A bacterial metabolite with antiangiogenic activity
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18-Deoxyherboxidiene

Item No. 29063

Technical Information
Formal Name
(2R,5S,6S)-tetrahydro-6-[(1E,3E,5S)-6-[(2R,3R)-3-[(1R,2S)-2-methoxy-1-methylbutyl]-2-methyl-2-oxiranyl]-1,5-dimethyl-1,3-hexadien-1-yl]-5-methyl-2H-pyran-2-acetic acid
CAS Number
1200128-66-0
Synonyms
  • RQN-18690A
Molecular Formula
C25H42O5
Formula Weight
Purity
≥70%
A solid
DMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
OC(C[C@@H]1O[C@H](/C(C)=C/C=C/[C@H](C[C@@]2([C@@]([C@@H]([C@H](CC)OC)C)(O2)[H])C)C)[C@@H](C)CC1)=O
InChi Code
InChI=1S/C25H42O5/c1-8-21(28-7)19(5)24-25(6,30-24)15-16(2)10-9-11-17(3)23-18(4)12-13-20(29-23)14-22(26)27/h9-11,16,18-21,23-24H,8,12-15H2,1-7H3,(H,26,27)/b10-9+,17-11+/t16-,18+,19-,20-,21+,23-,24-,25-/m1/s1
InChi Key
HRBJWKYIBBNOQT-YZDAHXQASA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    18-Deoxyherboxidiene is a bacterial metabolite that has been found in Streptomyces QN18690 and has antiangiogenic activity.1 It binds to the SF3b subunit of spliceosome-associated protein 130 (SAP130), SAP145, or SAP155 in HeLa cell extracts when used at 100, 1,000, and 10,000 ng and induces the accumulation of unspliced mRNA in HEK293T cells in a reporter assay. 18-Deoxyherboxidiene inhibits VEGF-induced migration of human umbilical vein endothelial cells (HUVECs) in a concentration-dependent manner and VEGF-induced HUVEC tube formation when used at a concentration of 0.3 µg/ml.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kakeya, H., Kaida, D., Sekiya, H., et alRQN-18690A (18-deoxyherboxidiene) targets SF3b, a spliceosome component, and inhibits angiogenesis. J. Antibiot. (Tokyo) 69(2), 121-123 (2016).