15979-35-8
15979-35-8 structure
- Name: Laccaic acid A
- Chemical Name: 7-[5-(2-acetamidoethyl)-2-hydroxyphenyl]-3,5,6,8-tetrahydroxy-9,10-dioxoanthracene-1,2-dicarboxylic acid
- CAS Number: 15979-35-8
- Molecular Formula: C26H19NO12
- Molecular Weight: 537.42900
- Catalog: Signaling Pathways Epigenetics DNA Methyltransferase
- Create Date: 2018-02-23 08:00:00
- Modify Date: 2024-01-02 18:47:34
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Laccaic acid A is a orally active and DNA-competitive inhibitor of DNA methyltransferase 1 (Dnmt1) (Ki=310 nM; IC50=650 nM). Laccaic acid A has stronger Dnmt1 inhibitory effect than SG-1027 (HY-13962). Laccaic acid A combined with Phenethyl isothiocyanate has a strong synergistic effect on colorectal cancer[1][2].
| Name | 7-[5-(2-acetamidoethyl)-2-hydroxyphenyl]-3,5,6,8-tetrahydroxy-9,10-dioxoanthracene-1,2-dicarboxylic acid |
|---|---|
| Synonyms |
Laccacid Acid A
Laccaic acid A 7-{5-[2-(acetylamino)ethyl]2-hydroxyphenyl}-9,10-dihydro-3,5,6,8-tetrahydroxy-9,10-1,2-anthracenedicarboxylic acid 3-[3-(2-acetamidoethyl)-6-hydroxyphenyl]-1,2,4,7-tetrahydroxyanthraquinone-5,6-dicarboxylic acid 3-<3-(2-Acetamidoethyl)-6-hydroxy-phenyl>-1.2.4.7-tetrahydroxy-anthrachinon-dicarbonsaeure-(5.6),Lacaeure-A(1) 3-<3-(2-Acetamidoethyl)-6-hydroxy-phenyl>-1.2.4.7-tetrahydroxy-anthrachinon-dicarbonsaeure-(5.6) |
| Description | Laccaic acid A is a orally active and DNA-competitive inhibitor of DNA methyltransferase 1 (Dnmt1) (Ki=310 nM; IC50=650 nM). Laccaic acid A has stronger Dnmt1 inhibitory effect than SG-1027 (HY-13962). Laccaic acid A combined with Phenethyl isothiocyanate has a strong synergistic effect on colorectal cancer[1][2]. |
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| Related Catalog | |
| Target |
DNMT1:650 nM (IC50) DNMT1:310 nM (Ki) |
| In Vitro | Laccaic acid A (200 μM) 与 0.5 μM Decitabine (HY-A0004) 协同改变 MCF-7 乳腺癌细胞中甲基化基因的表达[1]。 Laccaic acid A (0.01-100 μM; 24 h, 48 h, and 72 h) 抑制人直肠癌细胞 HT29 的生长，处理 72 h 时，IC50 为 6.08 μM[2]。 Laccaic acid A (6.08 μM) 诱导 HT29 细胞凋亡，并将细胞周期阻滞在亚 G1 期[2]。 |
| In Vivo | Laccaic acid A (50 mg/kg，100 mg/kg，200 mg/kg; 口服; 每天 1 次，共 21 天) 对大鼠直肠癌模型具有改善效果[2]。 Animal Model: Healthy Sprague Dawley rats[2] Dosage: 50 mg/kg, 100 mg/kg, and 200 mg/kg Administration: Oral gavage; once daily for 21 days Result: Significantly reduced the tissue levels of Dnmt1, HDAC1, and cytokines IL-6 and TNF-alpha at 200 mg/kg dose. |
| References |
| Density | 1.715g/cm3 |
|---|---|
| Boiling Point | 995.3ºC at 760mmHg |
| Molecular Formula | C26H19NO12 |
| Molecular Weight | 537.42900 |
| Flash Point | 555.7ºC |
| Exact Mass | 537.09100 |
| PSA | 238.99000 |
| LogP | 2.12290 |
| Vapour Pressure | 0mmHg at 25°C |
| Index of Refraction | 1.76 |