Determine the necessary mass, volume, or concentration for preparing a solution.
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analytical standard, ≥98% Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Protected from light Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 19 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Sonrisas canónicas | CC1COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C |
|---|---|
| IUPAC Name | (1R)-1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione |
| InChIKey | GVKKJJOMQCNPGB-JTQLQIEISA-N |
| INCHI | 1S/C19H20O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,10H,4-5,8-9H2,1-3H3/t10-/m0/s1 |
| Isómeros SMILES | C[C@H]1COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C |
| WGK Alemania | 3 |
| RTECS | SF8282645 |
| Peso molecular | 296.36 |
| Beilstein | 5445400 |
| Reaxy-Rn | 288778 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=288778&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Clase | Prenol lipids |
| Subclass | Diterpenoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Tanshinones, isotanshinones, and derivatives |
| Alternative Parents | 11-oxosteroids Oxasteroids and derivatives Delta-7-steroids Delta-5-steroids Phenanthrenes and derivatives Naphthofurans Naphthoquinones Tetralins Quinones Aryl ketones Vinylogous esters Dihydrofurans Oxacyclic compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Tanshinone skeleton - 11-oxosteroid - 12-oxosteroid - Oxosteroid - Delta-5-steroid - Delta-7-steroid - 15-oxasteroid - Steroid - Phenanthrene - Naphthofuran - Naphthoquinone - Naphthalene - Tetralin - Aryl ketone - Quinone - Benzenoid - Vinylogous ester - Dihydrofuran - Ketone - Organoheterocyclic compound - Oxacycle - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as tanshinones, isotanshinones, and derivatives. These are a group of abietane-type norditerpenoid quinones. |
| External Descriptors | Not available |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Apr 24, 2026 | C101973 | |
| Certificate of Analysis | Dec 20, 2025 | C101973 | |
| Certificate of Analysis | Dec 20, 2025 | C101973 | |
| Certificate of Analysis | May 15, 2025 | C101973 | |
| Certificate of Analysis | Feb 10, 2025 | C101973 | |
| Certificate of Analysis | Dec 16, 2024 | C101973 | |
| Certificate of Analysis | Jul 18, 2024 | C101973 | |
| Certificate of Analysis | Jun 13, 2023 | C101973 | |
| Certificate of Analysis | Nov 11, 2022 | C101973 |
| Sensibilidad | Light & Moisture sensitive. |
|---|---|
| Rotación específica [α] | -30° (C=0.5,MeOH) |
| Punto de fusión (°C) | 184°C-185°C |
| Peso molecular | 296.400 g/mol |
| XLogP3 | 3.800 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 296.141 Da |
| Monoisotopic Mass | 296.141 Da |
| Topological Polar Surface Area | 43.400 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 571.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Jiahui Han Di Jia Hao Yao Ting Lv Xi Xu Xin Ge. (2023) Cryptotanshinone ameliorates hemorrhagic shock-induced liver injury via activating the Nrf2 signaling pathway. FOLIA HISTOCHEMICA ET CYTOBIOLOGICA, 61 (2): (109-122). [PMID:37435898] [10.5603/FHC.a2023.0009] |
| 2. He Xiangjun, Zhong Zhi, Wang Quan, Jia Zhenmao, Lu Jing, Chen Jianwen, Liu Peiqing. (2023) Pharmacokinetics and tissue distribution of bleomycin-induced idiopathic pulmonary fibrosis rats treated with cryptotanshinone. Frontiers in Pharmacology, [PMID:36969870] [10.3389/fphar.2023.1127219] |
| 3. Min Shi, Ruiyan Zhu, Yi Zhang, Siwei Zhang, Tingyao Liu, Kunlun Li, Shucan Liu, Leran Wang, Yao Wang, Wei Zhou, Qiang Hua, Guoyin Kai. (2022) A novel WRKY34-bZIP3 module regulates phenolic acid and tanshinone biosynthesis in Salvia miltiorrhiza. METABOLIC ENGINEERING, [PMID:35934177] [10.1016/j.ymben.2022.08.002] |
| 4. Shen Qing, Wang Haixing, Quan Bin, Sun Xiuhua, Wu Guohua, Huang Darong, Wang Qingcheng, Luo Pei. (2022) Rapid quantification of bioactive compounds in Salvia miltiorrhiza Bunge derived decoction pieces, dripping pill, injection, and tablets by polarity-switching UPLC-MS/MS. Frontiers in Chemistry, [PMID:35910733] [10.3389/fchem.2022.964744] |
| 5. Huan Wang, Zhe Liu, Lingnan Guan, Jiankang Li, Siyi Chen, Wenying Yu, Maode Lai. (2020) LYW-6, a novel cryptotanshinone derived STAT3 targeting inhibitor, suppresses colorectal cancer growth and metastasis. PHARMACOLOGICAL RESEARCH, [PMID:31982491] [10.1016/j.phrs.2020.104661] |
| 6. Changping Deng, Xiaolong Hao, Min Shi, Rong Fu, Yao Wang, Yi Zhang, Wei Zhou, Yue Feng, Nokwanda P. Makunga, Guoyin Kai. (2019) Tanshinone production could be increased by the expression of SmWRKY2 in Salvia miltiorrhiza hairy roots. PLANT SCIENCE, [PMID:31084862] [10.1016/j.plantsci.2019.03.007] |
| 7. Xu-Xin Zhang, Yun-Feng Cao, Li-Xuan Wang, Xiao-Lin Yuan, Zhong-Ze Fang. (2017) Inhibitory effects of tanshinones towards the catalytic activity of UDP-glucuronosyltransferases (UGTs). PHARMACEUTICAL BIOLOGY, [PMID:28466663] [10.3109/13880209.2015.1045621] |
| 8. Man Wang, Wentao Bi, Xiaohua Huang, David Da Yong Chen. (2016) Ball mill assisted rapid mechanochemical extraction method for natural products from plants. JOURNAL OF CHROMATOGRAPHY A, [PMID:27157426] [10.1016/j.chroma.2016.04.044] |
| 9. Shi Min, Zhou Wei, Zhang Jianlin, Huang Shengxiong, Wang Huizhong, Kai Guoyin. (2016) Methyl jasmonate induction of tanshinone biosynthesis in Salvia miltiorrhiza hairy roots is mediated by JASMONATE ZIM-DOMAIN repressor proteins. Scientific Reports, 6 (1): (1-11). [PMID:26875847] [10.1038/srep20919] |
| 10. Min Shi, Xiuqin Luo, Guanhua Ju, Leilei Li, Shengxiong Huang, Tong Zhang, Huizhong Wang, Guoyin Kai. (2016) Enhanced Diterpene Tanshinone Accumulation and Bioactivity of Transgenic Salvia miltiorrhiza Hairy Roots by Pathway Engineering. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:26753746] [10.1021/acs.jafc.5b04697] |
| 11. Ming Cong, Cui-Min Hu, Yun-Feng Cao, Zhong-Ze Fang, Shu-Hong Tang, Jia-Rui Wang, Jun-Sheng Luo. (2013) Cryptotanshinone and dihydrotanshinone I exhibit strong inhibition towards human liver microsome (HLM)-catalyzed propofol glucuronidation. FITOTERAPIA, [PMID:23333907] [10.1016/j.fitote.2013.01.002] |
| 12. Ya-Long Zheng, Yuan Ji, Yan Li, Shuai Yan, Xiao-Rong Ren, Wei Tang, Fang Dai, Bo Zhou. (2024) Identification of tanshinone I as a natural Cu(II) ionophore. FREE RADICAL BIOLOGY AND MEDICINE, [PMID:39613045] [10.1016/j.freeradbiomed.2024.11.049] |
| 13. Yong Jiang, Wenjun Ji, Ying Lu, Qin Wang, Linwei Chen. (2025) Integrating Plasma Metabolomics, Network Pharmacology, and Experimental Validation to Investigate the Action Mechanism of Qiangxin Lishui Prescription in Chronic Heart Failure. BIOMEDICAL CHROMATOGRAPHY, 39 (2): (e6065). [PMID:39748248] [10.1002/bmc.6065] |
| 14. Jinghui Li, Yan Kang, Ying Wang, Jiaxin Liu, Yingting Wang, Sitong Liu, Yunxi Bu, Xiangqun Li, Jiahan Xie, Zhibing Wang. (2025) Ionic Liquid-Based Polarity-Adjustable Deep Eutectic Solvent Extraction Followed by High-Performance Liquid Chromatography-Diode-Array Detection for the Determination of Liposoluble Anthraquinones in Salvia miltiorrhiza Bge. Root. JOURNAL OF SEPARATION SCIENCE, 48 (3): (e70116). [PMID:40057467] [10.1002/jssc.70116] |
| 15. Shaoping Ma, Changyong Cai, Xuhong Guo, Zhijian Tan. (2025) Selective separation of tanshinone homologs by biocomposite membranes based on poly(ionic liquids) and natural fibers. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:39793843] [10.1016/j.ijbiomac.2025.139568] |
| 16. Nana Gao, Zongyu Huang, Jianjie Xie, Shuang Gao, Biaobiao Wang, Huicong Feng, Cuifen Bao, He Tian, Xia Liu. (2025) Cryptotanshinone alleviates cerebral ischemia reperfusion injury by regulating ferroptosis through the PI3K/AKT/Nrf2 and SLC7A11/GPX4 signaling pathway. JOURNAL OF ETHNOPHARMACOLOGY, [PMID:40222690] [10.1016/j.jep.2025.119800] |
| 17. Tao Zhang, Xianmin Shi, Yanjuan Huang, Yujun Gong, Yuanfeng He, Danni Xiao, Shengzhi Wang, Chunshun Zhao. (2025) Oxidized fucoidan-based nanocomposite hydrogel for cryptotanshinone delivery and prevention of postoperative abdominal adhesions. JOURNAL OF CONTROLLED RELEASE, [PMID:40228668] [10.1016/j.jconrel.2025.113733] |
| 18. Hailun Zheng, Xiaoyan Mao, Zhiwei Chen, Linying Wang, Fuxiang Shangguan, Zihao Tao, Jinyao Ye, Weilan Cao, Qing Yao, Lili Yan, Ruijie Chen, Shihui Bao, Longfa Kou. (2025) ATB0,+-targeted nanoparticles trigger STAT3-ferroptosis regulatory axis for enhanced gastric cancer therapy. COLLOIDS AND SURFACES B-BIOINTERFACES, [PMID:40614440] [10.1016/j.colsurfb.2025.114918] |
| 19. Lan-Ting Li, Yan-Xue Zhu, Dong-Mei Zhao, Jin-Le Zhang, Lin-Guo Xia, Rui-Fang Li. (2026) The inhibitory effect of cryptotanshinone on liver cancer by regulating the IRAK1/NF-κB signaling pathway. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, [PMID:42030883] [10.1016/j.bbrc.2026.153816] |
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