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keemiline ühend

Välised allikad

DSSTox substance ID
DTXSID30199653[1][2]
UNII
3IK6592UBW[3][2]
PubChem CID
479503[4][2]
SureChEMBL ID
SCHEMBL33969[5][2]
MeSH descriptor ID
C016101[6]
UniChem compound ID
114235[7]
InChI
InChI=1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3/t10-/m1/s1[4]
CAS Registry Number
517-89-5[3][8]
NSC number
252844
KEGG ID
C17412[9]
UMLS CUI
C0074455[10]
ECHA Substance Infocard ID
100.109.443[11]
DSSTOX compound identifier
DTXCID90122144
ChemSpider ID
420739[12]
EC number
610-730-7[11]
Google Knowledge Graph ID
/g/11fzyrnx05
ChEMBL ID
CHEMBL9470[13]
ChEBI ID
81068[13][14]

mapping relation type: täpne vaste

InChIKey
NEZONWMXZKDMKF-SNVBAGLBSA-N[4][15]
Probes And Drugs ID
PD018927
HSDB ID
8100[16]

üksikjuht nähtusest

type of chemical entity

mille alamklass

2,6-dimethyloctane monoterpenoid
biogenic naphthochinone

mass/kaal

288,099774 aatommassiühik[17]

stereoisomer of

alkannin[5][18]

chemical formula

C₁₆H₁₆O₅[4]

canonical SMILES

CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C[4]

isomeric SMILES

CC(=CC[C@H](C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C[4]

found in taxon

suur rusujuur[19][20]
Arnebia decumbens[21]
Arnebia euchroma[22][23][22][24]
Arnebia hispidissima[25][25]
Echium plantagineum[26][27]
Echium rubrum[28][28]
Echium russicum[28][28]
Onosma caucasica[28]
puna-rusujuur[29][30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45][46][47][48][49][50][51][52][53][54][55][56][57][58][59]

subjektil on roll

Mittesteroidsed põletikuvastased ravimid[60]

Viited

  1. ↑ Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard
  2. ↑ 2,0 2,1 2,2 2,3 NEZONWMXZKDMKF-SNVBAGLBSA-N, InChIKey
  3. ↑ 3,0 3,1 Global Substance Registration System, 20. november 2016, inglise keel, shikonin, 3IK6592UBW
  4. ↑ 4,0 4,1 4,2 4,3 4,4 4,5 PubChem, 20. november 2016, inglise keel, 479503, shikonin
  5. ↑ 5,0 5,1 inferred from InChIKey
  6. ↑ Medical Subject Headings, 14. märts 2018, C016101
  7. ↑ UniChem
  8. ↑ CAS Common Chemistry, 9. aprill 2021, NEZONWMXZKDMKF-SNVBAGLBSA-N, https://commonchemistry.cas.org/detail?cas_rn=517-89-5
  9. ↑ ChEBI, 9. oktoober 2016, inglise keel, Shikonin, 81068
  10. ↑ UMLS 2023, 25. mai 2023, inferred by common MeSH mappings on source and on Wikidata
  11. ↑ 11,0 11,1 ECHA Substance Infocard database, 27. detsember 2018, 100.109.443, 5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione, CAS no.: 517-89-5
  12. ↑ ChemSpider, 20. november 2016, inglise keel, 420739, Shikonin
  13. ↑ 13,0 13,1 ChEMBL, 20. november 2016, inglise keel, SHIKONIN, CHEMBL9470
  14. ↑ International Chemical Identifier, InChI=1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3/t10-/m1/s1
  15. ↑ ChEBI release 2020-09-01
  16. ↑ Hazardous Substances Data Bank, 10. mai 2021, 28. oktoober 2019, Shikonin, 8100
  17. ↑ PubChem, 9. oktoober 2016, inglise keel, 479503, shikonin
  18. ↑ inferred from InChI
  19. ↑ Naphthoquinones ofLithospermum erythrorhizon
  20. ↑ Shikonin fromLithospermum officinale
  21. ↑ Shikonin derivatives. Part VI. Chemical investigations of Arnebia decumbens.
  22. ↑ 22,0 22,1 Inhibition of platelet aggregation by shikonin derivatives isolated from Arnebia euchroma
  23. ↑ Accelerative effect of "nanshikon" and its constituents on the proliferation of granulation tissue in rats
  24. ↑ Antimicrobial activities of naphthazarins from Arnebia euchroma
  25. ↑ 25,0 25,1 New naphthoquinones from Arnebia hispidissima roots
  26. ↑ Shikonin from Echium lycopsis
  27. ↑ Two quinones from callus cultures of Echium lycopsis
  28. ↑ 28,0 28,1 28,2 28,3 28,4 Isolation of shikonin fromOnosma caucasicum andEchium rubrum
  29. ↑ [Application of supercritical fluid extraction to components of crude drugs and plants. III. Extraction of pigments from lithospermum root and licorice root]
  30. ↑ Enantiomeric ratio of shikonin derivatives as a possible key for the determination of the origin of lithospermi radix
  31. ↑ Monoamine oxidase inhibitory naphthoquinones from the roots of Lithospermum erythrorhizon
  32. ↑ Increased shikonin production by hairy roots of Lithospermum erythrorhizon in two phase bubble column reactor
  33. ↑ Improvement of shikonin productivity in Lithospermum erythrorhizon cell culture by alternating carbon and nitrogen feeding strategy
  34. ↑ Studies on chemical constituents of Illicium simonsii
  35. ↑ Caffeic acid oligomers in Lithospermum erythrorhizon cell suspension cultures
  36. ↑ Intracellular Localization and Secretion of Naphthoquinone Pigments in Cell Cultures of Lithospermum erythrorhizon
  37. ↑ The Effective Production of Shikonin by Cultures with an Increased Cell Population
  38. ↑ [Evaluation on equivalence of pharmacological properties between natural crude drugs and their cultured cells based on their components. Accelerative effect of lithospermi radix and inhibitory effect of coptidis rhizoma on proliferation of granulati
  39. ↑ Effect of gibberellin A3 on shikonin production in Lithospermum callus cultures
  40. ↑ Induction of shikonin formation by agar in Lithospermum erythrorhizon cell suspension cultures
  41. ↑ The Mechanism of Shikonin Biosynthesis in Lithospermum Cell Cultures.
  42. ↑ Measurement of Phenolic Compounds and Their Effect on Shikonin Production in Lithospermum Cultured Cells.
  43. ↑ Shikonin: A geranyl diphosphate-derived plant hemiterpenoid formed via the mevalonate pathway
  44. ↑ Biosynthesis of shikonin derivatives from l-Phenylalanine via deoxyshikonin in lithospermum cell cultures and cell-free extracts
  45. ↑ Structure of endogenous oligogalacturonides inducing shikonin biosynthesis in Lithospermum cell cultures
  46. ↑ Intracellular localization of p-hydroxybenzoate geranyltransferase, a key enzyme involved in shikonin biosynthesis
  47. ↑ Inhibition of shikonin biosynthesis by photodegradation products of FMN
  48. ↑ Effects of oligogalacturonides on biosynthesis of shikonin in Lithospermum cell cultures
  49. ↑ Intracellular localization of geranylpyrophosphate synthase from cell cultures of Lithospermum erythrorhizon
  50. ↑ Inhibition and regulation of shikonin biosynthesis in suspension cultures of Lithospermum
  51. ↑ Regulation of lithospermic acid B and shikonin production in Lithospermum erythrorhizon cell suspension cultures
  52. ↑ Accumulation of p-O-β-D-glucosylbenzoic acid and its relation to shikonin biosynthesis in Lithospermum cell cultures
  53. ↑ Selection of cell lines with high productivity of shikonin derivatives by protoplast culture of Lithospermum erythrorhizon cells.
  54. ↑ Enzyme activities in cell-free extracts of shikonin-producing Lithospermum erythrorhizon cell suspension cultures
  55. ↑ Enzymatic regulation of shikonin biosynthesis in Lithospermum erythrorhizon cell cultures
  56. ↑ Partial purification, properties, and kinetic studies of UDP-glucose:p-hydroxybenzoate glucosyltransferase from cell cultures of Lithospermum erythrorhizon
  57. ↑ Human ACAT inhibitory effects of shikonin derivatives from Lithospermum erythrorhizon.
  58. ↑ Shikonin, an ingredient of Lithospermum erythrorhizon, down-regulates the expression of steroid sulfatase genes in breast cancer cells
  59. ↑ Geranylpyrophosphate synthase from cell cultures of Lithospermum erythrorhizon
  60. ↑ Medical Subject Headings, 15. märts 2018, C016101
Pärit leheküljelt "https://et.wikipedia.org/wiki/Eri:AboutTopic/Q27155024"