Imperatorin - ≥98%(HPLC) , CAS No.482-44-0

CAS: 482-44-0 Cat. No.: I114064 Fórmula: C₁₆H₁₄O₄ Peso molecular: 270.28 Número CE: 207-581-1

GRADE & PURITY ≥98%(HPLC)

Synonyms

8-Isopentenyloxypsoralene | Marmelosin | Pentosalen | 9-(3-Methylbut-2-enyloxy)furo(3,2-g)chromen-7-one | 9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one | HSDB 3497 | NSC 402949 | 8-Isoamylenoxypsoralen | CCRIS 4346 | Ammidin | Marmelide

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Visão geral

Imperatorin is a furocoumarin present in citrus fruits, which is used in HIV-1 research. Studies indicate that the transcription factor Sp1 is essential in the inhibitory functions of Imperatorin. In addition, Imperatorin inhibits cyclin D1 expression and stops the cell cycle at G1. These studies also suggest that Imperatorin suppresses HIV-1 replication in primary T lymphocytes and transformed cell lines. Furthermore, it has been suggested that the inhibitory effects of Imperatorin on HIV-1 at the transcriptional level can be monitored effectively in HeLa cells. Imperatorin can also cause apoptosis in human promyelocytic leukaemia, HL-60 via the cytochrome c/caspase-9 pathway.

Specifications

Sinónimos

8-Isopentenyloxypsoralene | Marmelosin | Pentosalen | 9-(3-Methylbut-2-enyloxy)furo(3,2-g)chromen-7-one | 9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one | HSDB 3497 | NSC 402949 | 8-Isoamylenoxypsoralen | CCRIS 4346 | Ammidin | Marmelide

Especificações e pureza

≥98%(HPLC)

Mecanismos bioquímicos e fisiológicos

Imperatorin is a furocoumarin present in citrus fruits, which is used in HIV-1 research. Studies indicate that the transcription factor Sp1 is essential in the inhibitory functions of Imperatorin. In addition, Imperatorin inhibits cyclin D1 expression and

Condições de armazenamento de armazenamento

Store at -20°C

Enviado em

Ice chest + Ice pads

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

Tipo de ação

AGONIST

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

≥98%(HPLC)

Nomes e identificadores

Pubchem Sid

508813759

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/508813759

Sorrisos canónicos

CC(=CCOC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)C

IUPAC Name

9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one

InChIKey

OLOOJGVNMBJLLR-UHFFFAOYSA-N

INCHI

1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3

SMILES isoméricas

CC(=CCOC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2)C

WGK Alemanha

3

Peso molecular

270.28

Reaxy-Rn

249728

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=249728&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Classe Coumarins and derivatives
      • Subclass Furanocoumarins
        • Level5 Linear furanocoumarins
          • Level6 Psoralens

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Classe: Coumarins and derivatives
• Subclass: Furanocoumarins
• Intermediate Tree Nodes: Linear furanocoumarins
• Direct Parent: Psoralens
• Alternative Parents: 1-benzopyrans Benzofurans Pyranones and derivatives Alkyl aryl ethers Benzenoids Heteroaromatic compounds Furans Lactones Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Psoralen - Benzopyran - 1-benzopyran - Benzofuran - Alkyl aryl ether - Pyranone - Benzenoid - Pyran - Heteroaromatic compound - Furan - Lactone - Ether - Oxacycle - Organoheterocyclic compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Aromatic heteropolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.
• External Descriptors: Furanocoumarins

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

Alvos associados (humanos)

CYP1B1 Tchem Cytochrome P450 1B1 (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

VDR Tclin Vitamin D receptor (26531 Activities)

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

CYP1B1 Tchem Cytochrome P450 1B1 (1148 Activities)

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PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

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JAK1 Tclin Tyrosine-protein kinase JAK1 (8569 Activities)

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GAA Tclin Lysosomal alpha-glucosidase (35701 Activities)

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CYP1A1 Tchem Cytochrome P450 1A1 (1169 Activities)

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

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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

DUSP3 Tchem Dual specificity protein phosphatase 3 (1161 Activities)

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

STAT3 Tchem Signal transducer and activator of transcription 3 (3313 Activities)

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PTPN7 Tchem Protein-tyrosine phosphatase LC-PTP (886 Activities)

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GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

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BACE1 Tchem Beta-secretase 1 (15641 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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A549 (127892 Activities)

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H9 (1832 Activities)

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HepG2 (196354 Activities)

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Jurkat (10389 Activities)

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MDA-MB-231 (73002 Activities)

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KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

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APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

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EYA2 Tbio Eyes absent homolog 2 (5884 Activities)

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

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

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

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USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

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

RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

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IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

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TARDBP Tchem TAR DNA-binding protein 43 (40113 Activities)

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Alvos associados (não humanos)

fabI Enoyl-[acyl-carrier-protein] reductase (206 Activities)

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

Htr7 Serotonin 7 (5-HT7) receptor (19 Activities)

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

Abcb1b P-glycoprotein 1 (174 Activities)

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Salmonella typhimurium (15756 Activities)

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Staphylococcus aureus (210822 Activities)

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Saccharomyces cerevisiae (19171 Activities)

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Mus musculus (284745 Activities)

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Hepatitis B virus (7925 Activities)

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Human immunodeficiency virus (3636 Activities)

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RAW264.7 (28094 Activities)

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norA Quinolone resistance protein norA (2171 Activities)

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pfk 6-phospho-1-fructokinase (7870 Activities)

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Rela Transcription factor p65 (175 Activities)

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PA Polymerase acidic protein (806 Activities)

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fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

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Gabrg2 GABA-A receptor; alpha-1/beta-2/gamma-2 (554 Activities)

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mdeA Fluoroquinolone resistance protein (28 Activities)

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Melan-a (81 Activities)

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Chuk I-kappa-B kinase (11 Activities)

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Mecanismos de ação

Propriedades químicas e físicas

• Solubilidade: Soluble in DMSO (≥5 mg/ml), methanol, DMF, and water (slightly). Insoluble in ethanol.
• Sensibilidade: Heat sensitive
• Ponto de fusão (°C): 97.0 to 101.0 °C
• Peso molecular: 270.280 g/mol
• XLogP3: 3.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 270.089 Da
• Monoisotopic Mass: 270.089 Da
• Topological Polar Surface Area: 48.700 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 436.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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