CAS 481-74-3 MFCD00001208-Chrysophanic acid 大黄酚 TAO{mole}

Chrysophanic acid 大黄酚

CAS 481-74-3 MFCD00001208

化学结构图

SMILES: Cc1cc(O)c2c(c1)C(=O)c1cccc(O)c1C2=O

化学属性

Mol. Formula	C15 H10 O4
Mol. Weight	254.24
Melting Point	192-196°C
Solubility	Soluble in DMSO, not in water
Density	1.476
Appearance	Solid powder
Boiling Point	489.5°C at 760 mmHg

别名和识别编码

Chemical Name	Chrysophanic acid
CAS Number	481-74-3
Synonym	1 1,8-Dihydroxy-3-methyl-9,10-anthracenedione 1,8-Dihydroxy-3-methyl-anthraquinone 1,8-Dihydroxy-3-methylanthraquinone 1,8-dihydroxy-3-methyl-1 1,8-dihydroxy-3-methyl-anthraquinon 1,8-二羟基-3-甲基-蒽醌 2-Methyl-4,5-dihydroxyanthraquinone 2-methyl-4,5-dihydroxyanthraquinone 3-METHYLCHRYSAZIN 3-Methyl-1,8-dihydroxyanthraquinone 3-Methylchrysazin 3-methyl-1,8-dihydroxyanthraquinone 4,5-Dihydroxy-2-methylanthraquinone 8-二羟基-3-甲基蒽醌 9,10-Anthracenedione, 1,8-dihydroxy-3-methyl- Anthraquinone, 1,8-dihydroxy-3-methyl- C.I. 75400 CHRYSOPHANIC ACID Chrysophanic Acid {PubChem} chrysophanic acid chrysophanic acid, ion (1-) chrysophanol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
MDL Number	MFCD00001208
PubChem Substance ID	10208
Beilstein Registry Number	1252300
EC Number	207-572-2
Reaxys-RN	1252300
Merck Number	2258
Chemical Name Translation	大黄酚
Wiswesser Line Notation	L C666 BV IVJ DQ F1 NQ
LabNetwork Molecule ID	LN01266862
InChI	InChI=1S/C15H10O4/c1-7-5-9-13(11(17)6-7)15(19)12-8(14(9)18)3-2-4-10(12)16/h2-6,16-17H,1H3
Formula	C15H10O4
IUPAC Name	1,8-dihydroxy-3-methylanthracene-9,10-dione
InChIKey	1,8-dihydroxy-3-methylanthracene-9,10-dione
Canonical SMILES	O=C1C2=C(C=CC=C2O)C(C3=CC(C)=CC(O)=C13)=O

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产品应用

Chrysophanic acid (Chrysophanol ) is a a natural anthraquinone, has anticancer activity in EGFR-overexpressing SNU-C5 human colon cancer cells. Chrysophanic acid preferentially blocked proliferation in SNU-C5 cells but not in other cell lines (HT7, HT29, KM12C, SW480, HCT116 and SNU-C4) with low levels of EGFR expression. Chrysophanic acid treatment in SNU-C5 cells inhibited EGF-induced phosphorylation of EGFR and suppressed activation of downstream signaling molecules, such as AKT, extracellular signal-regulated kinase (ERK) and the mammalian target of rapamycin (mTOR)/ribosomal protein S6 kinase (p70S6K). Chrysophanic acid (80 and 120 Âµm) significantly blocked cell proliferation when combined with the mTOR inhibitor, rapamycin. These findings offer the first evidence of anticancer activity for chrysophanic acid via EGFR/mTOR mediated signaling transduction pathway.

安全信息

WGK Germany3

GHS Symbol

Precautionary statements

P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
P264+P265
P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
P302+P350
P302+P352
P302+P352+P332+P313+P362+P364
P304+P340
P305+P351+P338
P305+P351+P338+P337+P313
P319
P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
P332+P313
P332+P317
P337+P313
P337+P317
P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
P362+P364
P403+P233
P405 Store locked up. 上锁保管。
P501 Dispose of contents/container to..… 处理内容物/容器.....

Hazard statements

H315 Causes skin irritation 会刺激皮肤
H319 Causes serious eye irritation 严重刺激眼睛
H335 May cause respiratory irritation 可能导致呼吸道刺激

Hazard Codes Xi

RTECSCB6725000

Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves

Signal word Warning

Storage condition -20°C -20℃ 0-10 0-10°C 2-8°C Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). 储存温度2-8°C

Safety Statements

S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；

Risk Statements

R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 100 ug/plate
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 40,203,1976

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 500 ug/plate
REFERENCE :
   BCSTB5 Biochemical Society Transactions.  (Biochemical Soc. Book Depot, POB
   32, Commerce Way, Colchester, Essex CO2 8HP, UK)  V.1-    1973-
   Volume(issue)/page/year: 5,1489,1977

其他信息

MOL 文件:481-74-3.mol
MSDS 信息:1,8-Dihydroxy-3-methylanthraquinone(481-74-3).msds
Sigma Aldrich:481-74-3(sigmaaldrich)
Acros Organics:大黄酚(大黄根酸) Chrysophanic acid, 98%(481-74-3)
大黄酚价格(试剂级):更新日期产品编号产品名称包装价格 2011/08/23 30042880 大黄根酸;大黄酚; 驱虫豆酸; 3-甲基-1,8-二羟基蒽醌 0．1g 15.2元 2010/06/21 211950500 大黄酚 Chrysophanic acid 98% 50 MG 604元 2010/06/21 211950010 大黄酚 Chrysophanic acid 98% 1 GR 5397元
F:8-10