Evodine - ≥97.5%(HPLC) , CAS No.1180-71-8

CAS: 1180-71-8 Cat. No.: E101247 Peso molecular: 470.51 Número EC: 808-129-1

GRADE & PURITY ≥97.5%(HPLC)

Synonyms

CAS-1180-71-8 | Limonoic acid, di-.delta.-lactone | Linonin | NCGC00263659-01 | AKOS015965307 | NCGC00178483-05 | NSC36508 | NSC-36508 | Tox21_111513_1 | 3-furyl(tetramethyl)[?]trione | Limonin | (1R,2R,7S,10R,13R,14R,16S,19S,20S)-19-(furan-3-yl)-9,9,13,2

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Sinónimos

CAS-1180-71-8 | Limonoic acid, di-.delta.-lactone | Linonin | NCGC00263659-01 | AKOS015965307 | NCGC00178483-05 | NSC36508 | NSC-36508 | Tox21_111513_1 | 3-furyl(tetramethyl)[?]trione | Limonin | (1R, 2R, 7S, 10R, 13R, 14R, 16S, 19S, 20S)-19-(furan-3-yl)-9, 9, 13, 2

Especificaciones y pureza

≥97.5%(HPLC)

Mecanismos bioquímicos y fisiológicos

Limonin is a triterpenoid aglycone that is a bitter principle of citrus fruits. Limonin is chemically induced carcinogenesis inhibitor and HIV-1 replication inhibitor. Limonin has anti-proliferative, proapoptotic activity on several cance

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥97.5%(HPLC)

Nombres e identificadores

• Pubchem Sid: 504757704
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504757704
• Sonrisas canónicas: CC1(C2CC(=O)C3(C(C24COC(=O)CC4O1)CCC5(C36C(O6)C(=O)OC5C7=COC=C7)C)C)C
• IUPAC Name: (1R,2R,7S,10R,13R,14R,16S,19S,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione
• InChIKey: KBDSLGBFQAGHBE-MSGMIQHVSA-N
• INCHI: 1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1
• Isómeros SMILES: C[C@@]12CC[C@H]3[C@]([C@@]14[C@H](O4)C(=O)O[C@H]2C5=COC=C5)(C(=O)C[C@@H]6[C@@]37COC(=O)C[C@@H]7OC6(C)C)C
• WGK Alemania: 3
• Peso molecular: 470.51
• Reaxy-Rn: 1632660
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1632660&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Prenol lipids
• Subclass: Triterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Limonoids
• Alternative Parents: Steroid lactones 11-oxosteroids Naphthopyrans Naphthalenes 1,4-dioxepanes Delta valerolactones Pyrans Oxanes Dicarboxylic acids and derivatives Tetrahydrofurans Heteroaromatic compounds Furans Carboxylic acid esters Ketones Dialkyl ethers Epoxides Oxacyclic compounds Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Limonoid skeleton - Steroid lactone - 11-oxosteroid - Oxosteroid - 2-oxosteroid - Steroid - Naphthopyran - Naphthalene - Delta valerolactone - Dioxepane - 1,4-dioxepane - Delta_valerolactone - Pyran - Oxane - Dicarboxylic acid or derivatives - Tetrahydrofuran - Heteroaromatic compound - Furan - Carboxylic acid ester - Lactone - Ketone - Organoheterocyclic compound - Carboxylic acid derivative - Oxacycle - Dialkyl ether - Oxirane - Ether - Organooxygen compound - Organic oxide - Carbonyl group - Hydrocarbon derivative - Organic oxygen compound - Aromatic heteropolycyclic compound
• Descripción: 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

Objetivos asociados (humanos)

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

Discover Target: HTR1A

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

TYR Tclin Tyrosinase (717 Activities)

Discover Target: TYR

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

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

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

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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MCF7 (126967 Activities)

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MDA-MB-435 (38290 Activities)

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PBMC (10003 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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

Objetivos asociados (no humanos)

pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)

Discover Target: pol

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

Abcb1b P-glycoprotein 1 (174 Activities)

Discover Target: Abcb1b

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Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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Plasmodium falciparum (966862 Activities)

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Spodoptera frugiperda (784 Activities)

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Mus musculus (284745 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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Human T-cell leukemia virus type I (114 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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

Puccinia arachidis (18 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Insoluble in water; Soluble in Tetrahydrofuran,Acetone; Very slightly soluble in Alcohol,Ether
• Sensibilidad: Heat Sensitive
• Rotación específica [α]: -117° (C=1,Acetone)
• Punto de fusión (°C): 271-272°C
• Peso molecular: 470.500 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 470.194 Da
• Monoisotopic Mass: 470.194 Da
• Topological Polar Surface Area: 105.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 1010.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• 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

Referencias

1. Dan Yu, Fei Liu, Changdong Zou, Xiao Yang.  (2022)  Municipal green waste promotes iron release from steelmaking slag in water.  RESOURCES CONSERVATION AND RECYCLING,      [PMID:] [10.1016/j.resconrec.2022.106722]

2. Qi Quan, Wei Liu, Jiajing Guo, Meiling Ye, Juhua Zhang.  (2022)  Effect of Six Lactic Acid Bacteria Strains on Physicochemical Characteristics, Antioxidant Activities and Sensory Properties of Fermented Orange Juices.  Foods,  11  (13): (1920).  [PMID:35804736] [10.3390/foods11131920]

3. Xiao Tu, Chenxi Duan, Siwei Wu, Shengli Fu, Jianmin Ye.  (2021)  Identification of plumbagin as an effective chemotherapeutic agent for treatment of Gyrodactylus infections.  AQUACULTURE,      [PMID:] [10.1016/j.aquaculture.2021.736372]