An inhibitor of microtubule polymerization
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Phomopsinamine

Item No. 33588

Technical Information
Formal Name
(2E)-(βS)-3-chloro-β,5-dihydroxy-N-methyl-L-tyrosyl-3,4-didehydro-L-valyl-3-hydroxy-L-isoleucyl-3,4-didehydro-L-prolyl-2,3-didehydro-isoleucinamide, cyclic (15→3)-ether
CAS Number
89085-54-1
Synonyms
  • Phomopsinamine A
Molecular Formula
C32H43ClN6O8
Formula Weight
Purity
≥95%
A solid
SMILES
ClC1=CC([C@H](O)[C@@H]2NC)=CC(O[C@@](CC)(C)[C@@](NC([C@H](C(C)=C)NC2=O)=O)([H])C(N3[C@@](C(N/C(C(N)=O)=C(CC)\C)=O)([H])C=CC3)=O)=C1O
InChi Code
InChI=1S/C32H43ClN6O8/c1-8-16(5)22(27(34)42)37-28(43)19-11-10-12-39(19)31(46)26-32(6,9-2)47-20-14-17(13-18(33)25(20)41)24(40)23(35-7)30(45)36-21(15(3)4)29(44)38-26/h10-11,13-14,19,21,23-24,26,35,40-41H,3,8-9,12H2,1-2,4-7H3,(H2,34,42)(H,36,45)(H,37,43)(H,38,44)/b22-16+/t19-,21-,23-,24-,26+,32+/m0/s1
InChi Key
YFIIICIITZPYSM-OIXMZTBHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Phomopsinamine is an inhibitor of microtubule polymerization and a derivative of phomopsin A (Item No. 19448).1 It inhibits the rate and extent of polymerization of tubulin isolated from ovine brain (IC50s = 0.53 and 0.59 µM, respectively).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lacey, E., Edgar, J.A., and Culvenor, C.C. Interaction of phomopsin A and related compounds with purified sheep brain tubulin. Biochem. Pharmacol. 36(13), 2133-2138 (1987).