Homosekikaic acid

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Homosekikaic acid
Category Others
Catalog number BBF-05407
CAS 486-36-2
Molecular Weight 446.49
Molecular Formula C24H30O8

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Specification

Synonyms Benzoic acid, 2-hydroxy-3-[(2-hydroxy-4-methoxy-6-propylbenzoyl)oxy]-4-methoxy-6-pentyl-; Homosekikasaeure; Nemoxynsaeure; 2-Hydroxy-3-(2-hydroxy-4-methoxy-6-propyl-benzoyloxy)-4-methoxy-6-pentyl-benzoesaeure
IUPAC Name 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyl)oxy-4-methoxy-6-pentylbenzoic acid
Canonical SMILES CCCCCC1=CC(=C(C(=C1C(=O)O)O)OC(=O)C2=C(C=C(C=C2O)OC)CCC)OC
InChI InChI=1S/C24H30O8/c1-5-7-8-10-15-12-18(31-4)22(21(26)20(15)23(27)28)32-24(29)19-14(9-6-2)11-16(30-3)13-17(19)25/h11-13,25-26H,5-10H2,1-4H3,(H,27,28)
InChI Key WATNDISBDDAASP-UHFFFAOYSA-N

Properties

Boiling Point 618.5±55.0°C at 760 mmHg
Density 1.2±0.1 g/cm3

Reference Reading

1. Three new species of Krogia (Ramalinaceae, lichenised Ascomycota) from the Paleotropics
Sonja Kistenich, Jouko K Rikkinen, Holger Thüs, Charles S Vairappan, Patricia A Wolseley, Einar Timdal MycoKeys. 2018 Sep 26;(40):69-88. doi: 10.3897/mycokeys.40.26025. eCollection 2018.
Krogiaborneensis Kistenich & Timdal, K.isidiata Kistenich & Timdal and K.macrophylla Kistenich & Timdal are described as new species, the first from Borneo and the two latter from New Caledonia. The new species are supported by morphology, secondary chemistry and DNA sequence data. Krogiaborneensis and K.isidiata contain sekikaic and homosekikaic acid, both compounds reported here for the first time from the genus. Krogiamacrophylla contains an unknown compound apparently related to boninic acid as the major compound. DNA sequences (mtSSU and nrITS) are provided for the first time for Krogia and a phylogeny of the genus based on 15 accessions of five of the six accepted species is presented. Krogiaantillarum is reported as new to Brazil, Guatemala and Mexico.
2. Antibacterial and antioxidant activity of lichen species Ramalina roesleri
R Sisodia, M Geol, S Verma, A Rani, P Dureja Nat Prod Res. 2013;27(23):2235-9. doi: 10.1080/14786419.2013.811410. Epub 2013 Jul 4.
Solvent extracts of Ramalina roesleri Nyl were assayed for antimicrobial and antioxidant activity. Hexane extract was highly active against Staphylococcus aureus and Streptococcus mutans. The 1,1-diphenyl-2-picryl-hydrazil (DPPH) radical scavenging activity of extracts ranged from 29.42% to 87.90%. Atranorin, protolichesterinic acid, usnic acid, 2-hydroxy-4-methoxy-6-propyl benzoic acid, homosekikaic acid, sekikaic acid, benzoic acid, 2,4-dihydroxy-6-propyl and 2,4-dihydroxy-3,6-dimethyl benzoate were isolated from the hexane extract. Maximum DPPH radical scavenging activity was exhibited by sekikaic acid followed by homosekikaic acid.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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