Bruceine A - ≥98%(HPLC) , CAS No.25514-31-2

CAS: 25514-31-2 Cat. No.: B355144 分子式: C₂₆H₃₄O₁₁ 分子量: 522.54 PubChem CID: 160006

GRADE & PURITY ≥98%(HPLC)

Synonyms

NSC 310616 | BRUCEIN A | Picras-3-en-21-oic acid,20-epoxy-3,11,12-trihydroxy-15-(3-methyl-1-oxobutoxy)-2,16-dioxo-, methyl ester, (11.beta.,12.alpha.,15.beta.)- | SCHEMBL5928607 | AKOS030526754 | NSC310616 | NSC-310616 | Dihydrobrusatol | Isobruceine A |

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Specifications

同義語

NSC 310616 | BRUCEIN A | Picras-3-en-21-oic acid,20-epoxy-3,11,12-trihydroxy-15-(3-methyl-1-oxobutoxy)-2,16-dioxo-, methyl ester, (11.beta.,12.alpha.,15.beta.)- | SCHEMBL5928607 | AKOS030526754 | NSC310616 | NSC-310616 | Dihydrobrusatol | Isobruceine A |

仕様と純度

≥98%(HPLC)

保管条件

Store at 2-8°C,Protected from light

入荷

Wet ice

この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。

純度

≥98%(HPLC)

名前と識別子

• パブケム・シド: 504757474
• パブケム・シド・ウル: https://pubchem.ncbi.nlm.nih.gov/substance/504757474
• カノニカル・スマイル: CC1=C(C(=O)CC2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)CC(C)C)(OC5)C(=O)OC)O)O)C)O
• IUPAC Name: methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-10,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
• InChIKey: LPZSTPCYWWRQFU-VILODJCFSA-N
• INCHI: 1S/C26H34O11/c1-10(2)6-15(28)37-18-20-25-9-35-26(20,23(33)34-5)21(31)17(30)19(25)24(4)8-13(27)16(29)11(3)12(24)7-14(25)36-22(18)32/h10,12,14,17-21,29-31H,6-9H2,1-5H3/t12-,14+,17+,18+,19+,20+,21-,24-,25+,26-/m0/s1
• 異性体SMILES: CC1=C(C(=O)C[C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@H]([C@@H]([C@]([C@@H]4[C@H](C(=O)O3)OC(=O)CC(C)C)(OC5)C(=O)OC)O)O)C)O
• PubChem CID: 160006
• 分子量: 522.54

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • 分類 Prenol lipids
      • Subclass Terpene lactones

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• 分類: Prenol lipids
• Subclass: Terpene lactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Quassinoids
• Alternative Parents: Triterpenoids Naphthopyrans Naphthalenes Tricarboxylic acids and derivatives Furopyrans Beta hydroxy acids and derivatives Cyclohexenones Oxepanes Delta valerolactones Fatty acid esters Pyrans Oxanes Tetrahydrofurans Furans Methyl esters Secondary alcohols 1,2-diols Cyclic alcohols and derivatives Enols Dialkyl ethers Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Triterpenoid - C-20 quassinoid skeleton - Quassinoid - Naphthopyran - Naphthalene - Furopyran - Tricarboxylic acid or derivatives - Beta-hydroxy acid - Delta valerolactone - Fatty acid ester - Delta_valerolactone - Oxepane - Cyclohexenone - Pyran - Oxane - Hydroxy acid - Fatty acyl - Methyl ester - Tetrahydrofuran - Cyclic alcohol - Furan - Cyclic ketone - Secondary alcohol - Carboxylic acid ester - 1,2-diol - Ketone - Lactone - Ether - Enol - Dialkyl ether - Organoheterocyclic compound - Polyol - Oxacycle - Carboxylic acid derivative - Carbonyl group - Alcohol - Organooxygen compound - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Aliphatic heteropolycyclic compound
• 説明: This compound belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring.
• External Descriptors: Not available

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

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MDA-MB-231 (73002 Activities)

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Lu1 (576 Activities)

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作用メカニズム

化学的性質と物理的性質

• 溶解度: Insoluble in water, easily soluble in methanol, ethanol, chloroform, ether and other organic solvents.
• 感度: Light sensitive
• 分子量: 522.500 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 6
• Exact Mass: 522.21 Da
• Monoisotopic Mass: 522.21 Da
• Topological Polar Surface Area: 166.000 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 1100.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 10
• 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

参考文献

1. Kaiyue Zuo, Naiyu Liu, Peng Zhou, Yingrui Wei, Jian Lin, Xinjie Zhu.  (2025)  Natural Product Bruceine A from Brucea javanica(L.) Merr. as a Potential LDLR Inhibitor That Facilitates Antiviral Effect.  ACS Omega,      [PMID:40657109] [10.1021/acsomega.5c02956]