Cas no 568-73-0 (Tanshinone I)

Tanshinone I is a bioactive compound extracted from Salvia miltiorrhiza, offering notable antioxidant and anti-inflammatory properties. Its key advantages include enhanced cardiovascular protection, improved wound healing, and potential neuroprotective effects. Additionally, Tanshinone I has been shown to inhibit the production of pro-inflammatory cytokines.
Tanshinone I structure
Tanshinone I structure
Product Name:Tanshinone I
CAS No:568-73-0
MF:C18H12O3
MW:276.286085128784
MDL:MFCD00210563
CID:38390
PubChem ID:329826820
Update Time:2026-03-05

Tanshinone I Chemical and Physical Properties

Names and Identifiers

    • Tanshinone I
    • 1,6-dimethyl-phenanthro[1,2-b]furan-10,11-dione
    • 1,6,6-TRIMETHYL-6,7,8,9-TETRAHYDRO-PHENANTHRO[1,2-B]FURAN-10,11-DIONE
    • 3,8,8-TRIMETHYL-8,9,10,11-TETRAHYDROPHENANTHRO[1,2-B]FURAN-1,2-DIONE
    • AKOS NCG1-0066
    • TANSHINONES IIA
    • TANSHINON I
    • Tanshinone
    • Phenanthro[1,2-b]furan-10,11-dione,1,6-dimethyl-
    • Tanshinone A
    • TANSHINONE I(P) PrintBack
    • Tanshinone I
    • Salvia quinone
    • Tanshine I
    • Tanshinone 1
    • tanshinone-I
    • Tanshinquinone I
    • [ "Tanshinone A" ]
    • MLS000697676
    • AIGAZQPHXLWMOJ-UHFFFAOYSA-N
    • 03UUH3J385
    • C18H12O3
    • SMR000445578
    • Tansh
    • HMS3656A11
    • Tanshinone I, analytical standard
    • 1,6-Dimethylphenanthro[1,2-b]furan-10,11-dione #
    • Phenanthro(1,2-b)furan-10,11-dione, 1,6-Dimethyl-
    • 568-73-0
    • UNII-03UUH3J385
    • MLS006011773
    • CHEMBL363535
    • TRISTEARYLORTHOFORMATE
    • CCG-267206
    • 1,6-Dimethylphenanthro[1,2-b]furan-10,11-dione
    • Q-100655
    • Q27247588
    • InChI=1/C18H12O3/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/h3-8H,1-2H3
    • TanshinoneI
    • AS-68049
    • Phenanthro[1,2-b]furan-10,11-dione, 1,6-dimethyl-
    • AIGAZQPHXLWMOJ-UHFFFAOYSA-
    • TANSHINONE I (CONSTITUENT OF CHINESE SALVIA)
    • Tanshinone I, >=98% (HPLC)
    • NCGC00247624-05
    • AKOS005613012
    • 1,6-dimethylnaphtho[1,2-g]benzofuran-10,11-dione
    • 1,6-dimethyl-10H,11H-phenanthro[1,2-b]furan-10,11-dione
    • MFCD00210563
    • NCGC00247624-01
    • SW219821-1
    • BDBM51317
    • TANSHINONE I (CONSTITUENT OF CHINESE SALVIA) [DSC]
    • HY-N0134
    • Tanshinon I, Tanshinone A, Tanshinquinone I
    • 54693-68-4
    • FT-0632407
    • SCHEMBL244391
    • 1,6-dimethylnaphtho[1,2-g]benzofuran-10,11-quinone
    • NCGC00247624-02
    • BCP28292
    • cid_114917
    • NCGC00247624-03
    • HMS2222J14
    • AC-7999
    • Tanshinone I,(S)
    • A831218
    • 1,6-dimethylnaphtho[1,2-g][1]benzofuran-10,11-dione
    • s2364
    • CHEBI:149906
    • 1,6-Dimethylphenanthro(1,2-b)furan-10,11-dione
    • 1,6-DIMETHYL-PHENANTHRO(1,2-B)FURAN-10,11-DIONE
    • DTXSID90972247
    • MLSMR
    • Tanshinone I?
    • Phenanthro[1,2-b]furan-10,11-dione, 1,6-dimethyl-; 1,6-Dimethylphenanthro[1,2-b]furan-10,11-dione; Tanshinon I; Tanshinone A; Tanshinone I
    • BRD-K34073885-001-07-7
    • STK801472
    • DB-052982
    • BBL010133
    • BRD-K34073885-001-09-3
    • HY-N0134R
    • FT09979
    • Tanshinone I (Standard)
    • MDL: MFCD00210563
    • Inchi: 1S/C18H12O3/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/h3-8H,1-2H3
    • InChI Key: AIGAZQPHXLWMOJ-UHFFFAOYSA-N
    • SMILES: O1C=C(C)C2C(C(C3C4C=CC=C(C)C=4C=CC=3C1=2)=O)=O

Computed Properties

  • Exact Mass: 276.07900
  • Monoisotopic Mass: 276.079
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 0
  • Complexity: 471
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Molecular Weight: 276.3
  • XLogP3: 3.7
  • Topological Polar Surface Area: 47.3

Experimental Properties

  • Color/Form: Red powder
  • Density: 1.3240
  • Melting Point: 233-234 oC
  • Boiling Point: 498℃ at 760 mmHg
  • Flash Point: 245.9 °C
  • Refractive Index: 1.68
  • Solubility: DMSO: soluble1mg/mL
  • PSA: 47.28000
  • LogP: 4.09560
  • Sensitiveness: Sensitive to light

Tanshinone I Security Information

  • Hazard Statement: H413
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Safety Instruction: 24/25
  • Storage Condition:2-8°C

Tanshinone I Pricemore >>

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Tanshinone I Spectrogram

GC-MS
GC-MS
1H NMR 300 MHz DMSO
1H NMR
13C NMR
13C NMR

Tanshinone I Related Literature

Additional information on Tanshinone I

Tanshinone I (CAS No. 568-73-0): A Comprehensive Overview of Its Chemistry, Biology, and Emerging Applications

Tanshinone I, identified by the Chemical Abstracts Service Number (CAS No.) 568-73-0, is a naturally occurring diterpenoid compound that has garnered significant attention in the field of pharmaceutical chemistry and biomedical research. This compound is primarily derived from the roots of Salvia miltiorrhiza, a traditional medicinal plant widely used in Asian medicine systems for its therapeutic properties. The unique molecular structure of Tanshinone I encompasses multiple functional groups, including aromatic rings and oxygen-containing heterocycles, which contribute to its diverse biological activities.

The chemical formula of Tanshinone I is C20H28O3, and its molecular weight is approximately 312.44 g/mol. The compound exhibits a complex chromophore system, which is responsible for its characteristic color and reactivity. Spectroscopic analysis, including nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS), has been instrumental in elucidating its detailed structural features. These analytical techniques have confirmed the presence of a labdane diterpenoid backbone, modified with hydroxyl and carbonyl groups, which are critical for its biological interactions.

In recent years, Tanshinone I has been the subject of extensive research due to its promising pharmacological effects. Preclinical studies have demonstrated its potential in modulating various cellular pathways, including anti-inflammatory, antioxidant, and anticancer mechanisms. The anti-inflammatory properties of Tanshinone I are attributed to its ability to inhibit the production of pro-inflammatory cytokines such as tumor necrosis factor-alpha (TNF-α) and interleukin-6 (IL-6). Additionally, its antioxidant activity has been linked to the suppression of reactive oxygen species (ROS) generation, thereby protecting cells from oxidative damage.

The anticancer potential of Tanshinone I has been particularly well-documented in several in vitro and in vivo models. Research indicates that it can induce apoptosis in cancer cells by activating caspase-dependent and caspase-independent pathways. Furthermore, it has shown efficacy in inhibiting the proliferation of multidrug-resistant cancer cell lines by modulating P-glycoprotein expression. These findings have positioned Tanshinone I as a candidate for developing novel chemotherapeutic agents or adjuvants to enhance conventional cancer treatments.

Emerging studies have also explored the neuroprotective effects of Tanshinone I. Evidence suggests that it may help mitigate neurodegenerative diseases such as Alzheimer's disease by inhibiting β-secretase activity and reducing amyloid-beta plaque formation. Moreover, its ability to cross the blood-brain barrier has opened up possibilities for therapeutic applications in central nervous system disorders. These findings highlight the multifaceted pharmacological profile of Tanshinone I, making it a valuable compound for further clinical investigation.

The pharmacokinetic profile of Tanshinone I is another area of active research. Studies have shown that it exhibits moderate oral bioavailability and undergoes extensive metabolism in vivo, primarily through cytochrome P450 enzymes. Understanding these metabolic pathways is crucial for optimizing drug delivery systems and minimizing potential drug-drug interactions. Advanced techniques such as liquid chromatography-mass spectrometry (LC-MS) have been employed to monitor the absorption, distribution, metabolism, and excretion (ADME) properties of Tanshinone I, providing insights into its therapeutic window and safety profile.

The synthetic chemistry of Tanshinone I has also seen significant advancements. Researchers have developed efficient synthetic routes that mimic natural biosynthesis or provide access to modified derivatives with enhanced biological activity. These synthetic strategies often involve key steps such as oxidation, reduction, and cyclization reactions, which are carefully optimized to preserve the structural integrity and functional groups essential for pharmacological efficacy. The development of sustainable synthetic methods aligns with global efforts to promote green chemistry principles in pharmaceutical manufacturing.

The regulatory landscape for compounds like Tanshinone I is continually evolving to ensure safety and efficacy in clinical use. Regulatory agencies require comprehensive preclinical data demonstrating toxicity profiles, pharmacokinetic parameters, and therapeutic benefits before approving new drug applications. The growing body of evidence supporting the therapeutic potential of Tanshinone I has prompted regulatory bodies to consider expedited review pathways for related drug candidates derived from natural products like this one.

In conclusion, Tanshinone I (CAS No. 568-73-0) represents a fascinating example of how natural products continue to inspire innovation in drug discovery and development. Its diverse biological activities, coupled with ongoing advancements in synthetic chemistry and pharmacokinetic understanding, position it as a promising candidate for future therapeutic applications. As research progresses, further insights into its mechanisms of action will likely unlock new possibilities for treating a wide range of diseases.

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