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Wortmannin

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Wortmannin

EINECS 214-538-0
CAS No. 19545-26-7 Density 1.39 g/cm3
Solubility DMSO: soluble Melting Point 234-240 °C
Formula C23H24O8 Boiling Point 615.6 °C at 760 mmHg
Molecular Weight 428.43 Flash Point 326.1 °C
Transport Information UN 3462 Appearance White to pale yellow powder
Safety 28-36/37-45 Risk Codes 26/27/28
Molecular Structure Molecular Structure of 19545-26-7 (3H-Furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione,11-(acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-,(1S,6bR,9aS,11R,11bR)-) Hazard Symbols IrritantXi,VeryT+,ToxicT
Synonyms

3H-Furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione,11-(acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-,[1S-(1a,6ba,9ab,11a,11bb)]-;(+)-Wortmannin;KY 12420;Wortmannin;

 

Wortmannin Specification

The Wortmannin, with the CAS registry number 19545-26-7, is also known as (1alpha,11alpha)-11-(Acetyloxy)-1-(methoxymethyl)-2-oxaandrosta-5,8-dieno(6,5,4-bc)furan-3,7,17-trione. It belongs to the product categories of Antibiotics; Lipid signaling; Signalling. Its EINECS registry number is 214-538-0. This chemical's molecular formula is C23H24O8 and molecular weight is 428.43186. Its IUPAC name is called (1S,6betaR,9alphaS,11R,11betaR)-1-(methoxymethyl)-9alpha,11beta-dimethyl-3,6,9-trioxo-1,6,6beta,7,8,9,9alpha,10,11,11beta-decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate. This chemical's classification codes are Anti-Infective Agents; Antibiotics, antifungal; Antifungal Agents; Drug / Therapeutic Agent; Enzyme inhibitors; Hormone Antagonists; Hormones, Hormone Substitutes, and Hormone Antagonists; Immunologic Factors; Immunosuppressive agents; Insulin antagonists; Natural Product; Neurotransmitter Agents; Phosphodiesterase inhibitors; Protein Kinase Inhibitors; Radiation-Sensitizing Agents; Serotonin Agents; Serotonin antagonists.

Physical properties of Wortmannin: (1)ACD/LogP: 0.81; (2)#H bond acceptors: 8; (3)#Freely Rotating Bonds: 4; (4)Index of Refraction: 1.591; (5)Molar Refractivity: 104.12 cm3; (6)Molar Volume: 308 cm3; (7)Surface Tension: 57.1 dyne/cm; (8)Density: 1.39 g/cm3; (9)Flash Point: 326.1 °C; (10)Enthalpy of Vaporization: 91.32 kJ/mol; (11)Boiling Point: 615.6 °C at 760 mmHg; (12)Vapour Pressure: 4.35E-15 mmHg at 25°C.

Wortmannin is a specific, covalent inhibitor of phosphoinositide 3-kinases. Besides, it is a commonly used cell biology reagent that has been used previously in research to inhibit DNA repair, receptor-mediated endocytosis and cell proliferation.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C\3c2occ1C(=O)O[C@@H]([C@@](c12)(/C5=C/3[C@H]4[C@](C(=O)CC4)(C)C[C@H]5OC(=O)C)C)COC
(2)InChI: InChI=1/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
(3)InChIKey: QDLHCMPXEPAAMD-QAIWCSMKBP

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 18mg/kg (18mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 6, Pg. 168, 1981.
rat LDLo oral 10mg/kg (10mg/kg)   Experientia. Vol. 30, Pg. 135, 1974.

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