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Rhynchophylline

CAT: 0931-T6S0659-02Size: 1 mL - 10 mM (in DMSO)Dry Ice: NoHazardous: No
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CAT#:0931-T6S0659-02Size:1 mL - 10 mM (in DMSO)
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
76-66-4
Target
NF-κB, Calcium Channel
Related Pathways
Membrane transporter/Ion channel, Metabolism, NF-κB
Purity
0.9998
Bioactivity
1. Rhynchophylline (Mitrinermine) can protect against ischemic damage, probably via regulating the Akt/mTOR pathway. 2. Rhynchophylline can protect against glutamate-induced neuronal death, can inhibit MA impairment in cultured neurons in vitro. 3. Rhynchophylline and isorhynchophylline have a non-competitive antagonistic effect on the NMDA-type ionotropic glutamate receptors, suggest that these alkaloids exert their protective action against ischemia-induced neuronal damage by preventing NMDA, muscarinic M1, and 5-HT2 receptors-mediated neurotoxicity during ischemia.
Smiles
CCC1CN2CCC3(C2CC1C(=COC)C(=O)OC)C(=O)Nc1ccccc31
Molecular Formula
C22H28N2O4
Molecular Weight
384.47
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Rhynchophylline

Rhynchophylline is a member of indolizines. It has a role as a metabolite.

CAS Number76-66-4
PubChem CID5281408
IUPAC Namemethyl (E)-2-[(3R,6'R,7'S,8'aS)-6'-ethyl-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl]-3-methoxyprop-2-enoate
Molecular FormulaC22H28N2O4
Molecular Weight384.5
XLogP2.3
Topological Polar Surface Area67.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Heavy Atom Count28
Formal Charge0
Complexity663
SMILES
CC[C@H]1CN2CC[C@]3([C@@H]2C[C@@H]1/C(=C\OC)/C(=O)OC)C4=CC=CC=C4NC3=O
InChI
InChI=1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22+/m0/s1
InChIKey
DAXYUDFNWXHGBE-KAXDATADSA-N
Chemical Structure
2D Structure
2D structure of Rhynchophylline
CAS: 76-66-4
CID: 5281408
Formula: C22H28N2O4
MW: 384.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight384.5
XLogP32.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Exact Mass384.20490738
Monoisotopic Mass384.20490738
Topological Polar Surface Area67.9 Ų
Heavy Atom Count28
Formal Charge0
Complexity663
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes