shikimin
anisatin
 
Notes:
also see 2-oxo-6-deoxyneoanisatin.
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CAS Number: 51372-90-8Picture of molecule3D/inchi
Nikkaji Web: J3.036.272A
XlogP3-AA: -1.90 (est)
Molecular Weight: 328.31800000
Formula: C15 H20 O8
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 609.49 °C. @ 760.00 mm Hg (est)
Flash Point: 446.00 °F. TCC ( 230.10 °C. ) (est)
logP (o/w): -1.894 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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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
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for shikimin usage levels up to:
 not for fragrance use.
 
Recommendation for shikimin flavor usage levels up to:
 not for flavor use.
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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 : 171029
National Institute of Allergy and Infectious Diseases: Data
Chemidplus: 0051372908
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 171029
Pubchem (sid): 135125902
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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
KEGG (GenomeNet): C09294
HMDB (The Human Metabolome Database): Search
FooDB: FDB005800
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
Wikipedia2: View2
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 anise star anise seed
Search Trop  Picture
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Synonyms:
 anisatin
 hexahydro-1,5,6a,7-tetrahydroxy-5,9-dimethyl spiro(6H-4,9a-methanocyclopent(d)oxocin-6,3'-oxetane)-2,2'(1H)-dione
 spiro(6H-4,9a-methanocyclopent(d)oxocin-6,3'-oxetane)-2,2'(1H)-dione, hexahydro-1,5,6a,7-tetrahydroxy-5,9-dimethyl-
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Articles:
PubMed: A bird's eye view of anisatin induced convulsive seizures in brain by a (1)H NMR based metabolic approach.
PubMed: Rapid and simple neurotoxin-based distinction of Chinese and Japanese star anise by direct plant spray mass spectrometry.
PubMed: Analysis of the neurotoxin anisatin in star anise by LC-MS/MS.
PubMed: A new phenylpropanoid glycoside from the fruits of Illicium simonsii.
PubMed: Rapid control of Chinese star anise fruits and teas for neurotoxic anisatin by Direct Analysis in Real Time high resolution mass spectrometry.
PubMed: A case of infantile star anise toxicity.
PubMed: Total synthesis of (-)-anisatin.
PubMed: [Apparent life-threatening event in infants: think about star anise intoxication!].
PubMed: [Two new sesquiterpene lactones from the pericarp of Illicium macranthum].
PubMed: Henrylactones A-E and anti-HBV constituents from Illicium henryi.
PubMed: Combination of TLC and HPLC-MS/MS methods. Approach to a rational quality control of Chinese star anise.
PubMed: Molecular mechanisms of toxicity of important food-borne phytotoxins.
PubMed: Tea: not immoral, illegal, or fattening, but is it innocuous?
PubMed: [An epidemic of epileptic seizures after consumption of herbal tea].
PubMed: Structure-activity relationships of seco-prezizaane terpenoids in gamma-aminobutyric acid receptors of houseflies and rats.
PubMed: Synthetic studies toward anisatin: a formal synthesis of (+/-)-8-deoxyanisatin.
PubMed: The molecular structure of 2alpha-hydroxyneoanisatin and structure-activity relationships among convulsant sesquiterpenes of the seco-prezizaane and picrotoxane types.
PubMed: Anisatin modulation of the gamma-aminobutyric acid receptor-channel in rat dorsal root ganglion neurons.
PubMed: [Plant toxicity-coriamyrtin, anisatin, cicutoxin].
PubMed: Interaction of anisatin with rat brain gamma-aminobutyric acidA receptors: allosteric modulation by competitive antagonists.
PubMed: New Sesquiterpene Lactones from Illicium floridanum
PubMed: Neurotropic components from star anise (Illicium verum Hook. fil.)
PubMed: [Studies on the toxic constituents of Illicium simonsii Maxim].
PubMed: [The toxic principle of Illicium henryi Diels and structure of 6-deoxypseudoanisatin].
PubMed: Pharmacology of GABA receptors on skeletal muscle fibres of the locust (Schistocerca gregaria).
PubMed: Modulation of acetylcholine release from rat striatal slices by the GABA/benzodiazepine receptor complex.
PubMed: Neuropharmacological studies on the receptors mediating responses to carbachol, amino acids and octopamine on Limulus and Hirudo central neurons.
PubMed: Anisatin modulation of temperature-dependent inhibition [3H]muscimol binding by chloride ion.
PubMed: Anisatin modulation of GABA- and pentobarbital-induced enhancement of diazepam binding in rat brain.
PubMed: Effects of anisatin on the GABA action in the crayfish neuromuscular junction.
PubMed: Anisatin, a potent GABA antagonist, isolated from Illicium anisatum.
PubMed: Central actions of shikimin and tutin.
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