Imperatorin

AdipoGen Life Sciences
Product Code: AG-CN2-0084
CodeSizePrice
AG-CN2-0084-M0011 mg£40.00
Quantity:
AG-CN2-0084-M0055 mg£70.00
Quantity:
AG-CN2-0084-M02525 mg£100.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
Pentosalen; Marmelosin; Ammidin; NSC 402949; BAN
Appearance:
White to off-white solid.
CAS:
482-44-0
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.
InChi:
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
InChiKey:
OLOOJGVNMBJLLR-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 482-44-0. Formula: C16H14O4. MW: 270.3. Isolated from Opopanax chironium L. Anticancer compound. Apoptosis inducer. Induces DNA fragmentation at the G1/S phase of the cell cycle. HIV-1 replication inhibitor. Anti-inflammatory. Vasodilatation inducer. Increases BMP-2 expression (mRNA) and enhance bone formation. Modulator of SMAD1/5/8, p38, ERK pathways. Exerts anti-hypertrophic effects. Caspase-1 activity inhibitor in vivo and in vitro. Antibacterial and antilisteria compound. L-Type calcium channel blocker.
MDL:
MFCD00016881
Molecular Formula:
C16H14O4
Molecular Weight:
270.3
Package Type:
Vial
Product Description:
Anticancer compound [1, 2, 10, 14]. Apoptosis inducer. Induces DNA fragmentation at the G1/S phase of the cell cycle [1, 2, 14]. HIV-1 replication inhibitor [3]. Anti-inflammatory [4, 9, 11]. Vasodilatation inducer [5]. Increases BMP-2 expression (mRNA) and enhance bone formation [6]. Modulator of SMAD1/5/8, p38, ERK pathways [6]. Exerts anti-hypertrophic effects [7]. Caspase-1 activity inhibitor in vivo and in vitro [8]. Antibacterial and antilisteria compound [12]. L-Type calcium channel blocker [13].
Purity:
>98% (HPLC)
SMILES:
CC(C)=CCOC1=C2OC(=O)C=CC2=CC2=C1OC=C2
Solubility Chemicals:
Soluble in DMSO or dimethyl formamide. Slightly soluble in methanol or water. Insoluble in ethanol.
Source / Host:
Isolated from Opopanax chironium L.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Imperatorin, a furanocoumarin from Angelica dahurica (Umbelliferae), induces cytochrome c-dependent apoptosis in human promyelocytic leukaemia, HL-60 Cells: H.O. Pae, et al.; Pharmacol. Toxicol. 91, 40 (2002) | Coumarins from Opopanax chironium. New dihydrofuranocoumarins and differential induction of apoptosis by imperatorin and heraclenin: G. Appendino, et al.; J. Nat. Prod. 67, 532 (2004) | Imperatorin inhibits HIV-1 replication through an Sp1-dependent pathway: R. Sancho, et al.; J. Biol. Chem. 279, 37349 (2004) | Imperatorin inhibits T-cell proliferation by targeting the transcription factor NFAT: N. Marquez, et al.; Planta Med. 70, 1016 (2004) | Imperatorin induces vasodilatation possibly via inhibiting voltage dependent calcium channel and receptor-mediated Ca2+ influx and release: J. Y. He, et al.; Eur. J. Pharmacol. 573, 170 (2007) | Enhancement of bone morphogenetic protein-2 expression and bone formation by coumarin derivatives via p38 and ERK-dependent pathway in osteoblasts: C.H.Tang, et al.; Eur. J. Pharmacol. 579, 40 (2008) | Development of a fission yeast-based high-throughput screen to identify chemical regulators of cAMP phosphodiesterases: F.D. Ivey, et al.; J. Biomol. Screen. 13, 62 (2008) | Furanocoumarins-imperatorin inhibits myocardial hypertrophy both in vitro and in vivo: Y. Zhang, et al.; Fitoterapia 81, 1188 (2010) | Distinct effects of imperatorin on allergic rhinitis: imperatorin inhibits caspase-1 activity in vivo and in vitro: H.A. Oh, et al.; J. Pharmacol. Exp. Ther. 339, 72 (2011) | Inducible nitric oxide synthase and cyclooxygenase-2 participate in anti-inflammatory activity of imperatorin from Glehnia littoralis: G.J. Huang, et al.; J. Agric. Food Chem. 60, 1673 (2012) | Anticancer effects of imperatorin isolated from Angelica dahurica: induction of apoptosis in HepG2 cells through both death-receptor- and mitochondria-mediated pathways: K.W. Luo, et al.; Chemotherapy 57, 449 (2011) | Imperatorin Attenuates LPS-Induced Inflammation by Suppressing NF-kappaB and MAPKs Activation in RAW 264.7 Macrophages: W. Guo, et al.; Inflammation 35, 1764 (2012) | Antilisterial potential of imperatorin and limonin from poncirus trifoliata rafin: A. Rahman, et al.; J. Food Biochem. 36, 217 (2012) | Structural Modeling and Identification of Imperatorin as Novel L-Type Calcium Channel Blocker: W. Lu, et al.; Med. Chem. 9, 993 (2013) | Imperatorin sensitizes anoikis and inhibits anchorage-independent growth of lung cancer cells: K. Choochuay, et al.; J. Nat. Med. 67, 599 (2013) | Imperatorin?pharmacological meaning and analytical clues: profound investigation: E. Koziol & K. Skalicka-Wozniak; Phytochem. Rev. 15, 627 (2016) | Imperatorin possesses notable anti?inflammatory activity in vitro and in vivo through inhibition of the NF?kappaB pathway: X. Zhang, et al.; Mol. Med. Rep. 16, 8619 (2017)

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