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

obacunone
obacunoic acid, eta-lactone

Supplier Sponsors

CAS Number: 751-03-1Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J37.085A
MDL:MFCD00075888
XlogP3-AA:3.20 (est)
Molecular Weight:454.51950000
Formula:C26 H30 O7
NMR Predictor:Predict (works with chrome, Edge 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
Soluble in:
 water, 30.54 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Obacunone 98%
BOC Sciences
For experimental / research use only.
Obacunone >98%
Odor: characteristic
Use: Obacunone is a natural triterpenoid found in the barks of Phellodendron chinense, it exhibits the activity of antivirulence effect on S. Typhimurium. Obacunone also has cytotoxicity in androgen-dependent human prostate cancer cells. antivirulence
Carbosynth
For experimental / research use only.
Obacunone
Sigma-Aldrich
For experimental / research use only.
Obacunone analytical standard
 
Safety Information:
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for obacunone usage levels up to:
 not for fragrance use.
 
Recommendation for obacunone flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :119041
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
Chemidplus:0000751031
RTECS:RR1104200 for cas# 751-03-1
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):119041
Pubchem (cas):751-03-1
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (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):C08775
HMDB (The Human Metabolome Database):HMDB35858
FooDB:FDB014637
VCF-Online:VCF Volatile Compounds in Food
ChemSpider: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
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 casimiroa edulis
Search Trop Picture
 citrus limon leaf
Search Trop Picture
 citrus reticulata
Search Trop Picture
 phellodendron amurense bark
Search Trop Picture
 
Synonyms:
 obacunoic acid, eta-lactone
 oxireno(4,4a)-2-benzopyrano(6,5-g)(2)benzoxepin-3,5,9(3aH,4bH,6H)-trione, 1-(3-furanyl)-1,6a,7,11a,11b,12,13,13a-octahydro-4b,7,7,11a,13a-pentamethyl-, (1S,3aS,4aR,4bR,6aR,11aR,11bR,11bR,13aS)-
 

Articles:

PubMed:Obacunone causes sustained expression of MKP-1 thus inactivating p38 MAPK to suppress pro-inflammatory mediators through intracellular MIF.
PubMed:Identification of key amino acid residues in the hTGR5-nomilin interaction and construction of its binding model.
PubMed:A novel UPLC-MS/MS method for simultaneous determination of 10 effective constituents in the Jixingshizhen preparation.
PubMed:Pharmacokinetics and Pharmacodynamics of Promising Arginase Inhibitors.
PubMed:Obacunone activates the Nrf2-dependent antioxidant responses.
PubMed:Chemical Discrimination of Cortex Phellodendri amurensis and Cortex Phellodendri chinensis by Multivariate Analysis Approach.
PubMed:Comparative metabolism of four limonoids in human liver microsomes using ultra-high-performance liquid chromatography coupled with high-resolution LTQ-Orbitrap mass spectrometry.
PubMed:Developing an activity and absorption-based quality control platform for Chinese traditional medicine: Application to Zeng-Sheng-Ping(Antitumor B).
PubMed:Dietary obacunone supplementation stimulates muscle hypertrophy, and suppresses hyperglycemia and obesity through the TGR5 and PPARγ pathway.
PubMed:Non-targeted metabolite profiling of citrus juices as a tool for variety discrimination and metabolite flow analysis.
PubMed:Cytotoxicity of obacunone and obacunone glucoside in human prostate cancer cells involves Akt-mediated programmed cell death.
PubMed:Insight into reduction of obacunone, and their ester derivatives as insecticidal agents against Mythimna separata Walker.
PubMed:Species-related difference between limonin and obacunone among five liver microsomes and zebrafish using ultra-high-performance liquid chromatography coupled with a LTQ-Orbitrap mass spectrometer.
PubMed:[Chemical constituents from root bark of Dictamnus dasycarpus].
PubMed:Ultrafiltration liquid chromatography combined with high-speed countercurrent chromatography for screening and isolating potential α-glucosidase and xanthine oxidase inhibitors from Cortex Phellodendri.
PubMed:Obacunone exhibits anti-proliferative and anti-aromatase activity in vitro by inhibiting the p38 MAPK signaling pathway in MCF-7 human breast adenocarcinoma cells.
PubMed:Fingerprinting and simultaneous determination of alkaloids and limonins in Phellodendri amurensis cortex from different locations by high-performance liquid chromatography with diode array detection.
PubMed:Endothelial nitric oxide synthase activation through obacunone-dependent arginase inhibition restored impaired endothelial function in ApoE-null mice.
PubMed:[Analysis on component difference in Citrus reticulata before and after being processed with salt by UPLC-Q-TOF/MS].
PubMed:[Determination of obacunone and obaculactone in different processing products of Phellodendri amurensis cortex].
PubMed:Simultaneous determination of limonin, dictamnine, obacunone and fraxinellone in rat plasma by a validated UHPLC-MS/MS and its application to a pharmacokinetic study after oral administration of Cortex Dictamni extract.
PubMed:Limonoids and their anti-proliferative and anti-aromatase properties in human breast cancer cells.
PubMed:Obacunone represses Salmonella pathogenicity islands 1 and 2 in an envZ-dependent fashion.
PubMed:Chemopreventive effect of a mixture of Chinese Herbs (antitumor B) on chemically induced oral carcinogenesis.
PubMed:Structure-function relationships of citrus limonoids on p38 MAP kinase activity in human aortic smooth muscle cells.
PubMed:Anti-obesity and anti-hyperglycemic effects of the dietary citrus limonoid nomilin in mice fed a high-fat diet.
PubMed:Obacunone and obacunone glucoside inhibit human colon cancer (SW480) cells by the induction of apoptosis.
PubMed:Apoptosis mediated cytotoxicity of citrus obacunone in human pancreatic cancer cells.
PubMed:Simultaneous separation and identification of limonoids from citrus using liquid chromatography-collision-induced dissociation mass spectra.
PubMed:Chemical fingerprint analysis of Phellodendri Amurensis Cortex by ultra performance LC/Q-TOF-MS methods combined with chemometrics.
PubMed:[Simultaneous determination of jatrorrhizine, palmatine, berberine, and obacunone in Phellodendri Amurensis Cortex by RP-HPLC].
PubMed:Neuroprotective effects of constituents of the root bark of Dictamnus dasycarpus in mouse hippocampal cells.
PubMed:Apigenin and naringenin suppress colon carcinogenesis through the aberrant crypt stage in azoxymethane-treated rats.
PubMed:Grapefruit bioactive limonoids modulate E. coli O157:H7 TTSS and biofilm.
PubMed:[Simultaneous determination of three active compounds in root barks of Dictamnus dasycarpus by RP-HPLC].
PubMed:Limonoids from Dictamnus dasycarpus protect against glutamate-induced toxicity in primary cultured rat cortical cells.
PubMed:Neuroprotective limonoids of root bark of Dictamnus dasycarpus.
PubMed:Antimalarial activity of anthothecol derived from Khaya anthotheca (Meliaceae).
PubMed:Red Mexican grapefruit: a novel source for bioactive limonoids and their antioxidant activity.
PubMed:Isolation of limonoids and alkaloids from Phellodendron amurense and their multidrug resistance (MDR) reversal activity.
PubMed:Antiproliferative effects of citrus limonoids against human neuroblastoma and colonic adenocarcinoma cells.
PubMed:Pressurized liquid extraction followed by high-performance liquid chromatography for determination of seven active compounds in Cortex Dictamni.
PubMed:[Studies on chemical constituents in bark of dictamnus dasycarpus].
PubMed:Citrus limonoids induce apoptosis in human neuroblastoma cells and have radical scavenging activity.
PubMed:Further studies on the anticancer activity of citrus limonoids.
PubMed:Mass spectrometry and tandem mass spectrometry of citrus limonoids.
PubMed:Electron ionization mass spectrometry of citrus limonoids.
PubMed:Limonoids from Citrus reticulata.
PubMed:[Research on the separation of limonoid glucosides by reversed-phase preparative high performance liquid chromatography].
PubMed:[Screening for limonoid glucosides in Citrus grandis L. Osbeck by high performance liquid chromatography-electrospray ionization/mass spectrometry].
PubMed:Citrus limonoids and their semisynthetic derivatives as antifeedant agents against Spodoptera frugiperda larvae. A structure-activity relationship study.
PubMed:Differential inhibition of human cancer cell proliferation by citrus limonoids.
PubMed:Limonoids from Nigerian Harrisonia abyssinica and their stimulatory activity against Striga hermonthica seeds.
PubMed:Limonoids from Citrus sudachi.
PubMed:Citrus limonoids obacunone and limonin inhibit azoxymethane-induced colon carcinogenesis in rats.
PubMed:7Beta-oxygenated limonoids from Trichilia elegans ssp. elegans.
PubMed:Inhibition of azoxymethane-induced colon carcinogenesis in male F344 rats by the citrus limonoids obacunone and limonin.
PubMed:Screening for limonoid glucosides in Citrus tangerina (Tanaka) Tseng by high-performance liquid chromatography-electrospray ionization mass spectrometry.
PubMed:Potentiating effect of obacunone from Dictamnus dasycarpus on cytotoxicity of microtuble inhibitors, vincristine, vinblastine and taxol.
PubMed:Isolation and characterization of new limonoid glycosides from Citrus unshiu peels.
PubMed:Grapefruit component interacting with rat and human P450 CYP3A: possible involvement of non-flavonoid components in drug interaction.
PubMed:Limonoids from Citrus reticulata and their moult inhibiting activity in mosquito Culex quinquefasciatus larvae.
PubMed:Meliaceae and rutaceae limonoids as termite antifeedants evaluated usingReticulitermes speratus kolbe (Isoptera: Rhinotermitidae).
PubMed:Isolation of limonin and obacunone from phellodendri cortex shorten the sleeping time induced in mice by alpha-chloralose-urethane.
PubMed:A direct low temperature 1H and 19F nuclear magnetic resonance study of boron trifluoride complexes with 4-cholesten-3-one, 1(5beta)-androstene-3,17-dione, 5beta-androstane-3,17-dione, and obacunone.
 
Notes:
None found
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