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482-44-0

482-44-0 Structure

482-44-0 Structure
IdentificationMore
[Name]

Imperatorin
[CAS]

482-44-0
[Synonyms]

8-ISOAMYLEN
8-ISOAMYLENOXYPSORALEN
AKOS 214-72
AMMIDIN
IMPERATORIN
MARMELOSIN
2-g)(1)benzopyran-7-one,9-((3-methyl-2-butenyl)oxy)-7h-furo(
6-hydroxy-7-((3-methyl-2-butenyl)oxy)-5-benzofuranacrylicacidelta-lacto
6-hydroxy-7-((3-methyl-2-butenyl)oxy)-5-benzofuranacrylicacidelta-lactone
6-hydroxy-7-(3-methyl-2-butenyloxy)-5-benzofuranacrylicacidomega-lactone
8-isopentenyloxypsoralene
9-((3-methyl-2-butenyl)oxy)-7h-furo(3,2-g)(1)benzopyran-7-one
9-[(3-methyl-2-butenyl)oxy]-7h-furo[3,2-g][1]benzopyran-7-one
Enoxypsoralen
Pentosalen
8-Isopentenyloxypsoralen
9-(3-Methylbut-2-enyloxy)-7H-furo[3,2-g]chromen-7-one
IMPERATORIN WITH HPLC
9-[(3-Methyl-2-butenyl)-oxy]-7H-furo[3,2-γ],[1][benzopyran-7-one
8-isopent-2-enyloxy-6,7-furanocoumarin
[EINECS(EC#)]

207-581-1
[Molecular Formula]

C16H14O4
[MDL Number]

MFCD00016881
[Molecular Weight]

270.28
[MOL File]

482-44-0.mol
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

98-100°C
[Boiling point ]

333.4°C (rough estimate)
[density ]

1.1311 (rough estimate)
[refractive index ]

1.4350 (estimate)
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≥5mg/mL
[form ]

powder
[color ]

off-white to light brown
[λmax]

301nm(MeOH)(lit.)
[Merck ]

14,4925
[Major Application]

food and beverages
[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
[SMILES]

C1(=O)OC2=C(OC/C=C(\C)/C)C3OC=CC=3C=C2C=C1
[LogP]

2.983 (est)
[CAS DataBase Reference]

482-44-0(CAS DataBase Reference)
[NIST Chemistry Reference]

7H-furo[3,2-g][1]benzopyran-7-one, 9-[(3-methyl-2-butenyl)oxy]-(482-44-0)
Safety DataBack Directory
[Safety Statements ]

24/25
[WGK Germany ]

3
[RTECS ]

LV1575000
[HS Code ]

29419090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3
[Hazardous Substances Data]

482-44-0(Hazardous Substances Data)
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

9-(3-Methylbut-2-enyloxy)-7H-furo[3,2-g]chromen-7-one(482-44-0).msds
Questions And AnswerBack Directory
[Description]

Imperatorin is a kind of furocoumarin and phytochemical that present in citrus fruits. It could be isolated from Urena lobata L. (Malvaceae). It is biosynthesized from Umbelliferae in vivo. It has been found that it has anti-hypertrophic and anti-convulsant effects, and is useful in the HIV-1 research. Previous studies have shown that Imperatorin requires the transcription factor Sp1 to exert its inhibitory effect on the HIV-1. It can further inhibit the expression of cyclin D1 to cause cell cycle arrest at G1 stage. Moreover, it can suppress the HIV-1 replication inside the primary T lymphocytes and transformed cell lines. This inhibitory effect on HIV-1 can also be effectively observed in the HeLa cells. In addition, it has also been shown that it can cause apoptosis of human promyelocytic leukaemia via the cytochrome c/caspase-9 pathway.
[References]

https://www.scbt.com/scbt/product/imperatorin-482-44-0
https://pubchem.ncbi.nlm.nih.gov/compound/imperatorin#section=Top
https://en.wikipedia.org/wiki/Imperatorin
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

Imperatorin (cas# 482-44-0) is a compound useful in organic synthesis.
[Definition]

ChEBI: A member of the class of psoralens that is psoralen substituted by a prenyloxy group at position 8. Isolated from Angelica dahurica and Angelica koreana, it acts as a acetylcholinesterase inhibitor.
[General Description]

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
[Biochem/physiol Actions]

Imperatorin is a modulator of p38, ERK pathway. Imperatorin increases BMP-2 expression (mRNA) and increases bone density/volume and mineralization in vivo.
Spectrum DetailBack Directory
[Spectrum Detail]

Imperatorin(482-44-0)MS
Imperatorin(482-44-0)1HNMR
Imperatorin(482-44-0)IR1
Imperatorin(482-44-0)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

482-44-0(sigmaaldrich)
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