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19,20-Epoxycytochalasin D

CAT: 0013-GTR19222643Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19222643Size:1 mg
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Description
19,20-Epoxycytochalasin D is a fungal metabolite with potent antiplasmodial activity against both chloroquine-sensitive and -resistant P. falciparum. It exhibits selective cytotoxicity, being highly potent against P388 cells while showing no toxicity to Vero, SK-MEL, KB, or SKOV3 cell lines at concentrations up to 10 μM. This compound is a valuable research tool for studying malaria and selective cancer cell mechanisms.
CAS Number
191349-10-7
Field of Research
Infectious Disease & Virology, Metabolism Research
Smiles
[H][C@]12[C@H] (Cc3ccccc3) NC (=O) [C@@]11[C@H] (OC (C) =O) [C@@H]3O[C@H]3[C@@] (C) (O) C (=O) [C@@H] (C) C\C=C\[C@@]1 ([H]) [C@H] (O) C (=C) [C@H]2C
Molecular Formula
C30H37NO7
Molecular Weight
523.626
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

CID 129627390

19,20-Epoxycytochalasin D has been reported in Xylaria hypoxylon with data available.

CAS Number191349-10-7
PubChem CID129627390
IUPAC Name[(1R,2S,6R,8S,10E,12R,13S,15S,16R,17S)-17-benzyl-6,13-dihydroxy-6,8,15-trimethyl-14-methylidene-7,19-dioxo-4-oxa-18-azatetracyclo[10.7.0.01,16.03,5]nonadec-10-en-2-yl] acetate
Molecular FormulaC30H37NO7
Molecular Weight523.6
XLogP1.9
Topological Polar Surface Area125
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Heavy Atom Count38
Formal Charge0
Complexity1030
SMILES
C[C@H]1C/C=C/[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2([C@@H](C4C(O4)[C@@](C1=O)(C)O)OC(=O)C)C(=O)N[C@H]3CC5=CC=CC=C5)C)O
InChI
InChI=1S/C30H37NO7/c1-15-10-9-13-20-23(33)17(3)16(2)22-21(14-19-11-7-6-8-12-19)31-28(35)30(20,22)27(37-18(4)32)24-26(38-24)29(5,36)25(15)34/h6-9,11-13,15-16,20-24,26-27,33,36H,3,10,14H2,1-2,4-5H3,(H,31,35)/b13-9+/t15-,16+,20-,21-,22-,23+,24?,26?,27+,29-,30-/m0/s1
InChIKey
WHJRAYUHVRYTTH-SJPOVNCESA-N
Chemical Structure
2D Structure
2D structure of CID 129627390
CAS: 191349-10-7
CID: 129627390
Formula: C30H37NO7
MW: 523.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight523.6
XLogP31.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass523.25700252
Monoisotopic Mass523.25700252
Topological Polar Surface Area125 Ų
Heavy Atom Count38
Formal Charge0
Complexity1030
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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