EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

imperatorin
7H-furo[3,2-g][1]benzopyran-7-one, 9-[(3-methyl-2-butenyl)oxy]-

Supplier Sponsors

Name:9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one
CAS Number: 482-44-0Picture of molecule3D/inchi
Other:70102-00-0
ECHA EINECS - REACH Pre-Reg:207-581-1
FDA UNII:K713N25C78
Nikkaji Web:J25.135F
MDL:MFCD00016881
XlogP3:3.40 (est)
Molecular Weight:270.28438000
Formula:C16 H14 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 102.00 °C. @ 760.00 mm Hg
Boiling Point: 448.00 to 449.00 °C. @ 760.00 mm Hg (est)
Flash Point: 437.00 °F. TCC ( 224.90 °C. ) (est)
logP (o/w): 2.983 (est)
Soluble in:
 alcohol
 water, 635.5 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Imperatorin 0.985
Odor: characteristic
Use: Imperatorin isolated from the root of Angelica dahurica Benth. et Hook. It can suppress multidrug-resistant human liver cancer growth in vivo by inducing Mcl-1 degradation . anti-HIV; anticonvulsant; anti-inflammatory; antimicrobial;
Coompo
For experimental / research use only.
Imperatorin from Plants ≥96%
Odor: characteristic
Use: Imperatorin inhibit T cell-receptor-mediated proliferation in human primary T cells in a concentration-dependent manner. Both compounds also induce apoptosis. While imperatorin induces DNA fragmentation at the G1/S phase of the cell cycle, heraclenin induces DNA fragmentation at the G2/M phases of the cell cycle, thus despite a close structural similarity they induce apoptosis in mechanistically different ways. Imperatorin inhibits HIV-1 replication as well as the expression of ICAM-1 in U937 foam cells. Imperatorin can function as a cancer suppressor by inducing apoptosis in HepG2 cells through both death-receptor- and mitochondria-mediated pathways. Furthermore, the in vivo antitumor activities of Imperatorin are significant with negligible weight loss and damage to the host. Imperatorin can also cause apoptosis in human promyelocytic leukaemia, HL-60 via the cytochrome c/caspase-9 pathway. Imperatorin was mutagenic and induced transformation of mouse fibroblast cell lines, whereas it provided inhibiting effects on mutagenesis and carcinogenesis induced by various carcinogens.
ExtraSynthese
For experimental / research use only.
Imperatorin (HPLC) ≥99%
Santa Cruz Biotechnology
For experimental / research use only.
Imperatorin
Sigma-Aldrich: Sigma
For experimental / research use only.
Imperatorin ≥98% (HPLC), powder
TCI AMERICA
For experimental / research use only.
Imperatorin >98.0%(HPLC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50 330 mg/kg
Quarterly Journal of Pharmacy & Pharmacology. Vol. 21, Pg. 499, 1948.

parenteral-mouse LDLo 600 mg/kg
"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 7, Pg. 689, 1955.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: natural substances and extractives
Recommendation for imperatorin usage levels up to:
 not for fragrance use.
 
Recommendation for imperatorin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
NLM Hazardous Substances Data Bank:Search
Chemical Carcinogenesis Research Information System:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
Env. Mutagen Info. Center:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10212
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one
Chemidplus:0000482440
RTECS:LV1575000 for cas# 482-44-0
 
References:
 9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):10212
Pubchem (sid):134974858
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C09269
HMDB (The Human Metabolome Database):HMDB34376
FooDB:FDB012752
Export Tariff Code:2932.20.4500
Haz-Map:View
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report
Formulations/Preparations:
decoction (5%), infusion (8%), distillate (in 55% ethanol), and tincture (20% in 60% ethanol). imperatoria
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 angelica leaf
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 angelica seed
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 angelica seed oil
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 anise leaf
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 celery leaf
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 celery root
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 celery seed
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 clausena anisata
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 dill seed oil
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 fennel seed
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 goosefoot plant
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 lemon fruit
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 lemon fruit oil
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 lemon oil
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 lime fruit
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 lovage fruit
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 lovage root
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 masterwort
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 parsley fruit
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 parsley leaf
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 parsley leaf oil @ 0.04%
Data GC Search Trop Picture
 parsnip leaf
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 parsnip root
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 parsnip seed
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Synonyms:
 ammidin
8-isoamylenoxypsoralen
5-benzofuranacrylic acid, 6-hydroxy-7-((3-methyl-2-butenyl)oxy)-, d-lactone
5-benzofuranacrylic acid, 6-hydroxy-7-[(3-methyl-2-butenyl)oxy]-, d-lactone
7H-furo[3,2-g][1]benzopyran-7-one, 9-((3-methyl-2-butenyl)oxy)-
7H-furo[3,2-g][1]benzopyran-7-one, 9-[(3-methyl-2-buten-1-yl)oxy]-
7H-furo[3,2-g][1]benzopyran-7-one, 9-[(3-methyl-2-butenyl)oxy]-
6-hydroxy-7-(3-methyl-2-butenyloxy)-5-benzofuranacrylic acid d-lactone
6-hydroxy-7-(3-methyl-2-butenyloxy)-5-benzofuranacrylic acid omega-lactone
 marmelide
 marmelosin
9-(3-methyl but-2-enyl oxy)-7H-furo(3,2-g)chromen-7-one
9-[(3-methyl-2-buten-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one
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
9-(3-methyl-but-2-enyloxy)-furo[3,2-g]chromen-7-one
9-((3-methylbut-2-en-1-yl)oxy)-7H-furo[3,2-g]chromen-7-one
9-[(3-methylbut-2-en-1-yl)oxy]-2H-furo[3,2-g]chromen-2-one
9-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one
9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one
9-(3-methylbut-2-enyloxy)-7H-furo(3,2-g)chromen-7-one
9-(3-methylbut-2-enyloxy)-7H-furo[3,2-g]chromen-7-one
9-(3-methylbut-2-enyloxy)furano[3,2-g]chromen-2-one
9-(3-methylbut-2-enyloxy)furo(3,2-g)chromen-7-one
9-(3-methylbut-2-enyloxy)furo[3,2-g]chromen-7-one
8-isopentenyloxypsoralene
 pentosalen
 

Articles:

PubMed:Optimal extraction and fingerprint analysis of Cnidii fructus by accelerated solvent extraction and high performance liquid chromatographic analysis with photodiode array and mass spectrometry detections.
PubMed:Biotransformation of imperatorin by Penicillium janthinellum. Anti-osteoporosis activities of its metabolites.
PubMed:[Simultaneous determination of four kinds of furocoumarins in cosmetics by high performance liquid chromatography].
PubMed:Inducible nitric oxide synthase and cyclooxygenase-2 participate in anti-inflammatory activity of imperatorin from Glehnia littoralis.
PubMed:Furocoumarins affect hepatic cytochrome P450 and renal organic ion transporters in mice.
PubMed:Effects of furanocoumarins from apiaceous vegetables on the catalytic activity of recombinant human cytochrome P-450 1A2.
PubMed:Bioactivity-guided fractionation for the butyrylcholinesterase inhibitory activity of furanocoumarins from Angelica archangelica L. roots and fruits.
PubMed:Identification and quantification of coumarins in Peucedanum ostruthium (L.) Koch by HPLC-DAD and HPLC-DAD-MS.
PubMed:Inhibitory effects of polyphenols on human cytochrome P450 3A4 and 2C9 activity.
PubMed:Cytochrome P450-mediated metabolism of xanthotoxin by Papilio multicaudatus.
PubMed:Defense of parsnip webworm against phototoxic furanocoumarins: Role of antioxidant enzymes.
 
Notes:
tumor necrosis factor antagonist; furanocoumarin from west african medicinal plant clausena anisata. Present in Aegle marmelos (bael fruit) and seeds of Pastinaca sativa (parsnip) Imperatorin is a furocoumarin and a phytochemical that has been isolated from Urena lobata L. (Malvaceae). It is biosynthesized from umbelliferone, a coumarin derivative.
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