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protohypericin
dibenzo(a,o)perylene-7,16-dione, 1,3,4,6,8,15-hexahydroxy-10,11-dimethyl-

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CAS Number: 548-03-8Picture of molecule3D/inchi
Other(deleted CASRN):54328-08-4
FDA UNII: Search
Nikkaji Web:J393.134J
XlogP3-AA:6.40 (est)
Molecular Weight:506.46706000
Formula:C30 H18 O8
BioActivity Summary:listing
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: 90.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 896.90 °C. @ 760.00 mm Hg (est)
Flash Point: 950.00 °F. TCC ( 510.10 °C. ) (est)
logP (o/w): 8.870 (est)
Soluble in:
 water, 6.078e-006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Protohypericin 98%
Odor: characteristic
Use: Protohypericin is a quinone isolated from Hypericum perforatum showing photocytotoxicity.
ExtraSynthese
For experimental / research use only.
Protohypericin (HPLC) ≥90%
 
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 protohypericin usage levels up to:
 not for fragrance use.
 
Recommendation for protohypericin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5489488
National Institute of Allergy and Infectious Diseases:Data
Chemidplus:0000548038
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5489488
Pubchem (sid):135121433
 
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
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB34180
FooDB:FDB012472
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 st. john's wort
Search Trop Picture
 
Synonyms:
 dibenzo(a,o)perylene-7,16-dione, 1,3,4,6,8,15-hexahydroxy-10,11-dimethyl-
 

Articles:

Google Patents:Methods for preparing hypericin
PubMed:PAL inhibitor evokes different responses in two Hypericum species.
PubMed:Anti-influenza virus principles from Muehlenbeckia hastulata.
PubMed:LC-MS and LC-PDA analysis of Hypericum empetrifolium and Hypericum sinaicum.
PubMed:Light-independent metabolomics of endophytic Thielavia subthermophila provides insight into microbial hypericin biosynthesis.
PubMed:Determination of enantiomerization barriers of hypericin and pseudohypericin by dynamic high-performance liquid chromatography on immobilized polysaccharide-type chiral stationary phases and off-column racemization experiments.
PubMed:Study of active naphtodianthrone St John's Wort compounds by electrospray ionization Fourier transform ion cyclotron resonance and multi-stage mass spectrometry in sustained off-resonance irradiation collision-induced dissociation and infrared multiphoton dissociation modes.
PubMed:Influence of the habitat altitude on the (proto)hypericin and (proto)pseudohypericin levels of hypericum plants from Crete.
PubMed:Influence of the developmental stage on the (proto)-hypericin and (proto)pseudohypericin levels of Hypericum plants from Crete.
PubMed:Simultaneous determination of total hypericin and hyperforin in St. John's wort extracts by HPLC with electrochemical detection.
PubMed:Identification of the major constituents of Hypericum perforatum by LC/SPE/NMR and/or LC/MS.
PubMed:A high-performance liquid chromatography with electrochemical detection for the determination of total hypericin in extracts of St. John's Wort.
PubMed:Simultaneous determination of protopseudohypericin, pseudohypericin, protohypericin, and hypericin without light exposure.
PubMed:Synthesis, in vitro cellular uptake and photo-induced antiproliferative effects of lipophilic hypericin acid derivatives.
PubMed:Liquid chromatography-mass spectrometry studies of St. John's wort methanol extraction: active constituents and their transformation.
PubMed:Determination of hypericin content in Hypericum triquetrifolium Turra (Hypericaceae) growing wild in Jordan.
PubMed:Fast high-performance liquid chromatographic analysis of naphthodianthrones and phloroglucinols from Hypericum perforatum extracts.
PubMed:Use of an on-line, precolumn photochemical reactor in high-performance liquid chromatography of naphthodianthrones in Hypericum perforatum preparations.
PubMed:Determination of naphthodianthrones and phloroglucinols from Hypericum perforatum extracts by liquid chromatography/tandem mass spectrometry.
PubMed:Improved procedure for the quality control of Hypericum perforatum L.
PubMed:Separation of hypericins and hyperforins in extracts of Hypericum perforatum L. using non-aqueous capillary electrophoresis with reversed electro-osmotic flow.
PubMed:Effect of light on hypericins contents in fresh flowering top parts and in an extract of St. John's Wort (Hypericum perforatum).
PubMed:[Biologically active substances isolated from Hypericum attenuatum Choisy].
PubMed:Evidence that total extract of Hypericum perforatum affects exploratory behavior and exerts anxiolytic effects in rats.
PubMed:Photocytotoxicity of protohypericin after photoconversion to hypericin.
PubMed:In vitro transport and uptake of protohypericin and hypericin in the Caco-2 model.
PubMed:Determination of naphthodianthrones in plant extracts from Hypericum perforatum L. by liquid chromatography-electrospray mass spectrometry.
PubMed:Evaluation of the antiviral activity of anthraquinones, anthrones and anthraquinone derivatives against human cytomegalovirus.
 
Notes:
Isol. from Hypericum perforatum (St. John's Wort)
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