1. Cell Cycle/DNA Damage Cytoskeleton
  2. Microtubule/Tubulin
  3. Pironetin

Pironetin is an α/β unsaturated lactone isolated from Streptomyces species. Pironetin binds to α-tubulin and is a potent inhibitor of microtubule polymerization, and has cell cycle arrest and antitumor activity.

For research use only. We do not sell to patients.

Pironetin

Pironetin Chemical Structure

CAS No. : 151519-02-7

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5 mg In-stock
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Description

Pironetin is an α/β unsaturated lactone isolated from Streptomyces species. Pironetin binds to α-tubulin and is a potent inhibitor of microtubule polymerization, and has cell cycle arrest and antitumor activity[1][2].

IC50 & Target

Microtubule[1]

Cellular Effect
Cell Line Type Value Description References
A2780 GI50
22.2 1
Compound: 1
Inhibition of tubulin alpha in human A2780 cells assessed as cell growth inhibition after 48 hrs by MTT assay
Inhibition of tubulin alpha in human A2780 cells assessed as cell growth inhibition after 48 hrs by MTT assay
[PMID: 30693770]
A2780 IC50
0.0029 3
Compound: Pironetin
Cytotoxicity against compound-sensitive human A2780 cells after 24 hrs by MTT assay
Cytotoxicity against compound-sensitive human A2780 cells after 24 hrs by MTT assay
[PMID: 21396747]
A2780 IC50
0.0029 3
Compound: Pironetin
Cytotoxicity against compound-sensitive human A2780 cells after 24 hrs by MTT assay
Cytotoxicity against compound-sensitive human A2780 cells after 24 hrs by MTT assay
[PMID: 21396747]
A2780 IC50
0.0029 3
Compound: Pironetin
Cytotoxicity against compound-sensitive human A2780 cells after 24 hrs by MTT assay
Cytotoxicity against compound-sensitive human A2780 cells after 24 hrs by MTT assay
[PMID: 21396747]
A2780 IC50
0.008 3
Compound: pironetin
Cytotoxicity against human A2780 cells after 24 hrs by MTT assay
Cytotoxicity against human A2780 cells after 24 hrs by MTT assay
[PMID: 25426924]
A2780 IC50
0.008 3
Compound: pironetin
Cytotoxicity against human A2780 cells after 24 hrs by MTT assay
Cytotoxicity against human A2780 cells after 24 hrs by MTT assay
[PMID: 25426924]
A2780 IC50
0.008 3
Compound: pironetin
Cytotoxicity against human A2780 cells after 24 hrs by MTT assay
Cytotoxicity against human A2780 cells after 24 hrs by MTT assay
[PMID: 25426924]
A2780 ADR IC50
0.003 3
Compound: Pironetin
Cytotoxicity against compound-resistant human A2780AD cells after 24 hrs by MTT assay
Cytotoxicity against compound-resistant human A2780AD cells after 24 hrs by MTT assay
[PMID: 21396747]
A2780 GI50
22.2 1
Compound: 1
Inhibition of tubulin alpha in human A2780 cells assessed as cell growth inhibition after 48 hrs by MTT assay
Inhibition of tubulin alpha in human A2780 cells assessed as cell growth inhibition after 48 hrs by MTT assay
[PMID: 30693770]
A2780 ADR IC50
0.025 3
Compound: pironetin
Cytotoxicity against human A2780AD cells after 24 hrs by MTT assay
Cytotoxicity against human A2780AD cells after 24 hrs by MTT assay
[PMID: 25426924]
A2780 IC50
26 1
Compound: 1
Inhibition of tubulin alpha in human A2780 cells assessed as reduction in cell growth
Inhibition of tubulin alpha in human A2780 cells assessed as reduction in cell growth
[PMID: 30693770]
A2780 ADR IC50
0.003 3
Compound: Pironetin
Cytotoxicity against compound-resistant human A2780AD cells after 24 hrs by MTT assay
Cytotoxicity against compound-resistant human A2780AD cells after 24 hrs by MTT assay
[PMID: 21396747]
MDA-MB-231 GI50
4.6 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human MDA-MB-231 cells assessed as reduction in growth after 4 days by HCS assay
Cytotoxicity against human MDA-MB-231 cells assessed as reduction in growth after 4 days by HCS assay
[PMID: 31130264]
A2780 ADR IC50
0.003 3
Compound: Pironetin
Cytotoxicity against compound-resistant human A2780AD cells after 24 hrs by MTT assay
Cytotoxicity against compound-resistant human A2780AD cells after 24 hrs by MTT assay
[PMID: 21396747]
A2780 ADR IC50
0.025 3
Compound: pironetin
Cytotoxicity against human A2780AD cells after 24 hrs by MTT assay
Cytotoxicity against human A2780AD cells after 24 hrs by MTT assay
[PMID: 25426924]
A2780 ADR IC50
0.025 3
Compound: pironetin
Cytotoxicity against human A2780AD cells after 24 hrs by MTT assay
Cytotoxicity against human A2780AD cells after 24 hrs by MTT assay
[PMID: 25426924]
MCF7 GI50
5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human MCF7 cells assessed as reduction in growth after 3 days by MTT assay
Cytotoxicity against human MCF7 cells assessed as reduction in growth after 3 days by MTT assay
[PMID: 31130264]
A549 GI50
7.5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human A549 cells assessed as reduction in growth after 4 days by HCS assay
Cytotoxicity against human A549 cells assessed as reduction in growth after 4 days by HCS assay
[PMID: 31130264]
DC3F GI50
9.5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against hamster DC-3F cells assessed as reduction in growth after 4 days by HCS assay
Cytotoxicity against hamster DC-3F cells assessed as reduction in growth after 4 days by HCS assay
[PMID: 31130264]
HCT-15 IC50
<0.015 3
Compound: Pironetin
Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay
Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay
[PMID: 30601004]
A549 GI50
7.5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human A549 cells assessed as reduction in growth after 4 days by HCS assay
Cytotoxicity against human A549 cells assessed as reduction in growth after 4 days by HCS assay
[PMID: 31130264]
A549 GI50
7.5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human A549 cells assessed as reduction in growth after 4 days by HCS assay
Cytotoxicity against human A549 cells assessed as reduction in growth after 4 days by HCS assay
[PMID: 31130264]
DC3F GI50
9.5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against hamster DC-3F cells assessed as reduction in growth after 4 days by HCS assay
Cytotoxicity against hamster DC-3F cells assessed as reduction in growth after 4 days by HCS assay
[PMID: 31130264]
EL4 GI50
15 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against C57BL/6 mouse EL4 cells assessed as reduction in growth after 3 days
Cytotoxicity against C57BL/6 mouse EL4 cells assessed as reduction in growth after 3 days
[PMID: 31130264]
EL4 GI50
15 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against C57BL/6 mouse EL4 cells assessed as reduction in growth after 3 days
Cytotoxicity against C57BL/6 mouse EL4 cells assessed as reduction in growth after 3 days
[PMID: 31130264]
T98G GI50
7.5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human T98G cells assessed as reduction in growth after 4 days by MTS assay
Cytotoxicity against human T98G cells assessed as reduction in growth after 4 days by MTS assay
[PMID: 31130264]
HCT-15 IC50
< 0.015 3
Compound: Pironetin
Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay
Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay
[PMID: 30601004]
HCT-15 IC50
< 0.015 3
Compound: Pironetin
Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay
Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay
[PMID: 30601004]
DC3F GI50
9.5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against hamster DC-3F cells assessed as reduction in growth after 4 days by HCS assay
Cytotoxicity against hamster DC-3F cells assessed as reduction in growth after 4 days by HCS assay
[PMID: 31130264]
HEK293 IC50
0.017 3
Compound: pironetin
Cytotoxicity against human HEK293 cells after 3 days by MTT assay
Cytotoxicity against human HEK293 cells after 3 days by MTT assay
[PMID: 25426924]
HEK293 IC50
0.017 3
Compound: Pironetin
Cytotoxicity against HEK293 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
Cytotoxicity against HEK293 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
[PMID: 25240870]
HEK293 IC50
0.017 3
Compound: Pironetin
Cytotoxicity against HEK293 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
Cytotoxicity against HEK293 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
[PMID: 25240870]
HEK293 IC50
0.017 3
Compound: Pironetin
Cytotoxicity against HEK293 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
Cytotoxicity against HEK293 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
[PMID: 25240870]
HEK293 IC50
0.017 3
Compound: pironetin
Cytotoxicity against human HEK293 cells after 3 days by MTT assay
Cytotoxicity against human HEK293 cells after 3 days by MTT assay
[PMID: 25426924]
HeLa IC50
0.092 3
Compound: Pironetin
Cytotoxicity against human HeLa cells after 48 hrs by sulforhodamine B assay
Cytotoxicity against human HeLa cells after 48 hrs by sulforhodamine B assay
[PMID: 30601004]
HEK293 IC50
0.017 3
Compound: pironetin
Cytotoxicity against human HEK293 cells after 3 days by MTT assay
Cytotoxicity against human HEK293 cells after 3 days by MTT assay
[PMID: 25426924]
EL4 GI50
15 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against C57BL/6 mouse EL4 cells assessed as reduction in growth after 3 days
Cytotoxicity against C57BL/6 mouse EL4 cells assessed as reduction in growth after 3 days
[PMID: 31130264]
HL-60 GI50
20 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human HL60 cells assessed as reduction in growth after 24 hrs by MTT assay
Cytotoxicity against human HL60 cells assessed as reduction in growth after 24 hrs by MTT assay
[PMID: 31130264]
HL-60 GI50
20 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human HL60 cells assessed as reduction in growth after 24 hrs by MTT assay
Cytotoxicity against human HL60 cells assessed as reduction in growth after 24 hrs by MTT assay
[PMID: 31130264]
HT-29 IC50
0.0064 3
Compound: pironetin
Cytotoxicity against human HT-29 cells after 3 days by MTT assay
Cytotoxicity against human HT-29 cells after 3 days by MTT assay
[PMID: 25426924]
K562/Adr GI50
16 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human K562/ADR cells assessed as reduction in growth after 4 days by MTT assay
Cytotoxicity against human K562/ADR cells assessed as reduction in growth after 4 days by MTT assay
[PMID: 31130264]
HeLa IC50
0.092 3
Compound: Pironetin
Cytotoxicity against human HeLa cells after 48 hrs by sulforhodamine B assay
Cytotoxicity against human HeLa cells after 48 hrs by sulforhodamine B assay
[PMID: 30601004]
HT-29 IC50
0.0064 3
Compound: Pironetin
Cytotoxicity against human HT-29 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
Cytotoxicity against human HT-29 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
[PMID: 25240870]
K562 GI50
17.3 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human K562 cells assessed as reduction in growth after 4 days by MTT assay
Cytotoxicity against human K562 cells assessed as reduction in growth after 4 days by MTT assay
[PMID: 31130264]
K562 GI50
17.3 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human K562 cells assessed as reduction in growth after 4 days by MTT assay
Cytotoxicity against human K562 cells assessed as reduction in growth after 4 days by MTT assay
[PMID: 31130264]
NCI-H69 GI50
17.5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human H69 cells assessed as reduction in growth after 7 days by MTT assay
Cytotoxicity against human H69 cells assessed as reduction in growth after 7 days by MTT assay
[PMID: 31130264]
K562/Adr GI50
16 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human K562/ADR cells assessed as reduction in growth after 4 days by MTT assay
Cytotoxicity against human K562/ADR cells assessed as reduction in growth after 4 days by MTT assay
[PMID: 31130264]
HT-29 IC50
0.0064 3
Compound: Pironetin
Cytotoxicity against human HT-29 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
Cytotoxicity against human HT-29 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
[PMID: 25240870]
HL-60 GI50
20 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human HL60 cells assessed as reduction in growth after 24 hrs by MTT assay
Cytotoxicity against human HL60 cells assessed as reduction in growth after 24 hrs by MTT assay
[PMID: 31130264]
MCF7 IC50
0.006 3
Compound: pironetin
Cytotoxicity against human MCF7 cells after 3 days by MTT assay
Cytotoxicity against human MCF7 cells after 3 days by MTT assay
[PMID: 25426924]
HT-29 IC50
0.0064 3
Compound: pironetin
Cytotoxicity against human HT-29 cells after 3 days by MTT assay
Cytotoxicity against human HT-29 cells after 3 days by MTT assay
[PMID: 25426924]
MCF7 IC50
0.006 3
Compound: Pironetin
Cytotoxicity against human MCF7 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
Cytotoxicity against human MCF7 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
[PMID: 25240870]
A2780 GI50
22.2 1
Compound: 1
Inhibition of tubulin alpha in human A2780 cells assessed as cell growth inhibition after 48 hrs by MTT assay
Inhibition of tubulin alpha in human A2780 cells assessed as cell growth inhibition after 48 hrs by MTT assay
[PMID: 30693770]
HT-29 IC50
0.0064 3
Compound: pironetin
Cytotoxicity against human HT-29 cells after 3 days by MTT assay
Cytotoxicity against human HT-29 cells after 3 days by MTT assay
[PMID: 25426924]
HeLa GI50
30 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human HeLa cells assessed as reduction in growth
Cytotoxicity against human HeLa cells assessed as reduction in growth
[PMID: 31130264]
MCF7 IC50
0.015 3
Compound: Pironetin
Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine B assay
Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine B assay
[PMID: 30601004]
HT-29 IC50
0.0064 3
Compound: Pironetin
Cytotoxicity against human HT-29 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
Cytotoxicity against human HT-29 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
[PMID: 25240870]
HeLa IC50
0.092 3
Compound: Pironetin
Cytotoxicity against human HeLa cells after 48 hrs by sulforhodamine B assay
Cytotoxicity against human HeLa cells after 48 hrs by sulforhodamine B assay
[PMID: 30601004]
MCF7 GI50
5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human MCF7 cells assessed as reduction in growth after 3 days by MTT assay
Cytotoxicity against human MCF7 cells assessed as reduction in growth after 3 days by MTT assay
[PMID: 31130264]
K562 GI50
17.3 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human K562 cells assessed as reduction in growth after 4 days by MTT assay
Cytotoxicity against human K562 cells assessed as reduction in growth after 4 days by MTT assay
[PMID: 31130264]
MDA-MB-231 GI50
4.6 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human MDA-MB-231 cells assessed as reduction in growth after 4 days by HCS assay
Cytotoxicity against human MDA-MB-231 cells assessed as reduction in growth after 4 days by HCS assay
[PMID: 31130264]
A2780 IC50
26 1
Compound: 1
Inhibition of tubulin alpha in human A2780 cells assessed as reduction in cell growth
Inhibition of tubulin alpha in human A2780 cells assessed as reduction in cell growth
[PMID: 30693770]
K562/Adr GI50
16 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human K562/ADR cells assessed as reduction in growth after 4 days by MTT assay
Cytotoxicity against human K562/ADR cells assessed as reduction in growth after 4 days by MTT assay
[PMID: 31130264]
NCI-H69 GI50
17.5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human H69 cells assessed as reduction in growth after 7 days by MTT assay
Cytotoxicity against human H69 cells assessed as reduction in growth after 7 days by MTT assay
[PMID: 31130264]
HeLa GI50
30 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human HeLa cells assessed as reduction in growth
Cytotoxicity against human HeLa cells assessed as reduction in growth
[PMID: 31130264]
MCF7 GI50
5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human MCF7 cells assessed as reduction in growth after 3 days by MTT assay
Cytotoxicity against human MCF7 cells assessed as reduction in growth after 3 days by MTT assay
[PMID: 31130264]
P388 GI50
100 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against mouse P388 cells assessed as reduction in growth after 24 hrs by MTT assay
Cytotoxicity against mouse P388 cells assessed as reduction in growth after 24 hrs by MTT assay
[PMID: 31130264]
MCF7 IC50
0.006 3
Compound: pironetin
Cytotoxicity against human MCF7 cells after 3 days by MTT assay
Cytotoxicity against human MCF7 cells after 3 days by MTT assay
[PMID: 25426924]
MCF7 IC50
0.015 3
Compound: Pironetin
Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine B assay
Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine B assay
[PMID: 30601004]
T98G GI50
7.5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human T98G cells assessed as reduction in growth after 4 days by MTS assay
Cytotoxicity against human T98G cells assessed as reduction in growth after 4 days by MTS assay
[PMID: 31130264]
MCF7 IC50
0.006 3
Compound: Pironetin
Cytotoxicity against human MCF7 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
Cytotoxicity against human MCF7 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
[PMID: 25240870]
MCF7 IC50
0.006 3
Compound: Pironetin
Cytotoxicity against human MCF7 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
Cytotoxicity against human MCF7 cells assessed as inhibition of cell growth after 72 hrs by MTT assay
[PMID: 25240870]
MCF7 IC50
0.006 3
Compound: pironetin
Cytotoxicity against human MCF7 cells after 3 days by MTT assay
Cytotoxicity against human MCF7 cells after 3 days by MTT assay
[PMID: 25426924]
P388 GI50
100 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against mouse P388 cells assessed as reduction in growth after 24 hrs by MTT assay
Cytotoxicity against mouse P388 cells assessed as reduction in growth after 24 hrs by MTT assay
[PMID: 31130264]
MCF7 IC50
0.015 3
Compound: Pironetin
Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine B assay
Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine B assay
[PMID: 30601004]
MDA-MB-231 GI50
4.6 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human MDA-MB-231 cells assessed as reduction in growth after 4 days by HCS assay
Cytotoxicity against human MDA-MB-231 cells assessed as reduction in growth after 4 days by HCS assay
[PMID: 31130264]
NCI-H69 GI50
17.5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human H69 cells assessed as reduction in growth after 7 days by MTT assay
Cytotoxicity against human H69 cells assessed as reduction in growth after 7 days by MTT assay
[PMID: 31130264]
P388 GI50
100 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against mouse P388 cells assessed as reduction in growth after 24 hrs by MTT assay
Cytotoxicity against mouse P388 cells assessed as reduction in growth after 24 hrs by MTT assay
[PMID: 31130264]
T98G GI50
7.5 1
Compound: 1; (-)-PA-48153C
Cytotoxicity against human T98G cells assessed as reduction in growth after 4 days by MTS assay
Cytotoxicity against human T98G cells assessed as reduction in growth after 4 days by MTS assay
[PMID: 31130264]
In Vitro

Pironetin (20-100 ng/mL; 24 hours; 3Y1 cells) treatment arrests the cell cycle progression at G2/M in 3Y1 cells[1].
Pironetin (1-10000 ng/mL; 3 days; HeLa, A2780 and K-NRK cells) treatment inhibits the cell proliferation. IC50 values against these cell lines are almost 10 ng/mL[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Cycle Analysis[1]

Cell Line: 3Y1 cells
Concentration: 20 ng/mL, 50 ng/mL, 100 ng/mL
Incubation Time: 24 hours
Result: Arrested the cell cycle progression at G2/M in3Y1 cells.

Cell Proliferation Assay[1]

Cell Line: HeLa, A2780 and K-NRK cells
Concentration: 1 ng/mL, 10 ng/mL, 100 ng/mL, 1000 ng/mL and 10000 ng/mL
Incubation Time: 3 days
Result: Inhibited the cell proliferation.
In Vivo

Pironetin (0.78-6.25 mg/kg; intraperitoneal injection; daily; for 5 days; female CDF1-SLC mice) treatment shows a moderate antitumor effect, however, a severe weight loss is observed as a side effect[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Female CDF1-SLC mice (10 weeks) injected with P388 murine leukemia cells[1]
Dosage: 0.78 mg/kg, 1.56 mg/kg, 3.13 mg/kg, 6.25 mg/kg
Administration: Intraperitoneal injection; daily; for 5 days
Result: Showed a moderate antitumor effect.
Molecular Weight

324.45

Formula

C19H32O4

CAS No.
Appearance

Oil

Color

Colorless to off-white

SMILES

O=C1C=C[C@H]([C@H](O1)C[C@H]([C@@H]([C@@H]([C@H](C/C=C/C)C)OC)C)O)CC

Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Pure form -20°C 3 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : < 1 mg/mL (insoluble or slightly soluble)

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HY-116446
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