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Meleagrin

CAT: 0013-GTR19203566-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19203566-02Size:5 mg
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Description
Meleagrin is a fungal alkaloid acting as a FabI inhibitor and a c-Met inhibitor lead compound. It demonstrates antimicrobial and anti-proliferative properties, studied in vitro for targeting c-Met-dependent invasive breast cancer.
CAS Number
71751-77-4
Field of Research
Infectious Disease & Virology, Signal Transduction
Purity
>98%
Bioactivity
Met inhibitor; Anticancer activity
Form
Powder
Solubility
Soluble in DMSO (up to 10 mg/ml) .
Smiles
CON1c2ccccc2[C@@]2 (C=C (O) C (=O) N3\C (=C\c4cnc[nH]4) C (=O) N[C@@]123) C (C) (C) C=C
Molecular Formula
C23H23N5O4
Molecular Weight
433.46
Storage Conditions
-20°C
Notes
For research use only.
Other Product Names
(3E,7aR,12aS-7a- (1,1-Dimethyl-2-propen-1-yl) -7a,12-dihydro-6-hydroxy-3- (1H-imidazol-5-ylmethylene) -12-methoxy-1H,5H-imidazol[1’,2’:1,2]pyrido[2,3-b]indole-2,5 (3H) -dione

Chemical Information

Meleagrin

Meleagrin has been reported in Penicillium meleagrinum, Penicillium chrysogenum, and Aspergillus nidulans with data available.

CAS Number71751-77-4
PubChem CID23728435
IUPAC Name(1S,9R,14E)-11-hydroxy-14-(1H-imidazol-5-ylmethylidene)-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.01,13.03,8]hexadeca-3,5,7,10-tetraene-12,15-dione
Molecular FormulaC23H23N5O4
Molecular Weight433.5
XLogP3
Topological Polar Surface Area111
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Heavy Atom Count32
Formal Charge0
Complexity929
SMILES
CC(C)(C=C)[C@@]12C=C(C(=O)N\3[C@]1(NC(=O)/C3=C\C4=CN=CN4)N(C5=CC=CC=C25)OC)O
InChI
InChI=1S/C23H23N5O4/c1-5-21(2,3)22-11-18(29)20(31)27-17(10-14-12-24-13-25-14)19(30)26-23(22,27)28(32-4)16-9-7-6-8-15(16)22/h5-13,29H,1H2,2-4H3,(H,24,25)(H,26,30)/b17-10+/t22-,23-/m0/s1
InChIKey
JTJJJLSLKZFEPJ-ZAYCRUKZSA-N
Chemical Structure
2D Structure
2D structure of Meleagrin
CAS: 71751-77-4
CID: 23728435
Formula: C23H23N5O4
MW: 433.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight433.5
XLogP33
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass433.17500423
Monoisotopic Mass433.17500423
Topological Polar Surface Area111 Ų
Heavy Atom Count32
Formal Charge0
Complexity929
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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