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