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Geissoschizine methyl ether

CAT: 0013-GTR19157952-01Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19157952-01Size:200 mg
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Description
Geissoschizine methyl ether, a major indole alkaloid found in Uncaria hook, is a major active component of Yokukansan with psychotropic effects. Geissoschizine methyl ether is potent 5-HT1A receptor agonist.
CAS Number
60314-89-8
Purity
>98% (HPLC)
Solubility
In Vitro: DMSO : 100 mg/mL (272.89 mM)
Smiles
OC (/C ([C@H]1C[C@@]2 ([H]) C3=C (CCN2C/C1=C/C) C4=CC=CC=C4N3) =C\OC) =O
Molecular Formula
C??H??N?O?
Molecular Weight
366.45
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Geissoschizine methyl ether

geissoschizine methyl ether has been reported in Uncaria sinensis and Uncaria rhynchophylla with data available.

CAS Number60314-89-8
PubChem CID6443046
IUPAC Namemethyl (Z)-2-[(2S,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
Molecular FormulaC22H26N2O3
Molecular Weight366.5
XLogP2.7
Topological Polar Surface Area54.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count27
Formal Charge0
Complexity629
SMILES
C/C=C\1/CN2CCC3=C([C@@H]2C[C@@H]1/C(=C/OC)/C(=O)OC)NC4=CC=CC=C34
InChI
InChI=1S/C22H26N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h4-8,13,17,20,23H,9-12H2,1-3H3/b14-4-,18-13-/t17-,20-/m0/s1
InChIKey
VAMJZLUOKJRHOW-XEASWFAXSA-N
Chemical Structure
2D Structure
2D structure of Geissoschizine methyl ether
CAS: 60314-89-8
CID: 6443046
Formula: C22H26N2O3
MW: 366.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight366.5
XLogP32.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass366.19434270
Monoisotopic Mass366.19434270
Topological Polar Surface Area54.6 Ų
Heavy Atom Count27
Formal Charge0
Complexity629
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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