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| SKU | Size | Availability |
Price | Qty |
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A101649-100mg
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100mg |
4
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$58.90
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A101649-500mg
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500mg |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
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$117.90
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A101649-1g
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1g |
≥10
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$212.90
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A101649-5g
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5g |
5
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$955.90
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A101649-25g
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25g |
5
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$4,301.90
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A101649-100g
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100g |
2
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$15,483.90
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A101649-500g
|
500g |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
|
$69,677.90
|
|
Inhibits NFκB; blocks androgen receptor (AR) expression
| Synonyms | ANDROGRAPHOLIDE [MI] | DTXCID1025980 | Q-100624 | DTXSID3045980 | (S,E)-4-Hydroxy-3-(2-((1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl)ethylidene)dihydrofuran-2 | BRD-K89282837-001-01-0 | NSC-115849 | Q475 |
|---|---|
| Specifications & Purity | Moligand™, ≥98% |
| Biochemical and Physiological Mechanisms | Inhibitor of NF-κB signaling; also attenuates concanavaline-induced IFNγproduction in murine T cells (IC50= 1.7μM). Blocks androgen receptor (AR) expression in AR-expressing C4-2 cells. Activates Nrf2 in BEAS-2B cells in response to cigarette smoke extrac |
| Shipped In | Normal |
| Grade | Moligand™ |
| Action Type | AGONIST |
| Mechanism of action | Agonist of TAS2R46;Agonist of TAS2R50;Agonist of TAS2R8 |
| Product Description |
Andrographolide, a bioactive diterpene lactone, is the main constituent of Andrographis paniculata, a plant used in traditional medicines. It is known to have different biological activities such as anti-inflammatory, anti-malarial, anti-cancer and hepatoprotective activity. It also shows potent anti-viral effect against dengue virus |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Lactones |
| Subclass | Gamma butyrolactones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Gamma butyrolactones |
| Alternative Parents | Tetrahydrofurans Enoate esters Secondary alcohols Cyclic alcohols and derivatives Oxacyclic compounds Monocarboxylic acids and derivatives Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Gamma butyrolactone - Cyclic alcohol - Tetrahydrofuran - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxylic acid ester - Secondary alcohol - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Oxacycle - Primary alcohol - Organooxygen compound - Organic oxide - Organic oxygen compound - Alcohol - Carbonyl group - Hydrocarbon derivative - Aliphatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as gamma butyrolactones. These are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. |
| External Descriptors | secondary alcohol - primary alcohol - gamma-lactone - carbobicyclic compound - labdane diterpenoid |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| Pubchem Sid | 488195335 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488195335 |
| IUPAC Name | (3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one |
| INCHI | InChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1 |
| InChIKey | BOJKULTULYSRAS-OTESTREVSA-N |
| Smiles | CC12CCC(C(C1CCC(=C)C2CC=C3C(COC3=O)O)(C)CO)O |
| Isomeric SMILES | C[C@@]12CC[C@H]([C@@]([C@H]1CCC(=C)[C@H]2C/C=C/3\[C@@H](COC3=O)O)(C)CO)O |
| WGK Germany | 3 |
| RTECS | LU3490750 |
| Alternate CAS | 5508-58-7 |
| MeSH Entry Terms | 17-hydro-9-dehydro-andrographolide;andrographolide;isoandrographolide |
| Molecular Weight | 350.45 |
| Beilstein | 42762 |
| Reaxy-Rn | 29234534 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=29234534&ln= |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Feb 07, 2025 | A101649 | |
| Certificate of Analysis | Feb 13, 2023 | A101649 | |
| Certificate of Analysis | Feb 13, 2023 | A101649 | |
| Certificate of Analysis | Feb 13, 2023 | A101649 | |
| Certificate of Analysis | Feb 13, 2023 | A101649 | |
| Certificate of Analysis | Feb 13, 2023 | A101649 | |
| Certificate of Analysis | Feb 13, 2023 | A101649 | |
| Certificate of Analysis | Feb 13, 2023 | A101649 | |
| Certificate of Analysis | Feb 13, 2023 | A101649 | |
| Certificate of Analysis | Feb 13, 2023 | A101649 | |
| Certificate of Analysis | May 21, 2022 | A101649 | |
| Certificate of Analysis | May 21, 2022 | A101649 | |
| Certificate of Analysis | May 21, 2022 | A101649 | |
| Certificate of Analysis | May 21, 2022 | A101649 | |
| Certificate of Analysis | May 10, 2022 | A101649 |
| Solubility | Solvent:DMSO, Max Conc. mg/mL: 35.05, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 3.5, Max Conc. mM: 10 |
|---|---|
| Specific Rotation[α] | -126° (C=1.5,AcOH) |
| Melt Point(°C) | 229-232°C |
| Molecular Weight | 350.400 g/mol |
| XLogP3 | 2.200 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Exact Mass | 350.209 Da |
| Monoisotopic Mass | 350.209 Da |
| Topological Polar Surface Area | 87.000 Ų |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Complexity | 597.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 6 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
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