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(-) -Lycorine

CAT: 0926-FL65705-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0926-FL65705-01Size:25 mg
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CAS Number
476-28-8
Synonyms
(1S,2S,12bS,12cS) -2,4,5,7,12b,12c-hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol
MDL Number
MFCD00221746
Smiles
C1CN2CC3=CC4=C (C=C3[C@H]5[C@H]2C1=C[C@@H] ([C@H]5O) O) OCO4
Molecular Formula
C16H17NO4
Molecular Weight
287.31 g/mol
Controlled
No

Chemical Information

Lycorine

Lycorine is an indolizidine alkaloid that is 3,12-didehydrogalanthan substituted by hydroxy groups at positions and 2 and a methylenedioxy group across positions 9 and 10. Isolated from Crinum asiaticum, it has been shown to exhibit antimalarial activity. It has a role as an anticoronaviral agent, an antimalarial, a protein synthesis inhibitor and a plant metabolite. It derives from a hydride of a galanthan.

CAS Number476-28-8
PubChem CID72378
IUPAC Name(1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraene-17,18-diol
Molecular FormulaC16H17NO4
Molecular Weight287.31
XLogP0
Topological Polar Surface Area62.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Heavy Atom Count21
Formal Charge0
Complexity481
SMILES
C1CN2CC3=CC4=C(C=C3[C@H]5[C@H]2C1=C[C@@H]([C@H]5O)O)OCO4
InChI
InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1
InChIKey
XGVJWXAYKUHDOO-DANNLKNASA-N
Chemical Structure
2D Structure
2D structure of Lycorine
CAS: 476-28-8
CID: 72378
Formula: C16H17NO4
MW: 287.31
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight287.31
XLogP30
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Exact Mass287.11575802
Monoisotopic Mass287.11575802
Topological Polar Surface Area62.2 Ų
Heavy Atom Count21
Formal Charge0
Complexity481
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Related Products

CatalogName
PDA50576-01Lycoramine Hydrobromide

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CatalogName
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bs-83318C-01Lycorine HCl
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