Dihydrotanshinone I - Moligand™, ≥98%(HPLC) , CAS No.87205-99-0

CAS: 87205-99-0 Cat. No.: D139369 Molecular Weight: 278.3 EC Number: 694-674-9

GRADE & PURITY Moligand™, ≥98%(HPLC)

Synonyms

Dihydrotanshinone I | A862726 | Dihydrotanshinone I, >=98% (HPLC) | DihydrotanshinoneI | Dihydrotanshinone-I | D5379 | DTXSID20236187 | Q21099654 | (-)-1,2-Dihydro-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione;1,6-Dimethyl-1,2,10,11-tetrahydrophenanthro[

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Dihydrotanshinone I is a natural compound extracted from Salvia miltiorrhiza Bunge which has been widely used for treating cardiovascular diseases. Dihydrotanshinone I exhibits entry-blocking effect for MERS-CoV.

Specifications

Synonyms

Dihydrotanshinone I | A862726 | Dihydrotanshinone I, >=98% (HPLC) | DihydrotanshinoneI | Dihydrotanshinone-I | D5379 | DTXSID20236187 | Q21099654 | (-)-1, 2-Dihydro-1, 6-dimethylphenanthro[1, 2-b]furan-10, 11-dione;1, 6-Dimethyl-1, 2, 10, 11-tetrahydrophenanthro[

Specifications & Purity

Moligand™, ≥98%(HPLC)

Biochemical and Physiological Mechanisms

Potent cytotoxic agent (IC 50 = 4.6 μM). Suppresses endothelial cell proliferation, migration, invasion and tube formation. Induces apoptosis of prostate cancer cells via induction of ER stress and/or inhibition of proteasome activity.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 504766407
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766407
• Canonical Smiles: CC1COC2=C1C(=O)C(=O)C3=C2C=CC4=C(C=CC=C43)C
• IUPAC Name: (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione
• InChIKey: HARGZZNYNSYSGJ-JTQLQIEISA-N
• INCHI: 1S/C18H14O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-7,10H,8H2,1-2H3/t10-/m0/s1
• Isomeric SMILES: C[C@H]1COC2=C1C(=O)C(=O)C3=C2C=CC4=C(C=CC=C43)C
• WGK Germany: 3
• Molecular Weight: 278.3
• Reaxy-Rn: 1686883
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1686883&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Diterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: 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 Phenanthrenes and derivatives Naphthofurans Naphthoquinones 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-7-steroid - 15-oxasteroid - Steroid - Phenanthrene - Naphthofuran - Naphthoquinone - Naphthalene - Aryl ketone - Quinone - Benzenoid - Vinylogous ester - Dihydrofuran - Ketone - Organoheterocyclic compound - Oxacycle - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic oxygen compound - Carbonyl group - Aromatic heteropolycyclic compound
• Description: 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ELAVL1 Tchem ELAV-like protein 1 (3 Activities)

Discover Target: ELAVL1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CES1 Tchem Liver carboxylesterase 1 (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CES2 Tchem Cocaine esterase (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ACHE Tclin Acetylcholinesterase (2 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

VDR Tclin Vitamin D receptor (26531 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACHE Tclin Acetylcholinesterase (18204 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AKR1B1 Tclin Aldose reductase (1404 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CES2 Tchem Carboxylesterase 2 (583 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTPN6 Tchem Protein-tyrosine phosphatase 1C (687 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTPN11 Tchem Protein-tyrosine phosphatase 2C (2297 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CES1 Tchem Acyl coenzyme A:cholesterol acyltransferase (1029 Activities)

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AGS (1999 Activities)

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MCF7 (126967 Activities)

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PANC-1 (6144 Activities)

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U373 MG (658 Activities)

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HepG2 (196354 Activities)

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MDA-MB-231 (73002 Activities)

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POLK Tbio DNA polymerase kappa (8653 Activities)

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KDM1A Tchem Lysine-specific histone demethylase 1 (3916 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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PLC-PRF-5 (244 Activities)

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ELAVL1 Tchem ELAV-like protein 1 (119 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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MAPK3 Tchem Mitogen-activated protein kinase; ERK1/ERK2 (651 Activities)

Discover Target: MAPK3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

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MAPK13 Tchem MAP kinase p38 (1586 Activities)

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HIF1A Tchem Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha (820 Activities)

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Hep 3B2 (2332 Activities)

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Associated Targets(non-human)

Papain (844 Activities)

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SARS coronavirus 3C-like proteinase (333 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Protease (18 Activities)

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BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

Discover Target: fba

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groL GroEL/GroES (1042 Activities)

Discover Target: groL

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light Sensitive
• Melt Point(°C): 216 °C
• Molecular Weight: 278.300 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 278.094 Da
• Monoisotopic Mass: 278.094 Da
• Topological Polar Surface Area: 43.400 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 533.000
• 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

References

1. 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]

2. 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]

3. Yanru Ren, Yicheng Feng, Kunyao Xu, Saisai Yue, Tiantian Yang, Kaili Nie, Man Xu, Haijun Xu, Xin Xiong, Fabian Körte, Mike Barbeck, Peisen Zhang, Luo Liu.  (2021)  Enhanced Bioavailability of Dihydrotanshinone I–Bovine Serum Albumin Nanoparticles for Stroke Therapy.  Frontiers in Pharmacology,      [PMID:34531747] [10.3389/fphar.2021.721988]

4. 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]

5. 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]

6. 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]

7. 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]

8. Junyan Wang, Minmin Huang, Haihong Hu, Lushan Yu, Su Zeng.  (2014)  Pregnane X receptor-mediated transcriptional activation of UDP-glucuronosyltransferase 1A1 by natural constituents from foods and herbs.  FOOD CHEMISTRY,      [PMID:24996308] [10.1016/j.foodchem.2014.05.004]

9. 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]

10. 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]

11. 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]

12. Dejian Chen, Yu Wang, Xiaomin Wang, Xiaosa Si, Yajing Weng, Shengbing Liu, Weiwei Pan, Ying Xu, Yong Wang, Yaling Zhang.  (2025)  Nuclear receptor coactivator 4 linked to follicular dysplasia in polycystic ovary syndrome: A key regulator that aggravates ovarian granulosa cells ferritinophagy and ferroptosis.  BIOCHIMICA ET BIOPHYSICA ACTA-MOLECULAR BASIS OF DISEASE,      [PMID:40553994] [10.1016/j.bbadis.2025.167955]

13. Shengzhuo Liu, Yunfei Yu, Jing Zhou, Lucheng Yang, Xin Yan, Xiaoyang Liu, Kai Ma, Liangren Liu, Xianding Wang, Chengjian Zhao, Qiang Dong.  (2025)  Characteristics of tertiary lymphoid structures in prostate cancer and the impact of neoadjuvant therapy on their formation and maturation.  Frontiers in Immunology,      [PMID:41262256] [10.3389/fimmu.2025.1663396]