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

tropolone
2,4,6-cycloheptatrien-1-one, 2-hydroxy-

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Name:2-hydroxycyclohepta-2,4,6-trien-1-one
CAS Number: 533-75-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:208-577-2
FDA UNII: 7L6DL16P1T
Nikkaji Web:J44.110D
Beilstein Number:1904978
MDL:MFCD00004158
XlogP3:0.50 (est)
Molecular Weight:122.12322000
Formula:C7 H6 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic ingredient for skin conditioning
 
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: 50.80 °C. @ 760.00 mm Hg
Boiling Point: 290.10 °C. @ 760.00 mm Hg (est)
Flash Point:> 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): 0.530
Soluble in:
 water, 4.09E+04 mg/L @ 25 °C (exp)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
BOC Sciences
For experimental / research use only.
Tropolone (As Is): ≥99.0%
Odor: characteristic
Use: A bactericidal antibiotic composed of a seven membered aromatic ring
EMD Millipore
For experimental / research use only.
Tropolone
sds
Glentham Life Sciences
Tropolone
Kingyoung Bio Technical
Tropolone
Santa Cruz Biotechnology
For experimental / research use only.
Tropolone ≥99%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Tropolone 98%
sds
TCI AMERICA
For experimental / research use only.
Tropolone >98.0%(GC)(T)
sds
 
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 212 mg/kg
BEHAVIORAL: EXCITEMENT BEHAVIORAL: REGIDITY BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Toxicology. Vol. 14, Pg. 217, 1979.

intravenous-mouse LD50 106 mg/kg
Yakugaku Zasshi. Journal of Pharmacy. Vol. 92, Pg. 19, 1972.

intraperitoneal-rat LD50 190 mg/kg
BEHAVIORAL: REGIDITY BEHAVIORAL: EXCITEMENT BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Toxicology. Vol. 14, Pg. 217, 1979.

Dermal Toxicity:
subcutaneous-mouse LD50 233 mg/kg
BEHAVIORAL: ANALGESIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakugaku Zasshi. Journal of Pharmacy. Vol. 91, Pg. 550, 1971.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
cosmetic ingredient for skin conditioning
Recommendation for tropolone usage levels up to:
 not for fragrance use.
 
Recommendation for tropolone 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 :10789
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-hydroxycyclohepta-2,4,6-trien-1-one
Chemidplus:0000533755
RTECS:GU4075000 for cas# 533-75-5
 
References:
 2-hydroxycyclohepta-2,4,6-trien-1-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):10789
Pubchem (sid):134977209
 
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):C15474
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2914.50.5000
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
2,4,6-cycloheptatrien-1-one, 2-hydroxy-
2-hydroxy-2,4,6-cycloheptatrienone
2-hydroxycyclohepta-2,4,6-trien-1-one
2-hydroxycyclohepta-2,4,6-trienone
2-hydroxytropone
 purpurocatechol
 

Articles:

PubMed:Purification and Partial Biochemical Characterization of Polyphenol Oxidase from Mango (Mangifera indica cv. Manila).
PubMed:Toward an understanding of mechanisms involved in non-polyphenol oxidase (Non-PPO) darkening in yellow alkaline noodles (YAN).
PubMed:Purification and characterization of polyphenol oxidase from jackfruit ( Artocarpus heterophyllus ) bulbs.
PubMed:Hinokitiol, a natural tropolone derivative, offers neuroprotection from thromboembolic stroke in vivo.
PubMed:The antibrowning agent sulfite inactivates Agaricus bisporus tyrosinase through covalent modification of the copper-B site.
PubMed:Hinokitiol inhibits platelet activation ex vivo and thrombus formation in vivo.
PubMed:A colored avocado seed extract as a potential natural colorant.
PubMed:Crystal structure of Agaricus bisporus mushroom tyrosinase: identity of the tetramer subunits and interaction with tropolone.
PubMed:A 13-week subchronic toxicity study of hinokitiol administered in the diet to F344 rats.
PubMed:Resistance and tolerance to tropodithietic acid, an antimicrobial in aquaculture, is hard to select.
PubMed:Inhibitory effects of hinokitiol on tyrosinase activity and melanin biosynthesis and its antimicrobial activities.
PubMed:Impact of protein on darkening in yellow alkaline noodles.
PubMed:Inactivation of Vibrio anguillarum by attached and planktonic Roseobacter cells.
PubMed:Physical-chemical analysis of non-polyphenol oxidase (non-PPO) darkening in yellow alkaline noodles.
PubMed:Targeting mitochondrial permeability in cancer drug development.
PubMed:High production of beta-thujaplicin glycosides by immobilized plant cells of Nicotiana tabacum.
PubMed:[Analysis the pollution level of organotins in aquatic food and port wine].
PubMed:Growth inhibitory effect of shelf life extending agents on Bacillus subtilis IAM 1026.
PubMed:Lack of hinokitiol (beta-thujaplicin) carcinogenicity in F344/DuCrj rats.
PubMed:Delineating the role of polyphenol oxidase in the darkening of alkaline wheat noodles.
PubMed:The conformational state of polyphenol oxidase from field bean (Dolichos lablab) upon SDS and acid-pH activation.
PubMed:Arachidonate 12-lipoxygenases with reference to their selective inhibitors.
PubMed:Polyphenol oxidase from Dominga table grape.
PubMed:Acaricidal activity of active constituent isolated in Chamaecyparis obtusa leaves against Dermatophagoides spp.
PubMed:Characterization and purification of polyphenol oxidase from artichoke (Cynara scolymus L.).
PubMed:Liquid chromatography-hydride generation-atomic absorption spectrometry for the speciation of tin in seafoods.
PubMed:Beta-thujaplicin: new quantitative CZE method and adsorption to goethite.
PubMed:Evaluation of developmental toxicity of beta-thujaplicin (hinokitiol) following oral administration during organogenesis in rats.
PubMed:Butyltin compounds in retail mollusc products.
PubMed:Partial purification of latent persimmon fruit polyphenol oxidase.
PubMed:Improved beta-thujaplicin production in Cupressus lusitanica suspension cultures by fungal elicitor and methyl jasmonate.
PubMed:Partial purification, characterization, and histochemical localization of fully latent desert truffle (Terfezia claveryi Chatin) polyphenol oxidase.
PubMed:Fast apple (Malus x domestica) and tobacco (Nicotiana tobacum) leaf polyphenol oxidase activity assay for screening transgenic plants.
PubMed:Purification and characterization of a polyphenol oxidase from the seeds of field bean (Dolichos lablab).
PubMed:Characterization of catecholase and cresolase activities of eggplant polyphenol oxidase.
PubMed:Slow-binding inhibition of mushroom (Agaricus bisporus) tyrosinase isoforms by tropolone.
PubMed:Characterization of tyrosinase from the cap flesh of portabella mushrooms.
PubMed:Teratogenicity of thujaplicin in ICR mice.
PubMed:Fungitoxicity of chemical analogs with heartwood toxins.
PubMed:Survey of organotin compounds in blended wines.
PubMed:The determination of organotin compounds in edible oils by gas chromatography-atomic absorption spectrometry.
PubMed:Determination of butyltin, cyclohexyltin and phenyltin compounds in beers and wines.
PubMed:Determination of butyltin, methyltin and tetraalkyltin in marine food products with gas chromatography-atomic absorption spectrometry.
PubMed:Oncogenic and tumor-promoting Spermatophytes and Pteridophytes and their active principles.
 
Notes:
a seven-membered aromatic ring compound. it is structurally related to a number of naturally occurring antifungal compounds (antifungal agents).
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