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Conessine
Другие языки:

Conessine

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Conessine
Conessine.svg
Names
Preferred IUPAC name
(3S,3aS,5aS,5bR,9S,11aR,11bS,13aR)-N,N,2,3,11a-Pentamethyl-2,3,3a,4,5,5a,5b,6,8,9,10,11,11a,11b,12,13-hexadecahydro-1H-naphtho[2′,1′:4,5]indeno[1,7a-c]pyrrol-9-amine
Other names
Neriine; Roquessine; Wrightine; Conessinum; (3β)-N,N-Dimethyl-con-5-enin-3-amine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.008.089
MeSH Conessine
PubChem CID
UNII
  • InChI=1S/C24H40N2/c1-16-20-8-9-22-19-7-6-17-14-18(25(3)4)10-12-23(17,2)21(19)11-13-24(20,22)15-26(16)5/h6,16,18-22H,7-15H2,1-5H3/t16-,18-,19+,20+,21-,22-,23-,24-/m0/s1 ☒N
    Key: GPLGAQQQNWMVMM-MYAJQUOBSA-N ☒N
  • InChI=1/C24H40N2/c1-16-20-8-9-22-19-7-6-17-14-18(25(3)4)10-12-23(17,2)21(19)11-13-24(20,22)15-26(16)5/h6,16,18-22H,7-15H2,1-5H3/t16-,18-,19+,20+,21-,22-,23-,24-/m0/s1
    Key: GPLGAQQQNWMVMM-MYAJQUOBBK
  • C[C@H]1[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)N(C)C)C)CN1C
Properties
C24H40N2
Molar mass 356.598 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Conessine is a steroidal alkaloid found in a number of plant species from the family Apocynaceae, including Holarrhena floribunda,Holarrhena antidysenterica and Funtumia elastica. It acts as a histamine antagonist, selective for the H3 subtype (with an affinity of pKi = 8.27; Ki = ~5 nM). It was also found to have long CNS clearance times, high blood–brain barrier penetration and high affinity for the adrenergic receptors.



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