guajavarin
quercetin 3-O-a-L-arabinopyranside
 
Notes:
from leaves of psidium guajava. Obt. from leaves of guava (Psidium guajava ) and from other plants
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      22255-13-6 Guajavarin
       
  • Glentham Life Sciences
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CAS Number: 22255-13-6Picture of molecule3D/inchi
Nikkaji Web: J94.528E
XlogP3-AA: 0.40 (est)
Molecular Weight: 434.35466000
Formula: C20 H18 O11
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 828.10 °C. @ 760.00 mm Hg (est)
Flash Point: 565.00 °F. TCC ( 296.30 °C. ) (est)
logP (o/w): 1.680 (est)
Soluble in:
 water, 6882 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:
Alfa Biotechnology
For experimental / research use only.
Guaijaverin 98%
BOC Sciences
For experimental / research use only.
Guajavarin
Carbosynth
For experimental / research use only.
Quercetin-3-O-a-L-arabinoside
Coompo
For experimental / research use only.
Guajavarin from Plants ≥96%
Odor: characteristic
Use: Growth-inhibitory activity of the compound against Strep. mutans of both clinical and type strain cultures was evaluated. The anti-Strep. mutans activity of the guaijaverin was found to be bacteriostatic, both heat and acid stable and alkali labile with the minimum inhibitory concentration (MIC) of 4 mg ml-1 for MTCC 1943 and 2 mg ml-1 for CLSM 001. The sub-MIC concentrations (0.0078-2 mg•ml-1) of the guaijaverin were evaluated for its cariogenic properties such as acid production, cell-surface hydrophobicity, sucrose-dependent adherence to glass surface and sucrose-induced aggregation of Strep. mutans.
Glentham Life Sciences
Quercetin 3-O-alpha-L-arabinopyranoside
Sigma-Aldrich: Sigma
For experimental / research use only.
Quercetin 3-O-a-L-arabinopyranoside
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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 guajavarin usage levels up to:
 not for fragrance use.
 
Recommendation for guajavarin 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 : 5481224
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one
Chemidplus: 0022255136
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References:
 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5481224
Pubchem (sid): 135124371
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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): HMDB33795
FooDB: FDB011955
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 seed
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 anise star anise fruit
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 bay laurel leaf
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 bilberry leaf
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 cacao
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 cranberry fruit
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 fennel
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 fennel leaf
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 fennel plant
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 fennel seed
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 guava flower
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 guava fruit
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 guava leaf
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 hazelnut leaf
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 pear plant
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 walnut english walnut leaf
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Synonyms:
3-(alpha-laevo-arabinopyranosyl oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
3-(a-L-arabinopyranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl a-L-arabinopyranoside
 guaijaverin
 guajaverin
 quercetin 3-O-a-L-arabinopyranside
 quercetin 3-O-a-L-arabinoside
 quercetin 3-O-alpha-L-arabinoside
 quercetin-3-Arabinoside
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Articles:
PubMed: Rhododendron oldhamii leaf extract improves fatty liver syndrome by increasing lipid oxidation and decreasing the lipogenesis pathway in mice.
PubMed: Phytochemical Analysis and Antimicrobial Activity of Myrcia tomentosa (Aubl.) DC. Leaves.
PubMed: Evidence of anti-inflammatory and antinociceptive activities of Plinia edulis leaf infusion.
PubMed: [A new flavonoid glycoside from leaves of Eucalyptus robusta].
PubMed: Wayanin and guaijaverin, two active metabolites found in a Psidium acutangulum Mart. ex DC (syn. P. persoonii McVaugh) (Myrtaceae) antimalarial decoction from the Wayana Amerindians.
PubMed: Medicinal plants used in the traditional management of diabetes and its sequelae in Central America: A review.
PubMed: Antioxidative phytochemicals from Rhododendron oldhamii Maxim. leaf extracts reduce serum uric acid levels in potassium oxonate-induced hyperuricemic mice.
PubMed: Simultaneous evaluation of one-electron reducing systems and radical reactions in cells by nitroxyl biradical as probe.
PubMed: Simultaneous quantification of hyperin, reynoutrin and guaijaverin in mice plasma by LC-MS/MS: application to a pharmacokinetic study.
PubMed: Ursolic acid isolated from guava leaves inhibits inflammatory mediators and reactive oxygen species in LPS-stimulated macrophages.
PubMed: [Chemical constituents of Euphorbia dracunculoides].
PubMed: A new antibacterial benzophenone glycoside from Psidium guajava (Linn.) leaves.
PubMed: Taxiphyllin 6'-O-gallate, actinidioionoside 6'-O-gallate and myricetrin 2″-O-sulfate from the leaves of Syzygium samarangense and their biological activities.
PubMed: Psidium guajava: A review on its potential as an adjunct in treating periodontal disease.
PubMed: Quercetin and quercetin 3-O-glycosides from Bauhinia longifolia (Bong.) Steud. show anti-Mayaro virus activity.
PubMed: Virtual screening of Indonesian herbal database as HIV-1 reverse transcriptase inhibitor.
PubMed: Exploring the binding mechanism of Guaijaverin to human serum albumin: fluorescence spectroscopy and computational approach.
PubMed: One new diphenylmethane glycoside from the leaves of Psidium guajava L.
PubMed: [Determination of quercetin-3-O-alpha-L-arabinopyranoside in Periploca forrestii by RP-HPLC].
PubMed: Inhibitory activity against urease of quercetin glycosides isolated from Allium cepa and Psidium guajava.
PubMed: Diterpene esters and phenolic compounds from Sapium insigne (ROYLE) BENTH. ex HOOK. fil.
PubMed: Cytotoxic chalcones and antioxidants from the fruits of a Syzygium samarangense (Wax Jambu).
PubMed: Flavonoids and biological activities of Jussiaea repens.
PubMed: Guaijaverin -- a plant flavonoid as potential antiplaque agent against Streptococcus mutans.
PubMed: Mutagenic activity promoted by amentoflavone and methanolic extract of Byrsonima crassa Niedenzu.
PubMed: High-performance liquid chromatographic identification of flavonoid monoglycosides from Prunus serotina ehrh.
PubMed: [Studies on the flavonoids in stem of Rhododendron anthopogonoide II].
PubMed: Free radical scavenging and hepatoprotective constituents from the leaves of Juglans sinensis.
PubMed: Structural requirements of flavonoids and related compounds for aldose reductase inhibitory activity.
PubMed: Phenolic compounds from Hypericum perforatum.
PubMed: Antidiabetic principles of natural medicines. II. Aldose reductase and alpha-glucosidase inhibitors from Brazilian natural medicine, the leaves of Myrcia multiflora DC. (Myrtaceae): structures of myrciacitrins I and II and myrciaphenones A and B.
PubMed: Antibacterial phloroglucinols and flavonoids from Hypericum brasiliense.
PubMed: Quercetin glycosides in Psidium guajava L. leaves and determination of a spasmolytic principle.
PubMed: Inhibition of human lens aldose reductase by flavonoids, sulindac and indomethacin.
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