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Atromentin information


Atromentin
2,5-Dihydroxy-3,6-bis(4-hydroxyphenyl)-1,4-benzoquinone
Structural formula of atromentin
Names
Preferred IUPAC name
14,23,26,34-Tetrahydroxy[11,21:24,31-terphenyl]-22,25-dione
Other names
2,5-Dihydroxy-3,6-bis(4-hydroxyphenyl)-1,4-benzoquinone
Identifiers
CAS Number
  • 519-67-5 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:149660
ChemSpider
  • 89570 checkY
PubChem CID
  • 99148
UNII
  • 59557692U6 checkY
CompTox Dashboard (EPA)
  • DTXSID60199863 Edit this at Wikidata
InChI
  • InChI=1S/C18H12O6/c19-11-5-1-9(2-6-11)13-15(21)17(23)14(18(24)16(13)22)10-3-7-12(20)8-4-10/h1-8,19-21,24H checkY
    Key: FKQQKMGWCJGUCS-UHFFFAOYSA-N checkY
  • InChI=1S/C18H12O6/c19-11-5-1-9(2-6-11)13-15(21)17(23)14(18(24)16(13)22)10-3-7-12(20)8-4-10/h1-8,19-21,24H
    Key: FKQQKMGWCJGUCS-UHFFFAOYSA-N
SMILES
  • C1=CC(=CC=C1C2=C(C(=O)C(=C(C2=O)O)C3=CC=C(C=C3)O)O)O
Properties
Chemical formula
C18H12O6
Molar mass 324.288 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Atromentin is a natural chemical compound found in Agaricomycetes fungi in the orders Agaricales and Thelephorales. It can also be prepared by laboratory synthesis.[1] Chemically, it is a polyphenol and a benzoquinone.[2]

  1. ^ Ye, Y. Q.; Koshino, H.; Abe, N.; Nakamura, T.; Hashizume, D.; Takahashi, S. (2010). "Synthesis of atromentin and its O-alkylated natural products". Bioscience, Biotechnology, and Biochemistry. 74 (11): 2342–2344. doi:10.1271/bbb.100451. PMID 21071857.
  2. ^ Chandra, Sonia; De Mejia Gonzalez, Elvira (2004-06-02). "Polyphenolic compounds, antioxidant capacity, and quinone reductase activity of an aqueous extract of Ardisia compressa in comparison to mate (Ilex paraguariensis) and green (Camellia sinensis) teas". Journal of Agricultural and Food Chemistry. 52 (11): 3583–3589. doi:10.1021/jf0352632. ISSN 0021-8561. PMID 15161234.

and 27 Related for: Atromentin information

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Atromentin

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Atromentin is a natural chemical compound found in Agaricomycetes fungi in the orders Agaricales and Thelephorales. It can also be prepared by laboratory...

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Hydnellum peckii

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Hydnellum peckii revealed the presence of an effective anticoagulant, named atromentin (2,5-dihydroxy-3,6-bis(4-hydroxyphenyl)-1,4-benzoquinone), and similar...

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Serpula lacrymans

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overexpressed in E. coli and characterized as an atromentin/quinone synthetase that catalyzes the formation of atromentin, similar to GreA; InvA1,2 and 5; and AtrA...

Word Count : 1102

Streptococcus pneumoniae

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detection of S. pneumoniae and differentiation from closely related species. Atromentin and leucomelone possess antibacterial activity, inhibiting the enzyme...

Word Count : 3280

Terphenyl

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p-Terphenyl derivatives are found in various fungi and bacteria. One example is atromentin, a pigment found in some mushrooms. These natural p-terphenyls are better...

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Involutin

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diarylcyclopentenones. It is derived from atromentin which was shown from 3′,3″,5′,5″-d4-atromentin (deuterated atromentin) feeding studies and observing the...

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Omphalotus subilludens

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the species in the dark. Atromentin and thelephoric acid are chemical compounds found in cultures of O. subilludens. Atromentin is an effective anticoagulant...

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Smooth muscle

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arteries and veins, and other peripheral vessels. See Atherosclerosis. Atromentin has been shown to be a smooth muscle stimulant. Myogenic mechanism List...

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Tapinella panuoides

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binomial Paxillus panuoides, is a fungus species in the genus Tapinella. Atromentin is a phenolic compound. The first enzymes in its biosynthesis have been...

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C18H12O6

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to: Atromentin Hexahydroxytriphenylene (HHTP) Sterigmatocystin "Molar mass of C18H12O6". www.webqc.org. Retrieved 2022-08-22. PubChem. "Atromentin". pubchem...

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Suillus grevillei

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and enzymatic basis for atromentin, the precursor to various pulvinic acid-type pigments, has been characterized (an atromentin synthetase by the name...

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Xerocomic acid

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precursor to variegatic acid, and is preceded by atromentic acid and atromentin. As an example, it is isolated from Serpula lacrymans. It is soluble in...

Word Count : 185

Apoptosis

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protease. Biology portal Anoikis Apaf-1 Apo2.7 Apoptotic DNA fragmentation Atromentin induces apoptosis in human leukemia U937 cells. Autolysis Autophagy Cisplatin...

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Atromentic acid

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the precursor to variegatic acid and xerocomic acid, and is preceded by atromentin. As an example, it is isolated from Serpula lacrymans. It is soluble in...

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Anticoagulant

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prosthetic heart valves. Other examples are acenocoumarol, phenprocoumon, atromentin, and phenindione.[citation needed] The coumarins brodifacoum and difenacoum...

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Cyclovariegatin

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cyclovariegatin-2-acetate have also been described. It is derived from atromentin. It has been isolated from the browned skin of Suillus grevillei var....

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Hydnellum

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example, Hydnellum peckii contains atromentin, a pigment with anticoagulant properties similar to heparin. Atromentin also possesses antibacterial activity...

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Tapinella atrotomentosa

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chemicals known as leucomentins into atromentin, butenolide, and the feeding deterrent osmundalactone. Atromentin had previously been identified as the...

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Terphenylquinones

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Römpp Online. Georg Thieme Verlag, retrieved 3. September 2019. Entry on Atromentin. at: Römpp Online. Georg Thieme Verlag, retrieved 3. September 2019. Entry...

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Isoxerocomic acid

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precursor to variegatic acid, and is preceded by atromentic acid and atromentin. As an example, it is isolated from Serpula lacrymans. It is soluble in...

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Naturally occurring phenols

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substances like phenylacetic and phenylpyruvic acids. Other compounds like atromentin and thelephoric acid can also be isolated from fungi in the Agaricomycetes...

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Variegatic acid

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derived from xerocomic acid, which is preceded by atromentic acid and atromentin, and its genetic basis is unknown. In its oxidized form (due to the production...

Word Count : 555

Hydnellum aurantiacum

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named aurantiacin. This dark red pigment, a derivative of the compound atromentin, has subsequently been identified in other species of Hydnellum. The compounds...

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Gyroporus cyanescens

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Ringverengung des Atromentins" [Fungus pigments .17. Gyrocyanin, blueing principle of Gyroporus cyanescens, and an oxidative ring contraction of atromentin]. Chemische...

Word Count : 1971

Thelephoric acid

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interest due to their potential therapeutic effects. It is derived from atromentin, and its precursor can be from cyclovariegatin. Fragmentation patterns...

Word Count : 235

Hydnellum ferrugineum

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hydnuferruginin (yellow), as well as small amounts of the polyphenol compound atromentin. Hydnuferrigin has a chemical structure that closely resembles that of...

Word Count : 1956

Dictionary of natural phenols and polyphenols molecular formulas

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Leucopeonidin 322.105252 C20H18O4 Phaseolin (pterocarpan) 322.120508 C18H12O6 Atromentin, others 324.063388 C20H20O4 Glabridin 324.136158 C14H14O9 Fertaric acid...

Word Count : 54

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