Global Information Lookup Global Information

Aucubin information


Aucubin
Names
IUPAC name
(1S,4aR,5S,7aS)-5-Hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl β-D-glucopyranoside
Systematic IUPAC name
(2S,3R,4S,5S,6R)-2-{[(1S,4aR,5S,7aS)-5-Hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Other names
Aucubin
Identifiers
CAS Number
  • 479-98-1 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
 50340
ChEMBL
  • ChEMBL514882 ☒N
ChemSpider
  • 82585 checkY
ECHA InfoCard 100.006.856 Edit this at Wikidata
EC Number
  • 207-540-8
KEGG
  • C09771
PubChem CID
  • 91458
UNII
  • 2G52GS8UML checkY
CompTox Dashboard (EPA)
  • DTXSID60963965 Edit this at Wikidata
InChI
  • InChI=1S/C15H22O9/c16-4-6-3-8(18)7-1-2-22-14(10(6)7)24-15-13(21)12(20)11(19)9(5-17)23-15/h1-3,7-21H,4-5H2/t7-,8+,9+,10+,11+,12-,13+,14-,15-/m0/s1 checkY
    Key: RJWJHRPNHPHBRN-FKVJWERZSA-N checkY
  • InChI=1/C15H22O9/c16-4-6-3-8(18)7-1-2-22-14(10(6)7)24-15-13(21)12(20)11(19)9(5-17)23-15/h1-3,7-21H,4-5H2/t7-,8+,9+,10+,11+,12-,13+,14-,15-/m0/s1
    Key: RJWJHRPNHPHBRN-FKVJWERZBS
SMILES
  • O2\C=C/[C@@H]1[C@@H](C(=C/[C@H]1O)\CO)[C@@H]2O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)CO
Properties
Chemical formula
 C15H22O9
Molar mass 346.332 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Aucubin is an iridoid glycoside.[1] Iridoids are commonly found in plants and function as defensive compounds.[1] Iridoids decrease the growth rates of many generalist herbivores.[2]

  1. ^ a b Nieminen M; Suomi J; Van Nouhuys S (2003). "Effect of iridoid glycoside content on oviposition host plant choice and parasitim in a specialist herbivore". J. Chem. Ecol. 29 (4): 823–843. doi:10.1023/A:1022923514534. PMID 12775146. S2CID 16553547.
  2. ^ Puttick G, Bowers M (1998). "Effect of qualitative and quantitative variation in allelochemicals on a generalist insect: Iridoid glycosides and southern armyworm". J. Chem. Ecol. 14 (1): 335–351. doi:10.1007/BF01022550. PMID 24277013. S2CID 28710791.

and 16 Related for: Aucubin information

Request time (Page generated in 0.5551 seconds.)

Aucubin

Last Update:

Aucubin is an iridoid glycoside. Iridoids are commonly found in plants and function as defensive compounds. Iridoids decrease the growth rates of many...

Word Count : 945

Plantago major

Last Update:

substitute or extender. Plantain contains phytochemicals including allantoin, aucubin, ursolic acid, flavonoids, and asperuloside. Plantain extract has been...

Word Count : 1144

Agnuside

Last Update:

chemical compound found in Vitex agnus-castus. Agnuside is the ester of aucubin and p-hydroxybenzoic acid. Eva Hoberg, Beat Meier and Otto Sticher (September–October...

Word Count : 77

Plantago lanceolata

Last Update:

plantamajoside and isoacteoside. It also contains the iridoid glycosides aucubin and catalpol. These iridoid glycosides make the plant inedible to some...

Word Count : 1612

Galium aparine

Last Update:

asperulosidic acid and 10-deacetylasperulosidic acid; asperuloside; monotropein; aucubin; alkaloids such as caffeine; flavonoids; coumarins; organic acids such...

Word Count : 1716

Iridoid

Last Update:

mammals, iridoids are often characterized by a deterrent bitter taste. Aucubin and catalpol are two of the most common iridoids in the plant kingdom.[citation...

Word Count : 488

Glycoside

Last Update:

to form the different compounds. These contain an iridoid group; e.g. aucubin, geniposidic acid, theviridoside, loganin, catalpol. As the name contains...

Word Count : 2129

Terpene

Last Update:

trees). Iridoids derive from monoterpenes. Examples of iridoids include aucubin and catalpol. Sesquiterpenes consist of three isoprene units and have the...

Word Count : 3447

Verbena officinalis

Last Update:

identified as apigenin, 4'-hydroxywogonin, verbenalin, and hastatoside. Aucubin has also been found as one of the active constituents. Tobin, Graeme; Denham...

Word Count : 1316

Junonia coenia

Last Update:

glycosides may also reflect its role in oviposition and microhabitat selection. Aucubin and catalpol are two other chemicals that can be stimulants and attractants...

Word Count : 2903

Linaria

Last Update:

Luteolin, Acacetin, Apigenin, Chrysin, Quercetin, Myricetin, Linarioside, Aucubin, Linaride, Iridolinaroside A-D, Iridolinarin A-C are some compounds found...

Word Count : 1403

Penstemon teucrioides

Last Update:

occasionally as late as August. The major iridoids of Penstemon teucrioides are aucubin, isoscrophularioside, and trans-eurostoside. They also have minor amounts...

Word Count : 1088

Catalpol

Last Update:

bartsioside. The very widely known and accepted precursor to catalpol, aucubin, is then furnished via hydroxylation at C6. Finally an epoxidation with...

Word Count : 502

Melampyrum arvense

Last Update:

natural grassy meadow ecosystems. The seeds are poisonous because they hold aucubin. The plant is being targeted by some groups for conservation projects and...

Word Count : 780

Euphydryas cynthia

Last Update:

Alchemilla species. Larvae and pupae also contain three iridoid glucosides: aucubin, catalpa, and 6-O-glucopyranosylaucubin. Small amounts of these molecules...

Word Count : 340

List of medicinal plants of the American West

Last Update:

infection.[medical citation needed] The active chemical constituents are aucubin (an anti-microbial agent), allantoin (which stimulates cellular growth...

Word Count : 787
PDF Search Engine © AllGlobal.net