galbanic acid
asacoumarin B
 
Notes:
None found
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CAS Number: 3566-55-0Picture of molecule3D/inchi
FDA UNII: 9OFS0HWC92
Nikkaji Web: J417.959E
XlogP3-AA: 5.10 (est)
Molecular Weight: 398.49910000
Formula: C24 H30 O5
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.01312 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 galbanic acid usage levels up to:
 not for fragrance use.
 
Recommendation for galbanic acid 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 : 7082474
National Institute of Allergy and Infectious Diseases: Data
 3-[(1S,2S,3S)-2,3-dimethyl-2-[(2-oxochromen-7-yl)oxymethyl]-6-propan-2-ylidenecyclohexyl]propanoic acid
Chemidplus: 0003566550
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References:
 3-[(1S,2S,3S)-2,3-dimethyl-2-[(2-oxochromen-7-yl)oxymethyl]-6-propan-2-ylidenecyclohexyl]propanoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 7082474
Pubchem (cas): 3566-55-0
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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
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB30163
FooDB: FDB001972
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: 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
 ferula gummosa
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Synonyms:
 asacoumarin B
2-cyclohexene-1-butanoic acid, 6-(((2-oxo-2H-1-benzopyran-7-yl)oxy)methyl)-alpha,2,3,6-tetramethyl-
3-[(1S,2S,3S)-2,3-dimethyl-2-[(2-oxochromen-7-yl)oxymethyl]-6-propan-2-ylidenecyclohexyl]propanoic acid
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Articles:
PubMed: Anticancer Natural Coumarins as Lead Compounds for the Discovery of New Drugs.
PubMed: Proposed binding mechanism of galbanic acid extracted from Ferula assa-foetida to DNA.
PubMed: Combined spectroscopy and molecular modeling studies on the binding of galbanic acid and MMP9.
PubMed: Formulation, characterization, and geno/cytotoxicity studies of galbanic acid-loaded solid lipid nanoparticles.
PubMed: Apoptotic Effect of Galbanic Acid via Activation of Caspases and Inhibition of Mcl-1 in H460 Non-Small Lung Carcinoma Cells.
PubMed: Galbanic acid inhibits HIF-1α expression via EGFR/HIF-1α pathway in cancer cells.
PubMed: Evaluating the effects of galbanic acid on hydrogen peroxide-induced oxidative DNA damage in human lymphocytes.
PubMed: Potent and selective inhibitors of class A β-lactamase: 7-prenyloxy coumarins.
PubMed: Synthesis, biosynthesis and biological activities of galbanic acid - A review.
PubMed: Cytotoxic activities of phytochemicals from Ferula species.
PubMed: Farnesiferol A from Ferula persica and galbanic acid from Ferula szowitsiana inhibit P-glycoprotein-mediated rhodamine efflux in breast cancer cell lines.
PubMed: Galbanic acid decreases androgen receptor abundance and signaling and induces G1 arrest in prostate cancer cells.
PubMed: Methyl galbanate, a novel inhibitor of nitric oxide production in mouse macrophage RAW264.7 cells.
PubMed: Galbanic acid isolated from Ferula assafoetida exerts in vivo anti-tumor activity in association with anti-angiogenesis and anti-proliferation.
PubMed: Effect of galbanic Acid, a sesquiterpene coumarin from ferula szowitsiana, as an inhibitor of efflux mechanism in resistant clinical isolates of Staphylococcus aureus.
PubMed: Galbanic acid, a cytotoxic sesquiterpene from the gum resin of Ferula asafoetida, blocks protein farnesyltransferase.
PubMed: Evaluation of the effects of galbanic acid from Ferula szowitsiana and conferol from F. badrakema, as modulators of multi-drug resistance in clinical isolates of Escherichia coli and Staphylococcus aureus.
PubMed: Total synthesis and structural confirmation of ent-galbanic acid and marneral.
PubMed: Galbanic acid from Ferula szowitsiana enhanced the antibacterial activity of penicillin G and cephalexin against Staphylococcus aureus.
PubMed: Sesquiterpene coumarins from Ferula szowitsiana and in vitro antileishmanial activity of 7-prenyloxycoumarins against promastigotes.
PubMed: Sesquiterpene coumarins from the roots of Ferula assa-foetida.
PubMed: [The effect of galbanic acid on the course of experimental hepatitis].
PubMed: [The action of the sodium salt of galbanic acid in experimental erythrocyte hyperaggregation].
PubMed: [Effect of the sodium salt of galbanic acid on thrombocyte aggregation].
PubMed: [Changes in thrombocyte aggregation as affected by the sodium salt of galbanic acid in an experiment].
PubMed: [Effect of the sodium salt of galbanic acid on erythrocyte aggregation in an experiment].
PubMed: [Antibacterial activity of galbanic acid and of its conversion products].
PubMed: [PREPARATION AND EXAMINATION OF SOME PRODUCTS IN THE CONVERSION OF GALBANIC ACID].
PubMed: [On the problem of the isolation of galbanic acid from Ferula gumosa Boiss. roots].
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