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Sekikaic acid information


Sekikaic acid
Names
IUPAC name
2-Hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyl)oxy-4-methoxy-6-propylbenzoic acid
Identifiers
CAS Number
  • 607-11-4
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:144301
ChEMBL
  • ChEMBL4649759
PubChem CID
  • 12315460
InChI
  • InChI=1S/C22H26O8/c1-5-7-12-9-14(28-3)11-15(23)17(12)22(27)30-20-16(29-4)10-13(8-6-2)18(19(20)24)21(25)26/h9-11,23-24H,5-8H2,1-4H3,(H,25,26)
    Key: CPHXGYQLOSNELY-UHFFFAOYSA-N
SMILES
  • CCCC1=CC(=C(C(=C1C(=O)O)O)OC(=O)C2=C(C=C(C=C2O)OC)CCC)OC
Properties
Chemical formula
C22H26O8
Molar mass 418.442 g·mol−1
Appearance Rectangular prisms or rhombic plates
Melting point 150–151 °C (302–304 °F; 423–424 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Sekikaic acid is an organic compound in the structural class of chemicals known as depsides. It is found in some lichens. First isolated from Ramalina sekika, it is a fairly common lichen product in Ramalina and Cladonia, both genera of lichen-forming fungi.[1] The species epithet of the powdery lichen Lepraria sekikaica refers to the presence of this substance—a rarity in genus Lepraria.[2]

  1. ^ Cite error: The named reference Culberson 1970 was invoked but never defined (see the help page).
  2. ^ Cite error: The named reference Lumbsch et al. 2011 was invoked but never defined (see the help page).

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Sekikaic acid

Last Update:

Sekikaic acid is an organic compound in the structural class of chemicals known as depsides. It is found in some lichens. First isolated from Ramalina...

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C22H26O8

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The molecular formula C22H26O8 may refer to: Sekikaic acid Syringaresinol This set index page lists chemical structure articles associated with the same...

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Ramalina hyrcana

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Its secondary chemistry comprises trace amounts of usnic acid (in the cortex) and sekikaic acid with traces of related substances (in the medulla). Ramalina...

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Ramalina peruviana

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R. peruviana uniquely produces sekikaic acid, while R. dendriscoides is characterised by the presence of salazinic acid in its composition. Ramalina hossei...

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Niebla disrupta

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containing sekikaic acid instead of divaricatic acid; both species contain triterpenoids as accessory substances; Fuscidea maccarthyl contains sekikaic acid (UV−)...

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Niebla lobulata

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which differs by having the lichen substance of divaricatic acid, instead of sekikaic acid. Niebla lobulata was first recognized as distinct from other...

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Niebla suffnessii

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lichen substance sekikaic acid, with triterepenes Similar species are Niebla turgida that has divaricatic acid instead of sekikaic acid, and Niebla fimbriata...

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Niebla siphonoloba

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occasionally with short rounded lobes, especially near apex, and by containing sekikaic acid, with triterepenes. The cortex is relatively thin, 35–75 (-100) μm thick...

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Niebla dissecta

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as much as 180°. Lichen substances are sekikaic acid, with accessory triterpenes, in contrast to divaricatic acid in Niebla testudinaria. Determination...

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Lepraria sekikaica

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include atranorin, homosekikaic acid, 4'-O-demethylsekikaic acid, and fragilin as minor products, and sekikaic acid as a major metabolite. The specific...

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Niebla marinii

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species names have been suggested, one for the salazinic acid species, the other for the sekikaic acid species. Although the same species of Niebla can vary...

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Niebla podetiaforma

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with submarginal apothecia; all contain divaricatic acid and less inflated branches. A sekikaic acid-containing species, Niebla siphonoloba, often recognized...

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Niebla cornea

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cornea is further characterized by the presence of the lichen substance sekikaic acid, along with triterpenes and pigments concentrated near base. The firm...

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Dirinaria confusa

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atranorin in the upper cortex, with sekikaic acid as the major compound, along with minor amounts of ramalinolic acid, and a few terpenes present in low...

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Cladonia rei

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taper upward to a point, while chemically, it contains homosekikaic and sekikaic acids. Its reduced capacity to bioaccumulate toxic heavy metals from its surroundings...

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Niebla isidiaescens

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similar species distinguished by the absence of pycnidia and presence of sekikaic acid. Bowler PA, Riefner RE Jr, Rundel PW, Marsh J, Nash III TH (1994). "New...

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Niebla usneoides

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assumption that differences in the secondary metabolites, sekikaic acid and divaricatic acid, represent different “races” of one species, derived from...

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Cladonia vescula

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containing homosekikaic acid, sekikaic acid, and fumarprotocetraric acid, and the second one containing only fumarprotocetraric acid. Cladonia vescula is...

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Niebla eburnea

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lichen substance of divaricatic acid, with accessory triterpenes—in contrast also to Niebla disrupta, which has sekikaic acid and to species in the genus...

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Fuscidea multispora

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dimensions in the range 7–8.5 by 3.5–4.5 μm. Fuscidea multispora contains sekikaic acid, which is a lichen product that can be detected using thin-layer chromatography...

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Niebla palmeri

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flattened segments, to 8 cm high and 16 cm across, and by containing sekikaic acid, with triterepenes. Niebla palmeri was described by Richard Spjut as...

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Niebla homalea

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margins, and Niebla disrupta that differs by the lichen substance, sekikaic acid. Both N. eburnea and N. testudinaria frequently have irregularly dilated...

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Niebla rugosa

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containing divaricatic acid, with triterepenes. Similar species are Niebla siphonoloba, distinguished by the lichen substance sekikaic acid and by transverse...

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Ramalina polyforma

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salazinic acid, sekikaic acid, and divaricatic acids is a distinctive chemical characteristic of the species, along with the presence of usnic acid in the...

Word Count : 436

Niebla testudinaria

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dissecta. The latter two (N. disrupta, N. dissecta) differ in having sekikaic acid. Niebla homalea is often difficult to distinguish from N. testudinaria...

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Niebla halei

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from San Nicolas Island; it differs in having the lichen substance, sekikaic acid. The cortical ridging and branching of N. halei are also similar to...

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Ramalina dilacerata

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Ramalina dilacerata contains usnic acid in the cortex, while the medulla is characterized by the presence of sekikaic acid, without any detectable amounts...

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Niebla tesselata

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dot-like pycnidia positioned centrally on areolae, and by containing sekikaic acid, with triterpenes. The species (N. tesselata) is unique in the genus...

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Niebla effusa

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protocetraric acid, a rare chemotype for the genus not found south of Bahía de San Quintín. Another terricolous species, containing sekikaic acid, occurred...

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Niebla fimbriata

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Apothecia are born on the narrow branchlets. Lichen substances are sekikaic acid, with triterpenes. Niebla fimbriata is relatively infrequent and widely...

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