seselin
2H,8H-benzo(1,2-b:3,4-b')dipyran-2-one, 8,8-dimethyl-
 
Notes:
Constit. of Carum roxburghianum (Bishop's weed)
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CAS Number: 523-59-1Picture of molecule3D/inchi
FDA UNII: 5634E8957P
Nikkaji Web: J11.874E
MDL: MFCD01018179
XlogP3-AA: 2.80 (est)
Molecular Weight: 228.24724000
Formula: C14 H12 O3
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
Soluble in:
 water, 60.34 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:
Sigma-Aldrich: Sigma
For experimental / research use only.
Seselin ≥98% (HPLC)
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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:
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 seselin usage levels up to:
 not for fragrance use.
 
Recommendation for seselin 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 : 68229
National Institute of Allergy and Infectious Diseases: Data
 8,8-dimethylpyrano[2,3-f]chromen-2-one
Chemidplus: 0000523591
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References:
 8,8-dimethylpyrano[2,3-f]chromen-2-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 68229
Pubchem (sid): 135025684
Pherobase: View
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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
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C09312
HMDB (The Human Metabolome Database): HMDB34257
FooDB: FDB012574
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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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 leaf
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 bowdichia virgilioides root
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 carum roxburghianum
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 celery seed
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 fennel seed
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 lemon leaf
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 lemon root
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 mandarin root
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 orange root
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Synonyms:
2H,8H-benzo(1,2-b:3,4-b')dipyran-2-one, 8,8-dimethyl-
8,8-dimethyl-2H,8H-benzo(1,2-b:3,4-b')dipyran-2-one
8,8-dimethylpyrano[2,3-f]chromen-2-one
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Articles:
PubMed: Isolation of seselin from Clausena anisata (Rutaceae) leaves and its effects on the feeding and development of Lucilia cuprina larvae may explain its use in ethnoveterinary medicine.
PubMed: Antithrombotic activity of a newly synthesized coumarin derivative 3-(5-hydroxy-2,2-dimethyl-chroman-6-yl)-N-{2-[3-(5-hydroxy-2,2-dimethyl-chroman-6-yl)-propionylamino]-ethyl}-propionamide.
PubMed: Biological activities of Indian celery, Seseli diffusum (Roxb. ex Sm.) Sant. & Wagh.
PubMed: Structure and in vitro antiparasitic activity of constituents of Citropsis articulata root bark.
PubMed: 6-Butyryl-5-hy-droxy-4-phenyl-seselin.
PubMed: Isolation of xanthyletin, an inhibitor of ants' symbiotic fungus, by high-speed counter-current chromatography.
PubMed: Botanical origin of Indian celery seed (fruit).
PubMed: [Synthesis and antinociceptive activity of seselin derivatives].
PubMed: Seselin from Plumbago zeylanica inhibits phytohemagglutinin (PHA)-stimulated cell proliferation in human peripheral blood mononuclear cells.
PubMed: Antinociceptive activity of the pyranocoumarin seselin in mice.
PubMed: Natural and synthetic 2,2-dimethylpyranocoumarins with antibacterial activity.
PubMed: Synthesis and evaluation of the antioxidant and antiinflammatory activities of some benzo[l]khellactone derivatives and analogues.
PubMed: Cytotoxic naphthoquinones and plumbagic acid glucosides from Plumbago zeylanica.
PubMed: Antiproliferative effect of isopentenylated coumarins on several cancer cell lines.
PubMed: Anti-inflammatory activity of coumarins from Decatropis bicolor on TPA ear mice model.
PubMed: Synthesis and cytotoxic activity of pyranocoumarins of the seselin and xanthyletin series.
PubMed: Anti-AIDS agents. 15. Synthesis and anti-HIV activity of dihydroseselins and related analogs.
PubMed: Biological activity of some coumarins from Sri Lankan Rutaceae.
PubMed: Identification of eight coumarins occurring with psoralen, xanthotoxin, and bergapten on leaf surfaces.
PubMed: Pharmacological activities of the prenylcoumarins, developed from folk usage as a medicine of Peucedanum japonicum THUNB.
PubMed: Studies on the anti-tumor-promoting activity of naturally occurring substances. IV. Pd-II [(+)anomalin, (+)praeruptorin B], a seselin-type coumarin, inhibits the promotion of skin tumor formation by 12-O-tetradecanoylphorbol-13-acetate in 7,12-dimethylbenz[a]anthracene-initiated mice.
PubMed: Plant antitumor agents, 21. Flavones, coumarins, and an alkaloid from Sargentia greggii.
PubMed: Calcium antagonist-like actions of coumarins isolated from "Qian-Hu" on anaphylactic mediator release from mast cell induced by concanavalin A.
PubMed: Effects of Seselin and Coumarin on Growth, Indoleacetic Acid Oxidase, and Peroxidase, with Special Reference to Cucumber (Cucumis sativa L.) Radicles.
PubMed: [Therapeutic possibilities of a seselin in the treatment of some heart diseases].
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