haemanthamine

composé chimique

Resous ekstèn

identifiant ChEBI
5600[1][2]

lien de concordance: équivalence exacte

numéro CAS
identifiant PubChem (CID)
identifiant DSSTOX d'un composé chimique
UniChem compound ID
identifiant Protein Data Bank
identifiant Protein Data Bank d'un ligand
identifiant KNApSAcK
identifiant KEGG
InChI
identifiant ChemSpider
numéro NSC
identifiant ChEMBL
identifiant DSSTOX
identifiant du Google Knowledge Graph
InChIKey
identifiant Probes And Drugs
identifiant Unique Ingredient Identifier

se yon

type d'entité chimique

sou-klas

(+)-Crinamine[11]
(1R,13R,15R,18R)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol[11]
(1R,13R,15S,18R)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol[11]
Crinamine[11]
11-Epicrinamine[11]
3-Epicrinamine[11]
Crinamine[11]
(1S,13R,15R,18S)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol[11]

structure chimique

masse

301,131408±0 unité de masse atomique unifiée[4]

stéréoisomère de

(1S,13R,15S,18S)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol[12]
(1R,13S,15S,18S)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol[13]
(1S,13R,15R,18R)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol[13]

formule chimique

C₁₇H₁₉NO₄[4]

SMILES canonique

COC1CC2C3(C=C1)C(CN2CC4=CC5=C(C=C34)OCO5)O[4]
OC1CN2CC3=CC=4OCOC4C=C3C51C=CC(OC)CC25

SMILES isomérique

CO[C@H]1C[C@H]2[C@@]3(C=C1)[C@H](CN2CC4=CC5=C(C=C34)OCO5)O[4]
CO[C@@H]1C=C[C@@]23c4cc5c(cc4CN(C[C@H]2O)[C@H]3C1)OCO5

trouvé dans le taxon

Narcissus confusus[14][15][16]
Sternbergia sicula[17]
Sternbergia lutea[17]
Narcissus pseudonarcissus subsp. pallidiflorus[18]
Pancratium canariense[19]
Habranthus brachyandrus[20]
Narcissus obesus[21]
Narcissus tazetta[22]
Hymenocallis littoralis[23]
Crinum asiaticum[24]
Crinum glaucum[25]
Crinum jagus[25]
Cyrtanthus elatus[26]
Eucharis amazonica[27]
Hippeastrum[29]
Hymenocallis rotata[30]
Narcissus asturiensis[31]
Narcissus cuneiflorus[31]
Narcissus primigenius[32]
Lis maritime[33]
Pancratium sickenbergeri[34]
Sternbergia clusiana[35]
Zephyranthes citrina[36]
Zephyranthes flava[37]
Zephyranthes rosea[38]
Zephyranthes candida[39]
Hippeastrum morelianum[40]
Hippeastrum papilio[41]
Phaedranassa dubia[42]
Sprekelia formosissima[43]
Narcissus hispanicus[15][14][16]
Pyrolirion flavum[37]
narcisse[44]
Urceolina amazonica[27]
Narcissus minor[31]
Galanthus elwesii[45][46]
Scadoxus multiflorus[47][48]
Trompette de méduse[21]
Ismene longipetala[49]
Hippeastrum vittatum[50]
Stenomesson miniatum[49]
Amaryllidaceae[51][52][53]
Narcissus pseudonarcissus[53]

Referans

  1. 1,0 1,1 1,2 et 1,3 ChEBI, 5 oktòb 2016, angle, Haemanthamine, 5600
  2. InChI=1S/C17H19NO4/c1-20-11-2-3-17-12-6-14-13(21-9-22-14)4-10(12)7-18(8-16(17)19)15(17)5-11/h2-4,6,11,15-16,19H,5,7-9H2,1H3/t11-,15+,16+,17+/m1/s1, International Chemical Identifier
  3. CAS Common Chemistry, 9 avril 2021, https://commonchemistry.cas.org/detail?cas_rn=466-75-1, YGPRSGKVLATIHT-HSHDSVGOSA-N
  4. 4,0 4,1 4,2 4,3 4,4 4,5 et 4,6 PubChem, 5 oktòb 2016, angle, 441593, (+)-Haemanthamine
  5. 5,0 5,1 et 5,2 YGPRSGKVLATIHT-HSHDSVGOSA-N, InChIKey
  6. YGPRSGKVLATIHT-BEMMVCDISA-N, InChIKey
  7. UniChem
  8. ChemSpider, 5 oktòb 2016, angle, 390261, (3beta,11R,13beta,19alpha)-3-Methoxy-1,2-didehydrocrinan-11-ol
  9. ChEMBL, 5 oktòb 2016, angle, (+)-HAEMANTHAMINE, CHEMBL401114
  10. ChEBI release 2020-09-01
  11. 11,0 11,1 11,2 11,3 11,4 11,5 11,6 et 11,7 déduit de SMILES
  12. inferred from InChIKey
  13. 13,0 et 13,1 inferred from InChI
  14. 14,0 et 14,1 Solid-phase extraction and reversed-phase high-performance liquid chromatography of the five major alkaloids in Narcissus confusus.
  15. 15,0 et 15,1 Alkaloids from Narcissus confusus
  16. 16,0 et 16,1 Molecular structure of haemanthamine, an alkaloid from Narcissus confusus
  17. 17,0 et 17,1 Four New Crinine-Type Alkaloids from Sternbergia Species
  18. A heterodimer alkaloid from Narcissus pallidiflorus
  19. Pancratium canariense as an important source of amaryllidaceae alkaloids
  20. Chemical constituents of the bulbs of Habranthus brachyandrus and their cytotoxic activities
  21. 21,0 et 21,1 Narcissus Alkaloids, XVII. Obesine, a Novel Alkaloid from Narcissus, obesus
  22. Narcisine, an alkaloid from Narcissus tazetta
  23. Lycorine alkaloids from Hymenocallis littoralis
  24. New Alkaloids from Crinum asiaticum
  25. 25,0 et 25,1 Choline esterase inhibitory properties of alkaloids from two Nigerian Crinum species
  26. Alkaloids from Cyrtanthus elatus
  27. 27,0 et 27,1 Alkaloids from Eucharis amazonica (Amaryllidaceae).
  28. Alkaloids of the epigeal organs ofHippeastrum equestre
  29. Alkaloids of Hippeastrum glaucescens
  30. Alkaloidal constituents of Hymenocallis rotata Herb. (Amaryllidaceae).
  31. 31,0 31,1 et 31,2 Alkaloids from Narcissus asturiensis
  32. Alkaloids from Narcissus primigenius
  33. New Alkaloids from Pancratium maritimum L
  34. Two New Alkaloids of the Crinane Series from Pancratium sickenbergeri
  35. Alkaloids of Sternbergia clusiana and their Analgesic Effects
  36. Crinane and lycorane type alkaloids from Zephyranthes citrina
  37. 37,0 et 37,1 Alkaloids of zephyranthes flava
  38. (+)-Epimaritidine, an alkaloid from Zephyranthes rosea
  39. Cytotoxic alkaloids from the whole plants of Zephyranthes candida
  40. Alkaloids from Hippeastrum morelianum Lem. (Amaryllidaceae)
  41. Alkaloids from Hippeastrum papilio.
  42. In vitro antiprotozoal activity of alkaloids from Phaedranassa dubia (Amaryllidaceae)
  43. Antiproliferative amaryllidaceae alkaloids isolated from the bulbs of Sprekelia formosissima and Hymenocallis x festalis
  44. Alkaloid content of different bulb parts of Narcissus cv. Ice Follies
  45. Intraspecific variability in the alkaloid metabolism of Galanthus elwesii
  46. Alkaloide vonSprekelia formosissima, Galanthus Elwesii, Zephyranthes candida undCrinum Powellii (VIII. Mitteil. über Amaryllidaceen-Alkaloide1))
  47. Isocarbostyril alkaloids from Haemanthus kalbreyeri
  48. Alkaloids of Haemanthus kalbreyeri
  49. 49,0 et 49,1 Alkaloide aus Urceolina-, Hymenocallis-, Elisena-, Calostemma-, Eustephia- und Hippeastrum-Arten
  50. Alkaloide vonChlidanthus fragrans,Vallota purpurea,Nerine undulata undHippeastrum vittatum (XI. Mitteil. über Amaryllidaceen-Alkaloide)
  51. Capillary gas chromatography-mass spectrometry of Amaryllidaceae alkaloids
  52. (+)-Narcidine, a New Alkaloid from Narcissus pseudonarcissus
  53. 53,0 et 53,1 O-Methyloduline and N-demethylmasonine, alkaloids from Narcissus pseudonarcissus