(+)-(3R,8S)-Falcarindiol
Based on 1 publication(s) in Google Scholar
(+)-(3R,8S)-Falcarindiol ((3R,8S)-Falcarindiol; 3 (R),8 (S),9 (Z)-Falcarindiol) is an orally active polyacetylene anti-mycobacterial agent. (+)-(3R,8S)-Falcarindiol exhibits antibacterial activity against Gram-positive bacteria, Gram-negative bacteria and mycobacteria. Co-administration of (+)-(3R,8S)-Falcarindiol with (3R)-falcarinol alters the composition of gut microbiota, reduces colonic tumor lesions and slows down polyp growth. (+)-(3R,8S)-Falcarindiol can be used in research related to tuberculosis and colorectal cancer.
For research use only. We do not sell to patients.
- Purity : 98.53%
- CAS No.: 225110-25-8
- Formula: C17H24O2
- Molecular Weight:260.37
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Storage:
-20°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Protocols
- Purity & Documentation
- References
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Help & FAQs
Publications Citing Use of MedChemExpress (MCE) (+)-(3R,8S)-Falcarindiol
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Biological Activity
Description
IC50 & Target
IC50: 6 μM (Mycobacterium tuberculosis H37Ra)[1]
Cellular Effect
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Cell Line
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Type | Value | Description | References |
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| B16 | IC50 |
2.9 μg/mL
Compound: 8
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Inhibition of alpha-MSH-stimulated melanogenesis in mouse B16 cells assessed as melanin release after 72 hrs
Inhibition of alpha-MSH-stimulated melanogenesis in mouse B16 cells assessed as melanin release after 72 hrs
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[PMID: 22450129] |
| CHO | IC50 |
117.5 μM
Compound: 12
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Displacement of [3H]LSD from human recombinant 5HT7 receptor expressed in CHO cells by liquid scintillation counting
Displacement of [3H]LSD from human recombinant 5HT7 receptor expressed in CHO cells by liquid scintillation counting
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[PMID: 16643021] |
| HEK293 | EC50 |
3.2 μM
Compound: Ref 6, Cpd 2
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Activation of human PPARgamma expressed in HEK293 cells incubated for 18 hrs by luciferase reporter assay relative to control
Activation of human PPARgamma expressed in HEK293 cells incubated for 18 hrs by luciferase reporter assay relative to control
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[PMID: 32129622] |
| Hepatocyte | IC50 |
>100 μM
Compound: 21
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Inhibitory activity against D-GalN-induced cytotoxicity in rat hepatocytes
Inhibitory activity against D-GalN-induced cytotoxicity in rat hepatocytes
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[PMID: 9873511] |
| HL-60 | IC50 |
8.9 μM
Compound: 5
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Cytotoxicity against human HL60 cells after 72 hrs by MTT assay
Cytotoxicity against human HL60 cells after 72 hrs by MTT assay
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[PMID: 15387667] |
| HT-1080 | IC50 |
13 μM
Compound: 5
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Cytotoxicity against human HT1080 cells after 72 hrs by MTT assay
Cytotoxicity against human HT1080 cells after 72 hrs by MTT assay
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[PMID: 15387667] |
| LoVo | IC50 |
>40 μM
Compound: 5
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Cytotoxicity against human doxorubicin-resistant LoVo cells after 72 hrs by MTT assay
Cytotoxicity against human doxorubicin-resistant LoVo cells after 72 hrs by MTT assay
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[PMID: 15387667] |
| LoVo | IC50 |
4.3 μM
Compound: 5
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Cytotoxicity against human LoVo cells after 72 hrs by MTT assay
Cytotoxicity against human LoVo cells after 72 hrs by MTT assay
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[PMID: 15387667] |
In Vitro
(+)-(3R,8S)-Falcarindiol (0.20-400 µg/mL; 96 h) potently inhibits the growth of Mycobacterium tuberculosis H37Ra, with an IC50 of 6 μM and a MIC of 24 μM[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:F344 (male, 5 weeks old at arrival, injected with azoxymethane at 8 weeks of age)[2]
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Dosage:7 µg/g feed (in combination with 7 µg/g feed of (3R)-falcarinol)
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Administration:p.o.; continuous via diet; from 2 weeks before AOM injection until euthanasia
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Result:Significantly altered the composition of the less abundant members in the rat intestinal microbiota, but there was no systematic difference in the relative abundance of the dominant bacteria.
Reduced colon tumor lesions.
Chemical Information
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CAS No. 225110-25-8
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Appearance Liquid (Density: 1.000 g/cm3)
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Molecular Weight 260.37
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Formula C17H24O2
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Color Colorless to light yellow
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SMILES
C=C[C@@H](O)C#CC#C[C@@H](O)/C=C\CCCCCCC
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Synonyms
(3R,8S)-Falcarindiol; 3(R),8(S),9(Z)-Falcarindiol
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Structure Classification
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
-20°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
Publications (1)
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Journal Impact Factor
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Most Recent
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Biochem Biophys Res Commun
Falcarindiol improves functional recovery and alleviates neuroinflammation after spinal cord injury by inhibiting STAT/MAPK signaling pathways. [Abstract]2024 Dec 3:736:150860. PMID: 39454306
Solvent & Solubility
In Vitro:
DMSO : 150 mg/mL (576.10 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
In Vivo:
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (9.60 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (9.60 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL. * In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Protocols
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Research Protocol for Infectious Diseases
Infectious-disease experiments test how pathogens interact with host barriers, innate immune receptors, inflammatory signaling, pathogen replication, and tissue injury; pattern-recognition receptors such as TLRs, RIG-I-like receptors, NOD-like receptors, and inflammasomes detect microbial molecules and activate NF-κB, interferon, and cytokine responses. The central hypothesis is that infection severity reflects the balance between pathogen burden and host response: protective inflammation restricts pathogen growth, whereas excessive or mislocalized inflammation contributes to tissue damage and disease phenotype. Unresolved questions include which host pathways are protective versus pathogenic, why some infection models fail to translate to human disease, and which combined readouts best predict clinically relevant infection outcomes.
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Research Protocol for Microbiome Analysis
Microbiome analysis characterizes microbial communities in biological or environmental samples by measuring community composition, diversity, taxonomic structure, functional potential, and associations with host or environmental phenotypes. 16S rRNA gene amplicon sequencing is commonly used for bacterial and archaeal taxonomic profiling, while shotgun metagenomics provides higher taxonomic resolution and direct functional information, including microbial genes, pathways, viruses, fungi, and antimicrobial-resistance genes when sequencing depth and host-DNA contamination are adequately controlled. Microbiome results are strongly affected by sample collection, storage, DNA extraction, contamination, sequencing method, reference database, and bioinformatic pipeline; therefore, standardized protocols, negative controls, mock communities, and transparent analysis workflows are required. Unresolved issues include low-biomass contamination, compositional-data bias, inconsistent species-level c
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Gram Staining of Tissue Sections
Gram staining of tissue sections is a histochemical technique used to differentiate Gram-positive and Gram-negative bacteria within histological specimens based on differences in bacterial cell wall structure and dye retention, adapted from classical bacteriological Gram staining into tissue-compatible “histological Gram stain” variants. In tissue applications, modifications of the Brown-Hopps and Brown-Brenn methods are commonly used to improve differentiation of microorganisms embedded within host connective tissue and to reduce overstaining or loss of Gram-negative signal, which are known limitations of earlier approaches. The principle relies on crystal violet-iodine complex retention in Gram-positive organisms and subsequent decolorization and counterstaining steps that allow contrast visualization of Gram-negative organisms against tissue background.
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Bacterial live/dead nucleic-acid viability staining
The LIVE/DEAD bacterial viability staining method is based on differential permeability of nucleic-acid-binding fluorescent dyes, most commonly SYTO 9 and propidium iodide (PI), which enables discrimination of bacterial populations with intact versus compromised cytoplasmic membranes. SYTO 9 penetrates both intact and damaged bacterial membranes and binds nucleic acids to produce green fluorescence, whereas propidium iodide penetrates only cells with compromised membranes and fluoresces red while also reducing SYTO 9 signal through competitive binding and fluorescence interactions. The resulting fluorescence pattern is interpreted as a proxy for membrane integrity, which is widely used as an indicator of bacterial viability in microscopy, flow cytometry, and spectroscopic platforms. However, mechanistic studies show that SYTO 9 and PI interactions involve displacement and fluorescence resonance energy transfer effects, which can influence signal interpretation depending on dye ratios a
Purity & Documentation
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Data Sheet (270 KB)
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SDS (396 KB)
- English - EN (396 KB)
- Français - FR (396 KB)
- Deutsch - DE (396 KB)
- Norwegian - NO (396 KB)
- Español - ES (396 KB)
- Swedish - SV (396 KB)
- Italian - IT (396 KB)
- Korean - KR (396 KB)
- Portuguese - PT (396 KB)
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Handling Instructions (2659 KB)
References
[1]. O'Neill T, et al. The Canadian medicinal plant Heracleum maximum contains antimycobacterial diynes and furanocoumarins. J Ethnopharmacol. 2013;147(1):232-237. [Content Brief]
[2]. Kobaek-Larsen M, et al. Effect of the dietary polyacetylenes falcarinol and falcarindiol on the gut microbiota composition in a rat model of colorectal cancer. BMC Res Notes. 2018;11(1):411. Published 2018 Jun 27. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.8407 mL | 19.2034 mL | 38.4069 mL | 96.0172 mL |
| 5 mM | 0.7681 mL | 3.8407 mL | 7.6814 mL | 19.2034 mL | |
| 10 mM | 0.3841 mL | 1.9203 mL | 3.8407 mL | 9.6017 mL | |
| 15 mM | 0.2560 mL | 1.2802 mL | 2.5605 mL | 6.4011 mL | |
| 20 mM | 0.1920 mL | 0.9602 mL | 1.9203 mL | 4.8009 mL | |
| 25 mM | 0.1536 mL | 0.7681 mL | 1.5363 mL | 3.8407 mL | |
| 30 mM | 0.1280 mL | 0.6401 mL | 1.2802 mL | 3.2006 mL | |
| 40 mM | 0.0960 mL | 0.4801 mL | 0.9602 mL | 2.4004 mL | |
| 50 mM | 0.0768 mL | 0.3841 mL | 0.7681 mL | 1.9203 mL | |
| 60 mM | 0.0640 mL | 0.3201 mL | 0.6401 mL | 1.6003 mL | |
| 80 mM | 0.0480 mL | 0.2400 mL | 0.4801 mL | 1.2002 mL | |
| 100 mM | 0.0384 mL | 0.1920 mL | 0.3841 mL | 0.9602 mL |
(+)-(3R,8S)-Falcarindiol Related Classifications
HY-N1976 Related Classifications
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Keywords
- (+)-(3R,8S)-Falcarindiol
- 225110-25-8
- (3R,8S)-Falcarindiol
- 3(R),8(S),9(Z)-Falcarindiol
- Gram-positive bacteria
- carrots
- Heracleum maximum roots
- antimycobacterial bacteria
- Mycobacterium tuberculosis strain H37Ra
- Gram-negative bacteria
- tuberculosis
- colon neoplastic lesions
- polyp
- gut microbiota
- Inhibitor
- inhibitor
- inhibit