CAS号:517-89-5-紫草素（右旋）

1. 主信息

英文名:	Shikonin
中文名:	紫草素（右旋）
CAS编号:	517-89-5
化学分子式：	C₁₆H₁₆O₅
化学分子量：	288.29 g/mol
SMILES：	CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C
来源：	软紫草紫草
结构类型：	醌类
其它名称或标识：	(+)-shikonin (+-)-shikonin (R)-(+)-shikonin 1,4-naphthalenedione, 5,8-dihydroxy-2-((1R)-1-hydroxy-4-methyl-3-penten-1-yl)- 1,4-naphthalenedione, 5,8-dihydroxy-2-((1r)-1-hydroxy-4-methyl-3-pentenyl)-

2. 供应商与价格

供应商	包装规格	含量	价格(元)	购买	环境要求	货期	说明
科华智慧	100mg	HPLC≥98%	1040	点击购买	2-8℃	现货	-
科华智慧	500mg	HPLC≥98%	2080	点击购买	2-8℃	现货	-
科华智慧	20mg	鉴别	150	点击购买	2-8℃	现货	-
科华智慧	1g	95%	2824	点击购买	2-8℃	现货	-

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3. 结构

3.1 二维结构

3.2 三维结构

-1 -2 -3 37 38 0 1 0 0 0 0 0999 V2000 2.1533 0.5859 1.9445 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2130 1.9539 0.2584 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0873 3.0291 -0.2280 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8639 -2.9692 0.2172 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2481 -2.0463 -0.2738 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0084 -0.1424 0.7302 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5478 -0.3669 0.4800 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7311 0.5853 -0.4098 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7359 0.6382 -0.0046 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2939 0.8379 0.2440 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2854 -0.6449 -0.0170 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0052 -1.5898 0.4647 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4325 -1.8228 0.2187 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2173 0.7266 -0.2022 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5576 1.7493 -0.2294 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6538 -0.8196 -0.2539 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1843 -0.1516 -0.5291 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9216 1.5723 -0.4652 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4684 0.2906 -0.4775 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6544 0.0507 -0.2939 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8336 -1.4663 -1.1735 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5035 -1.1067 0.8989 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3649 1.6109 -0.5288 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5247 0.0943 -1.3684 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6126 -2.4735 0.6351 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5229 1.6540 0.2806 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5654 2.4304 -0.6397 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5321 0.1643 -0.6611 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8792 1.5052 1.7845 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8577 1.0206 0.1718 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2011 0.0134 -1.2416 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0467 -0.7275 0.3685 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2701 -2.2901 -0.5976 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2449 -1.5052 -2.1878 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7627 -1.6683 -1.2431 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1343 3.0449 -0.0541 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5985 -2.7452 -0.1052 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 1 29 1 0 0 0 0 2 10 2 0 0 0 0 3 15 1 0 0 0 0 3 36 1 0 0 0 0 4 13 2 0 0 0 0 5 16 1 0 0 0 0 5 37 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 6 22 1 0 0 0 0 7 10 1 0 0 0 0 7 12 2 0 0 0 0 8 14 1 0 0 0 0 8 23 1 0 0 0 0 8 24 1 0 0 0 0 9 10 1 0 0 0 0 9 11 1 0 0 0 0 9 15 2 0 0 0 0 11 13 1 0 0 0 0 11 16 2 0 0 0 0 12 13 1 0 0 0 0 12 25 1 0 0 0 0 14 17 2 0 0 0 0 14 26 1 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 18 19 2 0 0 0 0 18 27 1 0 0 0 0 19 28 1 0 0 0 0 20 30 1 0 0 0 0 20 31 1 0 0 0 0 20 32 1 0 0 0 0 21 33 1 0 0 0 0 21 34 1 0 0 0 0 21 35 1 0 0 0 0

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4. 国际命名与标识

4.1 IUPAC Name

5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione

4.2 InChl

InChI=1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3/t10-/m1/s1

4.3 InChlKey

NEZONWMXZKDMKF-SNVBAGLBSA-N

4.4 Canonical SMILES

CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C

4.5 lsomeric SMILES

CC(=CC[C@H](C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C

4.6 SDF文件

                  0  0  0     0  0            999 V3000
M  V30 BEGIN CTAB
M  V30 COUNTS 21 22 0 0 1
M  V30 BEGIN ATOM
M  V30 1 C 4.33013 1.5 0 0
M  V30 2 C 3.4641 1 0 0
M  V30 3 C 2.59808 1.5 0 0
M  V30 4 C 1.73205 1 0 0
M  V30 5 C 1.73205 -2.22045e-16 0 0
M  V30 6 C 0.866025 -0.5 0 0
M  V30 7 C 0.866025 -1.5 0 0
M  V30 8 C 7.77156e-16 -2 0 0
M  V30 9 O 6.66134e-16 -3 0 0
M  V30 10 C -0.866025 -1.5 0 0
M  V30 11 C -1.73205 -2 0 0
M  V30 12 C -2.59808 -1.5 0 0
M  V30 13 C -2.59808 -0.5 0 0
M  V30 14 C -1.73205 -1.33227e-15 0 0
M  V30 15 C -0.866025 -0.5 0 0
M  V30 16 C 0 -0 0 0
M  V30 17 O -1.33227e-15 1 0 0
M  V30 18 O -1.73205 1 0 0
M  V30 19 O -1.73205 -3 0 0
M  V30 20 O 2.59808 -0.5 0 0
M  V30 21 C 3.4641 -0 0 0
M  V30 END ATOM
M  V30 BEGIN BOND
M  V30 1 1 1 2
M  V30 2 2 2 3
M  V30 3 1 2 21
M  V30 4 1 3 4
M  V30 5 1 4 5
M  V30 6 1 5 6
M  V30 7 1 5 20
M  V30 8 1 6 16
M  V30 9 2 6 7
M  V30 10 1 7 8
M  V30 11 2 8 9
M  V30 12 1 8 10
M  V30 13 1 10 15
M  V30 14 2 10 11
M  V30 15 1 11 12
M  V30 16 1 11 19
M  V30 17 2 12 13
M  V30 18 1 13 14
M  V30 19 2 14 15
M  V30 20 1 14 18
M  V30 21 1 15 16
M  V30 22 2 16 17
M  V30 END BOND
M  V30 END CTAB
M  END

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5. 波谱数据

5.1 ¹³C核磁共振谱(¹³C NMR)

5.2 ¹H核磁共振谱(¹H NMR)

5.3 质谱(MS)

补充中

5.4 红外光谱(IR)

补充中

5.5 紫外/可见光谱(UV/Vis)

补充中

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6. 相关药材

中文名称	英文名称	拉丁文名称
白果紫草	Common Gromwell	Lithospermum officinale
滇紫草	Paniculate Onosma	Onosma paniculatum
加紫草	Common Arnebia	Arnebia guttata
毛叶香茶菜	Japanese Rabdosia	Isodon japonica [Syn. Rabdosia japonica ]
水红花子	Prince's-feather Fruit	Fructus Polygoni Orientalis
土荆皮	Pseudolaricis Cortex	-
新藏假紫草	Sinkiang-Tibet Arnebia	Arnebia euchroma
紫草	Arnebia Root Gromwell Root	Radix Arnebiae seu Lithospermi

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7. 相关靶点

基因靶点	靶点位置	参考文献
AKT1	14q32.33	22011623
AKT1	14q32.33	24106286
BAX	19q13.33	25879420
BCL2	18q21.33	25879420
BCL2	18q21.33	26275605
CASP3	4q35.1	25879420
CASP3	4q35.1	26275605
CASP9	1p36.21	25879420
CCL4	17q12	22494696
CCL5	17q12	22494696

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8. 相关疾病

疾病名称	疾病类型	参考文献
Acute Lung Injury	disease	29243243
Cicatrix, Hypertrophic	disease	26275605
Colonic Neoplasms	group	27556106
Endotoxemia	phenotype	25019241
Glioma	disease	31560934
Glioma	disease	29608987
Glioma	disease	28108311
Inflammation	phenotype	29243243
leukemia	disease	24583460
Liver neoplasms	group	22011623

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