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Wortmannin - 98%, high purity , CAS No.19545-26-7, Inhibitor of mechanistic target of rapamycin kinase;Inhibitor of phosphatidylinositol-4;5-bisphosphate 3-kinase catalytic subunit alpha;Inhibitor of phosphatidylinositol-4;5-bisphosphate 3-kinase catalytic subunit beta;Inhibitor of phosphatidylinositol-4;

  • Moligand™
  • ≥98%
Item Number
W100984
Grouped product items
SKUSizeAvailabilityPrice Qty
W100984-5mg
5mg
In stock
$88.90
W100984-10mg
10mg
In stock
$147.90
W100984-25mg
25mg
In stock
$333.90

PI3-kinase inhibitor

Basic Description

Synonymswortmannin|19545-26-7|Wartmannin|KY 12420|SL-2052|Antibiotic SL-2052|NSC221019|XVA4O219QW|KY-12420|MLS002703028|CHEMBL428496|CHEBI:52289|NSC-627609|(1S,6bR,9aS,11R,11bR)-1-(methoxymethyl)-9a,11b-dimethyl-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsWortmannin, a fungal metabolite, is a potent and selective inhibitor of PI 3-kinase. Wortmannin inhibits repair of DNA double-strand breaks in irradiated normal human cells. Wortmannin displays a similar potency in vitro for the class I, II, and III PI 3-
Sourcefrom Penicillium) wortmannii
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeINHIBITOR
Mechanism of actionInhibitor of mechanistic target of rapamycin kinase;Inhibitor of phosphatidylinositol-4;5-bisphosphate 3-kinase catalytic subunit alpha;Inhibitor of phosphatidylinositol-4;5-bisphosphate 3-kinase catalytic subunit beta;Inhibitor of phosphatidylinositol-4;
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Wortmannin is the first described PI3K inhibitor with IC50 of 3 nM, with little selectivity within the PI3K family. Also blocks autophagosome formation and potently inhibits DNA-PK/ATM with IC50 of 16 nM and 150 nM.
A fungal metabolite which inhibits Pl3-kinase

Names and Identifiers

IUPAC Name [(1R,3R,5S,9R,18S)-18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.02,10.05,9.015,19]nonadeca-2(10),12(19),14-trien-3-yl] acetate
INCHI InChI=1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1
InChi Key QDLHCMPXEPAAMD-QAIWCSMKSA-N
Canonical SMILES CC(=O)OC1CC2(C(CCC2=O)C3=C1C4(C(OC(=O)C5=COC(=C54)C3=O)COC)C)C
Isomeric SMILES CC(=O)O[C@@H]1C[C@]2([C@@H](CCC2=O)C3=C1[C@]4([C@H](OC(=O)C5=COC(=C54)C3=O)COC)C)C
WGK Germany 3
RTECS CB9641000
PubChem CID 312145
UN Number 3462
Molecular Weight 428.43
Beilstein 67676

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

4 results found

Lot NumberCertificate TypeDateItem
L2318178Certificate of AnalysisNov 30, 2023 W100984
L2318179Certificate of AnalysisNov 30, 2023 W100984
J2228757Certificate of AnalysisOct 13, 2022 W100984
J2228761Certificate of AnalysisOct 13, 2022 W100984

Chemical and Physical Properties

SolubilitySoluble in DMSO (50 mg/ml), ethanol (25 mg/ml), methanol, 1:8 DMSO:PBS(pH 7.2) (~0.1 mg/ml), and DMF (~14 mg/ml).
SensitivityMoisture & Light & Heat sensitive
Melt Point(°C)237 °C

Safety and Hazards(GHS)

Pictogram(s) GHS06
Signal Danger
Hazard Statements

H300:Fatal if swallowed

H310:Fatal in contact with skin

H330:Fatal if inhaled

Precautionary Statements

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P310:Immediately call a POISON CENTER or doctor/physician.

P264:Wash hands [and …] thoroughly after handling.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P284:[In case of inadequate ventilation] Wear respiratory protection.

P302+P350:IF ON SKIN: Gently wash with plenty of soap and water.

WGK Germany 3
RTECS CB9641000
Merck Index 10053

Related Documents

References

1. Singh V, Praveen V, Tripathi D, Haque S, Somvanshi P, Katti SB, Tripathi CK.  (2015)  Isolation, characterization and antifungal docking studies of wortmannin isolated from Penicillium radicum..  Sci Rep,  (3): (11948).  [PMID:26159770]
2. Mizwicki MT et al..  (2013)  1a,25-dihydroxyvitamin D3 and resolvin D1 retune the balance between amyloid-ß phagocytosis and inflammation in Alzheimer's disease patients..  J Alzheimers Dis,  34  (155-70).  [PMID:23186989]
3. Zhang MH & Liu J.  (2022)  Cleavage stimulation factor 2 promotes malignant progression of liver hepatocellular carcinoma by activating phosphatidylinositol 3'-kinase/protein kinase B/mammalian target of rapamycin pathway..  Bioengineered,  13  (4): (10047-10060).  [PMID:35412944]
4. Cao Y et al..  (2015)  Rescue of homeostatic regulation of striatal excitability and locomotor activity in a mouse model of Huntington's disease..  Proc Natl Acad Sci U S A,  112  (7): (2239-44).  [PMID:25646456]
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8. Martin-Gallausiaux C et al..  (2020)  Fusobacterium nucleatum Extracellular Vesicles Modulate Gut Epithelial Cell Innate Immunity via FomA and TLR2..  Front Immunol,  11  (583644).  [PMID:33408714]
9. Chen S et al..  (2020)  Ginsenoside metabolite 20(S)-protopanaxadiol promotes neural stem cell transition from a state of proliferation to differentiation by inducing autophagy and cell cycle arrest..  Mol Med Rep,  22  (353-361).  [PMID:32319663]
10. Zhang C et al..  (2016)  Gli1 promotes colorectal cancer metastasis in a Foxm1-dependent manner by activating EMT and PI3K-AKT signaling..  Oncotarget,  (52): (86134-86147).  [PMID:27863385]
11. Fischer B et al..  (2012)  Inhibition of phosphoinositide-3 kinase pathway down regulates ABCG2 function and sensitizes malignant pleural mesothelioma to chemotherapy..  Lung Cancer,  78  (23-9).  [PMID:22857894]
12. Liu Y et al..  (2016)  KRASG12 mutant induces the release of the WSTF/NRG3 complex, and contributes to an oncogenic paracrine signaling pathway..  Oncotarget,  (33): (53153-53164).  [PMID:27449290]
13. Yue HY & Xu J.  (2014)  Myosin light chain kinase accelerates vesicle endocytosis at the calyx of Held synapse..  J Neurosci,  34  (295-304).  [PMID:24381290]
14. Lee JH et al..  (2021)  n-Butylidenephthalide Modulates Autophagy to Ameliorate Neuropathological Progress of Spinocerebellar Ataxia Type 3 through mTOR Pathway..  Int J Mol Sci,  22  (12):   [PMID:34199295]
15. Tulio AZ et al..  (2014)  Phenolic composition, antioxidant properties, and endothelial cell function of red and white cranberry fruits..  Food Chem,  157  (540-52).  [PMID:24679816]
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