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Brassinolide - ≥90.0%, high purity , CAS No.72962-43-7
Basic Description
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
Specifications & Purity
≥90%
Storage Temp
Room temperature
Shipped In
Normal
Product Description
Brassinolide is a plant hormone; a natural steroid containing a seven-membered B-ring lactone, that promotes both cell elongation and cell devision and is used as a plant growth regulator.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Lipids and lipid-like molecules
Class
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
Description
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.
Names and Identifiers
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
INCHI
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
InChIKey
IXVMHGVQKLDRKH-KNBKMWSGSA-N
Smiles
CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2COC(=O)C4C3(CC(C(C4)O)O)C)C)O)O
Isomeric 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
Alternate CAS
78821-43-9
Molecular Weight
480.69
Reaxy-Rn
61193796
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=61193796&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Sensitivity
Moisture sensitive
Melt Point(°C)
256-258°C
Molecular Weight
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
Citations of This Product
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).
2.
Zheping Yu, Shuwen Zhang, Li Sun, Senmiao Liang, Xiliang Zheng, Haiying Ren, Xingjiang Qi.
(2024)
Effects of Enhanced Resistance and Transcriptome Analysis of Twig Blight Disease by Exogenous Brassinolide in Myrica rubra. Antioxidants,
13
(1):
(61).
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,
(1-11).
4.
Basit Farwa, Liu Jiaxin, An Jianyu, Chen Min, He Can, Zhu Xiaobo, Li Zhan, Hu Jin, Guan Yajing.
(2022)
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).
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,
340
(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).
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).
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7 Citations
B2512207