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Disorazol A

CAT: 0931-TN10381-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-TN10381-01Size:10 mg
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CAS Number
158181-47-6
Target
Apoptosis, Antifungal, Microtubule Associated
Related Pathways
Cytoskeletal Signaling, Apoptosis, Microbiology/Virology
Bioactivity
Disorazol A1 is a tubulin inhibitor with antifungal properties. It functions by inhibiting tubulin polymerization and disrupting microtubule formation, thereby blocking mitosis and arresting the cell cycle at the G2/M phase, which induces apoptosis. Disorazol A1 also inhibits L929 mouse fibroblasts with an IC50 value of 3 pm and causes accumulation of p53 protein in the nucleus. Disorazol A1 holds potential for cancer research.
Smiles
C/C=C/[C@@H](C(C)(C)[C@@H]1C/C=C\C=C/C=C\[C@@H](CC2=NC(=CO2)C(=O)O[C@@H](C/C=C\[C@@H]3[C@@H](O3)/C=C\C=C/C4=NC(=CO4)C(=O)O1)C(C)(C)[C@H](/C=C/C)O)OC)O
Molecular Formula
C43H54N2O10
Molecular Weight
758.896
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Disorazol A

Disorazole A has been reported in Sorangium cellulosum with data available.

CAS Number158181-47-6
PubChem CID139586756
IUPAC Name(2Z,4E,9Z,23Z,25Z)-12,28-bis[(E)-3-hydroxy-2-methylhex-4-en-2-yl]-20-methoxy-7,13,17,29,33-pentaoxa-34,35-diazatetracyclo[29.2.1.115,18.06,8]pentatriaconta-1(34),2,4,9,15,18(35),21,23,25,31-decaene-14,30-dione
Molecular FormulaC43H54N2O10
Molecular Weight758.9
XLogP8.3
Topological Polar Surface Area167
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count12
Rotatable Bond Count7
Heavy Atom Count55
Formal Charge0
Complexity1490
SMILES
C/C=C/C(C(C)(C)C1C/C=C\C=C/C=CC(CC2=NC(=CO2)C(=O)OC(C/C=C\C3C(O3)/C=C/C=C\C4=NC(=CO4)C(=O)O1)C(C)(C)C(/C=C/C)O)OC)O
InChI
InChI=1S/C43H54N2O10/c1-8-18-34(46)42(3,4)36-23-14-12-10-11-13-20-29(50-7)26-39-45-31(28-52-39)41(49)55-37(43(5,6)35(47)19-9-2)24-17-22-33-32(53-33)21-15-16-25-38-44-30(27-51-38)40(48)54-36/h8-22,25,27-29,32-37,46-47H,23-24,26H2,1-7H3/b11-10-,14-12-,18-8+,19-9+,20-13?,21-15+,22-17-,25-16-
InChIKey
FRFRWOXVYJSPCG-KUALNVSNSA-N
Chemical Structure
2D Structure
2D structure of Disorazol A
CAS: 158181-47-6
CID: 139586756
Formula: C43H54N2O10
MW: 758.9
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight758.9
XLogP38.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count12
Rotatable Bond Count7
Exact Mass758.37784592
Monoisotopic Mass758.37784592
Topological Polar Surface Area167 Ų
Heavy Atom Count55
Formal Charge0
Complexity1490
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count7
Defined Bond Stereocenter Count7
Undefined Bond Stereocenter Count1
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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