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

CAS: 1180-71-8 Cat. No.: E101247 Formule: C₂₆H₃₀O₈ Poids moléculaire: 470.51 Numéro CE: 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

Synonymes

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

Spécifications et pureté

≥97.5%(HPLC)

Mécanismes biochimiques et physiologiques

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

Conditions de stockage de stockage

Store at 2-8°C

Expédié en

Wet ice

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Pureté

≥97.5%(HPLC)

Noms et identifiants

Pubchem Sid

504757704

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504757704

Sourires canoniques

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

Isomères 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 Allemagne

3

Poids moléculaire

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
    • 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: 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
• Description: 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

Cibles associées (humaines)

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

Discover Target: HTR1A

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TYR Tclin Tyrosinase (717 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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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

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

Discover Target: SLCO1B3

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Cibles associées (non humaines)

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

Discover Target: pol

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Abcb1b P-glycoprotein 1 (174 Activities)

Discover Target: Abcb1b

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Hdac6 Histone deacetylase 6 (222 Activities)

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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

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BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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Puccinia arachidis (18 Activities)

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Insoluble in water; Soluble in Tetrahydrofuran,Acetone; Very slightly soluble in Alcohol,Ether
• Sensibilité: Heat Sensitive
• Rotation spécifique [α]: -117° (C=1,Acetone)
• Point de fusion (°C): 271-272°C
• Poids moléculaire: 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

Foire aux questions

What is the purity of this product, and how is it determined?

This product is supplied at ≥97.5% purity, determined by HPLC. Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C. Refrigerated storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 1180-71-8, the molecular formula is C26H30O8, and the molecular weight is 470.51 g/mol. InChIKey KBDSLGBFQAGHBE-MSGMIQHVSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.