Description
IUPAC Name: 5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione
InChI: 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
InChIKey: NEZONWMXZKDMKF-SNVBAGLBSA-N
Canonical SMILES: CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C
Isomeric SMILES: CC(=CC[C@H](C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C
Synonyms: shikonin; 517-89-5; Isoarnebin 4; (R)-5,8-Dihydroxy-2-(1-hydroxy-4-methylpent-3-en-1-yl)naphthalene-1,4-dione; Tokyo Violet; (R)-(+)-Shikonin; Shikonin S; (+)-Shikonin; …
Botanical Source: Arnebiae radix
Product Overview
BIORLAB presents high-purity Shikonin, a natural naphthoquinone pigment with significant applications in cancer research, anti-inflammatory studies, and wound healing investigations.
Technical Specifications
- Chemical Class: Naphthoquinone derivative
- Molecular Formula: C₁₆H₁₆O₅
- Purity: ≥98% (HPLC)
- Storage: -20°C, protected from light
Key Research Applications
Primary Research Areas
-
Cancer Studies
- Cell proliferation inhibition
- Migration suppression
- Apoptosis induction
- Autophagy/necroptosis activation
-
Anti-inflammatory Research
- Inflammatory pathway modulation
- Cytokine regulation
- Immune response studies
Additional Applications
- Wound healing research
- Food packaging studies
- Antimicrobial investigations
- Antioxidant research
Research Significance
Cancer Research Mechanisms
- ROS generation triggering
- Exosome release suppression
- Anti-tumor immunity activation
- Multiple pathway modulation (PI3K/AKT/mTOR, MAPKs)
Molecular Targets
- TrxR1, PKM2, RIP1/3
- Src and FAK
- ERP57, MMPs
- ATF2, C-MYC, miR-128, GRP78
Properties & Features
-
Physical Properties
- Halochromic characteristics
- pH-sensitive color change
- Antimicrobial activity
- Antioxidant properties
-
Applications
- Active food packaging
- Intelligent packaging
- pH monitoring
- Antimicrobial protection
Storage & Handling
- Store at -20°C
- Protect from light
- Available in research quantities
- Stability data provided
Quality Assurance
- Full spectroscopic characterization
- Comprehensive Certificate of Analysis
- Batch-specific HPLC profiles
- Research-grade documentation
For detailed technical information, bulk quantities, or custom requirements, contact BIORLAB’s scientific team.
Note: This product is intended for laboratory research purposes only.