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

alpha-santonin
eudesma-1,4-dien-12-oic acid, 6-alpha-hydroxy-3-oxo-, gamma-lactone, (11S)-(-)-

Supplier Sponsors

Name:(3aS,5aS,9bS)-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,8-dione
CAS Number: 481-06-1Picture of molecule3D/inchi
Other(deleted CASRN):881738-49-4
ECHA EINECS - REACH Pre-Reg:207-560-7
FDA UNII: 1VL8J38ERO
Beilstein Number:0089489
MDL:MFCD00135865
XlogP3-AA:2.30 (est)
Molecular Weight:246.30606000
Formula:C15 H18 O3
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
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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: 175.00 °C. @ 760.00 mm Hg
Boiling Point: 423.40 °C. @ 760.00 mm Hg (est)
Flash Point: 373.00 °F. TCC ( 189.70 °C. ) (est)
logP (o/w): 1.600 (est)
Soluble in:
 water, 753.1 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.
Santonin 98%
BOC Sciences
For experimental / research use only.
(-)-a-Santonin Purified
ExtraSynthese
For experimental / research use only.
alpha-Santonin
Sigma-Aldrich: Sigma
For experimental / research use only.
(-)-a-Santonin ≥99%
TCI AMERICA
For experimental / research use only.
Santonin >98.0%(HPLC)(T)
 
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:
unreported-man LDLo 15 mg/kg
"Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.

intraperitoneal-mouse LD50 130 mg/kg
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 52, Pg. 79S, 1956.

intravenous-mouse LD50 180 mg/kg
U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02213

oral-mouse LD50 900 mg/kg
Drugs in Japan Vol. 6, Pg. 301, 1982.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for alpha-santonin usage levels up to:
 not for fragrance use.
 
Recommendation for alpha-santonin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Daily Med:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):481-06-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10201
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(3aS,5aS,9bS)-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,8-dione
Chemidplus:0000481061
RTECS:LE3150000 for cas# 481-06-1
 
References:
 (3aS,5aS,9bS)-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,8-dione
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):10201
Pubchem (sid):134974692
Pherobase:View
 
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
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2932.99.7000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia: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
 artemisia maritima
Search Trop Picture
 
Synonyms:
 eudesma-1,4-dien-12-oic acid, 6-alpha-hydroxy-3-oxo-, gamma-lactone, (11S)-(-)-
11-epiisoeusantona-1,4-dienic acid, 6alpha-hydroxy-3-oxo-, gamma-lactone
 naphtho(1,2-b)puran-2,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-
(3S)-2,3,3a,4,5,5a,8,9bbeta-octahydro-3,5abeta,9-trimethylnaphtho(1,2-b)furan-2,8-dion
 santonin
 santoninum
 semenen
(3aS,5aS,9bS)-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,8-dione
 

Articles:

PubMed:Synthesis and structure-activity relationships of guaiane-type sesquiterpene lactone derivatives with respect to inhibiting NO production in lipopolysaccharide-induced RAW 264.7 macrophages.
PubMed:[Sesquiterpenoids from Solanum lyratum].
PubMed:New eudesmane-type sesquiterpenoid from Solanum lyratum with cytotoxic activity.
PubMed:Induction of G₂/M arrest, caspase activation and apoptosis by α-santonin derivatives in HL-60 cells.
PubMed:Synthesis and anticancer activity of novel spiro-isoxazoline and spiro-isoxazolidine derivatives of α-santonin.
PubMed:Total syntheses of ainsliadimer B and gochnatiolides a and B.
PubMed:Diminutive effect on T and B-cell proliferation of non-cytotoxic α-santonin derived 1,2,3-triazoles: a report.
PubMed:8-[(2-Hy-droxy-phen-yl)imino]-3,5a,9-trimethyl-3a,4,5,5a,8,9b-hexa-hydro-naphtho-[1,2-b]furan-2(3H)-one.
PubMed:3,5a,9-Trimethyl-8-(2-phenylhydrazin-1-ylidene)-4,5,5a,9b-tetrahydro-3aH,8H-naphtho[1,2-b]furan-2(3H)-one.
PubMed:Theoretical studies on the photoinduced rearrangement mechanism of α-santonin.
PubMed:In vitro antitrypanosomal activity of plant terpenes against Trypanosoma brucei.
PubMed:Synthesis of novel α-santonin derivatives as potential cytotoxic agents.
PubMed:A biomimetic total synthesis of (+)-ainsliadimer A.
PubMed:Synthesis and cytotoxic activity of alpha-santonin derivatives.
PubMed:Biotransformation of tetrahydro-alpha-santonins by Absidia coerulea.
PubMed:Periplasmically located α-santonin binding factor in Sphingomonas paucimobilis strain S ATCC 43388.
PubMed:Natural products in parallel chemistry--novel 5-lipoxygenase inhibitors from BIOS-based libraries starting from alpha-santonin.
PubMed:The photoarrangement of alpha-santonin is a single-crystal-to-single-crystal reaction: a long kept secret in solid-state organic chemistry revealed.
PubMed:Seven-membered cyclic sulfite eudesmane derivatives: partial synthesis, structural determination, and enzymatic resolution.
PubMed:Biotransformation of alpha- and 6beta-santonin by fungus and plant cell cultures.
PubMed:Biotransformation of alpha-santonin by cell suspension cultures of five plants.
PubMed:Microbial transformations of alpha-santonin.
PubMed:A new sensitive isotropic-anisotropic separation experiment-SPEED MAS.
PubMed:Synthesis of phytuberin. 4-endo-tet acid-catalyzed cyclization of alpha-hydroxy epoxides.
PubMed:Convenient method for determining the absolute configuration of chiral alcohols with racemic 1H NMR anisotropy reagent, M(alpha)NP acid: use of HPLC-CD detector.
PubMed:Biotransformation of two cytotoxic terpenes, alpha-santonin and sclareol by Botrytis cinerea.
PubMed:Santonin-related compound 2 inhibits the expression of ICAM-1 in response to IL-1 stimulation by blocking the signaling pathway upstream of I kappa B degradation.
PubMed:Guaianolides as immunomodulators. Synthesis and biological activities of dehydrocostus lactone, mokko lactone, eremanthin, and their derivatives.
PubMed:Synthetic studies of sesquiterpenes with a cis-fused decalin system, 5. A synthetic approach to the study of structure-activity relationships of the termiticidal norsesquiterpenoids, chamaecynone and related compounds.
PubMed:Use of high-performance liquid chromatographic peak deconvolution and peak labelling to identify antiparasitic components in plant extracts.
PubMed:Elimination of broad-host range plasmid vectors in Escherichia coli by curing agents.
PubMed:Studies on the synthesis of sesquiterpene lactones, 12. Synthesis of (+)-colartin, (+)-arbusculin A, and their C-4 epimers and their biological activities.
PubMed:Growth, terpenoid production and antibacterial activity of an in vitro culture of the liverwort Fossombronia pusilla.
PubMed:Elimination of ColE1 group (pBR322 and pBR329) plasmids in Escherichia coli by alpha-santonin.
PubMed:Antipyretic activity of alpha- and beta-santonin.
PubMed:Mechanism of uptake of alpha-santonin by Pseudomonas cichorii strain S.
PubMed:alpha-Santonin 1,2-reductase and its role in the formation of dihydrosantonin and lumisantonin by Pseudomonas cichorii S.
PubMed:Antimalarial agents. 1. alpha-Santonin-derived cyclic peroxide as potential antimalarial agent.
PubMed:Studies on microbial transformations. XVIII. Microbiological transformation of 1-alpha-santonin.
PubMed:[Studies on the microbiological transformation of alpha-santonin and its analogues (author's transl)].
PubMed:Sesquiterpenoids. 3. The stereochemistry of santonin: x-ray analysis of 2-bromo-alpha-santonin.
 
Notes:
anthelmintic isolated from the dried unexpanded flower heads of artemisia maritima and other species of artemisia found principally in russian and chinese turkestan and the southern ural region. (from merck, 11th ed.)
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