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Pheanthine

CAT: 0804-HY-N8374-04Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N8374-04Size:25 mg
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Description
Pheanthine (Compound 2) is an antiplasmodial agent, that inhibits chloroquine-resistant Plasmodium falciparum K-1 (IC50 is 0.8 μM) and chloroquine-sensitive P. falciparum strain NF54 A19A (IC50 of 0.03 μM) . Pheanthine exhibits low cytotoxicity in human lung fibrosblast (MRC-5, IC50 is 11.2 μM) and macrophages (PMM, IC50 is 8 μM) [1].
CAS Number
1263-79-2
UNSPSC
12352005
Target
Parasite
Type
Natural Products
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/pheanthine.html
Solubility
10 mM in DMSO
Smiles
COC1=C(OC(C=C2C(CC3)=C4)=C4OC)C([C@@](N5C)([H])CC(C=C6OC(C=C7)=CC=C7C[C@@]2([H])N3C)=CC=C6OC)=C(CC5)C=C1OC
Molecular Formula
C38H42N2O6
Molecular Weight
622.75
References & Citations
[1]Cimanga Kanyanga R., et al., Isolation and structure elucidation of two antiprotozoal bisbenzylisoquinoline alkaloids from Triclisia gilletii stem bark. Phytochemistry Letters. 2018.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Phaeanthine

(-)-tetrandrine has been reported in Phaeanthus ophthalmicus, Cyclea peltata, and other organisms with data available.

CAS Number1263-79-2
PubChem CID73664
IUPAC Name(1R,14R)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaene
Molecular FormulaC38H42N2O6
Molecular Weight622.7
XLogP6.4
Topological Polar Surface Area61.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count8
Rotatable Bond Count4
Heavy Atom Count46
Formal Charge0
Complexity979
SMILES
CN1CCC2=CC(=C3C=C2[C@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@@H]6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC
InChI
InChI=1S/C38H42N2O6/c1-39-15-13-25-20-32(42-4)34-22-28(25)29(39)17-23-7-10-27(11-8-23)45-33-19-24(9-12-31(33)41-3)18-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3/t29-,30-/m1/s1
InChIKey
WVTKBKWTSCPRNU-LOYHVIPDSA-N
Chemical Structure
2D Structure
2D structure of Phaeanthine
CAS: 1263-79-2
CID: 73664
Formula: C38H42N2O6
MW: 622.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight622.7
XLogP36.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count8
Rotatable Bond Count4
Exact Mass622.30428706
Monoisotopic Mass622.30428706
Topological Polar Surface Area61.9 Ų
Heavy Atom Count46
Formal Charge0
Complexity979
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
M21937-01Pheanthine

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