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komponim kimik

External resources

DSSTox substance ID
UNII
PubChem CID
SureChEMBL ID
MeSH descriptor ID
UniChem compound ID
InChI
numri CAS
NSC number
KEGG ID
UMLS CUI
ECHA Substance Infocard ID
DSSTOX compound identifier
ChemSpider ID
numri CE
610-730-7[11]
Google Knowledge Graph ID
ChEMBL ID
ChEBI ID
81068[13][14]

mapping relation type: përputhje e përpiktë

InChIKey
Probes And Drugs ID
HSDB ID

instancë e

type of chemical entity

nënklasë e

2,6-dimethyloctane monoterpenoid
biogenic naphthochinone

masa

288,099774 dalton[17]

stereoisomer of

alkannin[5][18]

formula kimike

C₁₆H₁₆O₅[4]

kanonikja 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

Lithospermum officinale[19][20]
Arnebia decumbens[21]
Arnebia euchroma[22][23][22][24]
Arnebia hispidissima[25][25]
Echium rubrum[28][28]
Echium russicum[28][28]
Onosma caucasica[28]

subjekti ka rol

non-steroidal anti-inflammatory drug[60]

Reference

  1. ^ Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard
  2. ^ a b c d NEZONWMXZKDMKF-SNVBAGLBSA-N, InChIKey
  3. ^ a b Global Substance Registration System, 20 nëntor 2016, anglisht, shikonin, 3IK6592UBW
  4. ^ a b c d e f PubChem, 20 nëntor 2016, anglisht, 479503, shikonin
  5. ^ a b inferred from InChIKey
  6. ^ Medical Subject Headings, 14 mars 2018, C016101
  7. ^ UniChem
  8. ^ CAS Common Chemistry, 9 prill 2021, NEZONWMXZKDMKF-SNVBAGLBSA-N, https://commonchemistry.cas.org/detail?cas_rn=517-89-5
  9. ^ ChEBI, 9 tetor 2016, anglisht, Shikonin, 81068
  10. ^ UMLS 2023, 25 maj 2023, inferred by common MeSH mappings on source and on Wikidata
  11. ^ a b ECHA Substance Infocard database, 27 dhjetor 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 nëntor 2016, anglisht, 420739, Shikonin
  13. ^ a b ChEMBL, 20 nëntor 2016, anglisht, 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 maj 2021, 28 tetor 2019, Shikonin, 8100
  17. ^ PubChem, 9 tetor 2016, anglisht, 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. ^ a b 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. ^ a b New naphthoquinones from Arnebia hispidissima roots
  26. ^ Shikonin from Echium lycopsis
  27. ^ Two quinones from callus cultures of Echium lycopsis
  28. ^ a b c d e 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 mars 2018, C016101