Limonin glucoside - ≥95% , CAS No.123564-61-4

CAS: 123564-61-4 Cat. No.: L275342 Fórmula: C₃₂H₄₂O₁₄ Peso molecular: 650.67 PubChem CID: 24820753

GRADE & PURITY ≥95%

Synonyms

LIMONOIC ACID, 17-O-.BETA.-D-GLUCOPYRANOSYL-, .DELTA.-LACTONE | AKOS040748750 | C06740 | limonin 17-beta-D-glucoside | 9553Q8Z7PF | Glucosyl-limonin | Limonin 17-beta-D-glucopyranoside | UNII-9553Q8Z7PF | LIMONIN 17-.BETA.-D-GLUCOPYRANOSIDE | SPIRO(9H,11H

Storage

Store at 2-8°C

Shipped In

Wet ice

Visão geral

Store at +4°C. The product can be stored for up to 12 months.

Specifications

Sinónimos

LIMONOIC ACID, 17-O-.BETA.-D-GLUCOPYRANOSYL-, .DELTA.-LACTONE | AKOS040748750 | C06740 | limonin 17-beta-D-glucoside | 9553Q8Z7PF | Glucosyl-limonin | Limonin 17-beta-D-glucopyranoside | UNII-9553Q8Z7PF | LIMONIN 17-.BETA.-D-GLUCOPYRANOSIDE | SPIRO(9H,11H

Especificações e pureza

≥95%

Mecanismos bioquímicos e fisiológicos

Apoptotic agent. Limonin derivative. Aromatase inhibitor. Induces mitochondria mediated intrinsic apoptosis. Shows antiproliferative activity. Orally active.

Condições de armazenamento de armazenamento

Store at 2-8°C

Enviado em

Wet ice

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥95%

Nomes e identificadores

Pubchem Sid

528772171

Sorrisos canónicos

CC1(C2CC(=O)C3(C(C24COC(=O)CC4O1)CCC(C35C(O5)C(=O)O)(C)C(C6=COC=C6)OC7C(C(C(C(O7)CO)O)O)O)C)C

IUPAC Name

(1R,2R,2'S,5S,6R,7R,10R,13S)-5-[(S)-furan-3-yl-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-5,7,11,11-tetramethyl-8,15-dioxospiro[12,16-dioxatetracyclo[8.7.0.01,13.02,7]heptadecane-6,3'-oxirane]-2'-carboxylic acid

InChIKey

FYIKIBQJAJRKQM-WNCNYDOCSA-N

INCHI

1S/C32H42O14/c1-28(2)17-9-18(34)30(4)16(31(17)13-42-20(35)10-19(31)45-28)5-7-29(3,32(30)25(46-32)26(39)40)24(14-6-8-41-12-14)44-27-23(38)22(37)21(36)15(11-33)43-27/h6,8,12,15-17,19,21-25,27,33,36-38H,5,7,9-11,13H2,1-4H3,(H,39,40)/t15-,16+,17+,19+,21-,22+,23-,24+,25-,27+,29+,30+,31-,32-/m1/s1

SMILES isoméricas

C[C@]1(CC[C@H]2[C@]([C@@]13[C@H](O3)C(=O)O)(C(=O)C[C@@H]4[C@@]25COC(=O)C[C@@H]5OC4(C)C)C)[C@H](C6=COC=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O

PubChem CID

24820753

Peso molecular

650.67

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Classe Prenol lipids
      • Subclass Triterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Prenol lipids
• Subclass: Triterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Limonoids
• Alternative Parents: Hexoses O-glycosyl compounds Delta valerolactones Dicarboxylic acids and derivatives Oxanes Oxirane carboxylic acids Heteroaromatic compounds Furans Tetrahydrofurans Ketones Secondary alcohols Carboxylic acid esters Oxacyclic compounds Acetals Dialkyl ethers Carboxylic acids Polyols Organic oxides Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Limonoid skeleton - Hexose monosaccharide - O-glycosyl compound - Glycosyl compound - Delta valerolactone - Delta_valerolactone - Dicarboxylic acid or derivatives - Oxirane carboxylic acid or derivatives - Oxirane carboxylic acid - Oxane - Monosaccharide - Tetrahydrofuran - Heteroaromatic compound - Furan - Secondary alcohol - Ketone - Carboxylic acid ester - Lactone - Acetal - Carboxylic acid derivative - Carboxylic acid - Dialkyl ether - Oxirane - Ether - Oxacycle - Organoheterocyclic compound - Polyol - Hydrocarbon derivative - Alcohol - Organic oxygen compound - Organic oxide - Primary alcohol - Carbonyl group - Organooxygen compound - Aromatic heteropolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.
• External Descriptors: Limonoids

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

Propriedades químicas e físicas

• Solubilidade: Soluble in water
• Peso molecular: 650.700 g/mol
• XLogP3: -0.600
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 6
• Exact Mass: 650.257 Da
• Monoisotopic Mass: 650.257 Da
• Topological Polar Surface Area: 215.000 Ų
• Heavy Atom Count: 46
• Formal Charge: 0
• Complexity: 1290.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 14
• 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