]([C@@H]([C@@H](C)C(C)C)O)O
• CAS alternativo: 78821-43-9
• Peso molecolare: 480.69
• Reaxy-Rn: 61193796
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=61193796&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Classe Steroids and steroid derivatives
      • Subclass Steroid lactones

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Steroids and steroid derivatives
• Subclass: Steroid lactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Brassinolides and derivatives
• Alternative Parents: Oxepanes Secondary alcohols Lactones Cyclic alcohols and derivatives Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Brassinolide-skeleton - Caprolactone - Oxepane - Cyclic alcohol - Carboxylic acid ester - Lactone - Secondary alcohol - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Alcohol - Carbonyl group - Organic oxygen compound - Organic oxide - Organooxygen compound - Aliphatic heteropolycyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as brassinolides and derivatives. These are cholestane based steroid lactones containing benzo[c]indeno[5,4-e]oxepin-3-one.
• External Descriptors: Brassinolides and derivatives

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

Proprietà chimiche e fisiche

• Sensibilità: Moisture sensitive
• Punto di fusione (°C): 256-258°C
• Peso molecolare: 480.700 g/mol
• XLogP3: 4.800
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 480.345 Da
• Monoisotopic Mass: 480.345 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 755.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 13
• 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

Riferimenti

1. Zhong Ximing, Lan Ruopeng, Su Guofeng, Hao Li, Xu Hua, Zhou Hongjun, Zhou Xinhua.  (2023)  Enhancing the salt stress resistance of seeds and seedlings via a brassinolide sustained release agent system.  Chemical and Biological Technologies in Agriculture,  10  (1): (1-16).  [PMID:] [10.1186/s40538-023-00510-8]

2. Zheping Yu, Shuwen Zhang, Li Sun, Senmiao Liang, Xiliang Zheng, Haiying Ren, Xingjiang Qi.  (2023)  Effects of Enhanced Resistance and Transcriptome Analysis of Twig Blight Disease by Exogenous Brassinolide in Myrica rubra.  Antioxidants,  13  (1): (61).  [PMID:38247485] [10.3390/antiox13010061]

3. Zhang Ting, Zhao Yichen.  (2023)  Cloning and characterization of the BZR1-2 promoter from Camellia sinensis and its responses to hormonal and abiotic stresses.  PLANT CELL TISSUE AND ORGAN CULTURE,      [PMID:] [10.1007/s11240-023-02592-6]

4. Basit Farwa, Liu Jiaxin, An Jianyu, Chen Min, He Can, Zhu Xiaobo, Li Zhan, Hu Jin, Guan Yajing.  (2021)  Seed priming with brassinosteroids alleviates aluminum toxicity in rice via improving antioxidant defense system and suppressing aluminum uptake.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  29  (7): (10183-10197).  [PMID:34515933] [10.1007/s11356-021-16209-y]

5. Zilong Cui, Zhiruo Zhao, Liang Yao, Yonghong Hu.  (2021)  Determination and analysis of solubility of brassinolide in different solvent systems at different temperatures (T = 278.15–323.15 K).  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2021.117316]

6. Yang Ding, Jiping Sheng, Fansheng Cheng.  (2021)  Assessment of the role of brassinosteroid in regulating the disease resistance of postharvest tomato fruit by proteomic analysis.  JOURNAL OF FOOD PROCESSING AND PRESERVATION,  45  (9): (e15708).  [PMID:] [10.1111/jfpp.15708]

7. Yunlei Zhou, Huanshun Yin, Yue Wang, Chengji Sui, Minghui Wang, Shiyun Ai.  (2018)  Electrochemical aptasensors for zeatin detection based on MoS2 nanosheets and enzymatic signal amplification.  ANALYST,  143  (21): (5185-5190).  [PMID:30264075] [10.1039/C8AN01356J]

8. Abdul Salam, Jinzhe Chang, Liupeng Yang, Muhammad Zeeshan, Anas Iqbal, Ali Raza Khan, Muhammad Siddique Afridi, Zaid Ulhassan, Wardah Azhar, Zhixiang Zhang, Peiwen Zhang.  (2025)  Brassinosteroid-Mediated Resistance to Cobalt-Induced Toxicity by Regulating Hormonal Balance, Cellular Metabolism, and Antioxidant Defense in Maize.  Plants-Basel,  14  (13): (2076).  [PMID:40648085] [10.3390/plants14132076]

9. 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]

10. Chen Jingwen, Cai Xiaojie, Tian Yuan, Ye Xuelian, Liu Rui, Wu Yujie, Ye Zihang, Li Airong, Yang Jianli, Quan Xinhua, Yao Xiangtan, Lin Sue, Huang Li.  (2025)  Brassinosteroid promotes leaf wrinkling in Brassica campestris by regulating a key transcription factor and its downstream genes.  PLANT PHYSIOLOGY,      [PMID:40509994] [10.1093/plphys/kiaf252]

11. Zhang Xiaobo, Wang Ying, Fu Yao, Sun Ying, Zhang Xuefei, Tian Weijiang, Li Yangyang, Zhu Xiaoyan, Wang Nan, Song Hongyuan, He Guanghua, Sang Xianchun.  (2025)  Transcription factor FTD1 mediates brassinosteroid signaling and maintains MONOCULM 1 stability to regulate rice tillering.  PLANT PHYSIOLOGY,  198  (4):   [PMID:40729409] [10.1093/plphys/kiaf333]

12. Ai Jiamin, Xu Leilei, Ding Hao, Dang Zijing, Jian Liru, Chen Chun, Wei Gehong, Li Zhefei.  (2025)  Silica nanoparticles suppress fungal pathogenic allies to alleviate Astragalus root rot.  Microbiome,  13  (1): (1-22).  [PMID:41121302] [10.1186/s40168-025-02183-x]

13. Jihao Zuo, Ruopeng Lan, Jinting Cai, Long Chen, Dongyan Yang, Huayao Chen, Li Hao, Ximing Zhong, Xinhua Zhou, Hongjun Zhou.  (2025)  Proline-functionalized zein nano delivery system enables sustained brassinolide release for enhanced salt stress tolerance in cucumber cultivation.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.172016]

14. Su Li, Qi Jiang, Yong Qiang Gao, Ren Fang Shen, Qing Song Zheng, Xiao Fang Zhu.  (2026)  Brassinosteroid (BR) alleviates Al toxicity in rice (Oryza sativa) through a gibberellic acid (GA) dependent pathway.  PLANT PHYSIOLOGY AND BIOCHEMISTRY,      [PMID:] [10.1016/j.plaphy.2026.111257]