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

Specifications

Sinónimos

Especificaciones y pureza

Moligand™, ≥98%

Mecanismos bioquímicos y fisiológicos

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

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Grado

Moligand™

Tipo de acción

AGONIST

Mecanismo de acción

Agonist of TAS2R46;Agonist of TAS2R50;Agonist of TAS2R8

Pureza

≥98%

Nombres e identificadores

Pubchem Sid	488195335
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/488195335
Sonrisas canónicas	CC12CCC(C(C1CCC(=C)C2CC=C3C(COC3=O)O)(C)CO)O
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
InChIKey	BOJKULTULYSRAS-OTESTREVSA-N
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
Isómeros 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 Alemania	3
RTECS	LU3490750
CAS alternativo	5508-58-7
Términos de entrada MeSH	17-hydro-9-dehydro-andrographolide;andrographolide;isoandrographolide
Peso molecular	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=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

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📊 Datasheet

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🔬 Specification Sheet

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Advanced Data

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organoheterocyclic compounds
  - Clase Lactones
    - Subclass Gamma butyrolactones

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Clase	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
Descripción	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
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

Estructura 3D

Objetivos asociados (humanos)

TAS2R8 Tchem Taste receptor type 2 member 8 (0 Activities)

Discover Target: TAS2R8

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

TAS2R46 Tchem Taste receptor type 2 member 46 (0 Activities)

Discover Target: TAS2R46

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

TAS2R50 Tchem Taste receptor type 2 member 50 (0 Activities)

Discover Target: TAS2R50

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

MGAM Tclin Maltase-glucoamylase (654 Activities)

Discover Target: MGAM

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

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

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

NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

Discover Target: NR1H4

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

STAT3 Tchem Signal transducer and activator of transcription 3 (3313 Activities)

Discover Target: STAT3

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

NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 Activities)

Discover Target: NFKB1

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

NOS3 Tchem Nitric-oxide synthase, endothelial (1452 Activities)

Discover Target: NOS3

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

GBA3 Tbio Beta-glucosidase cytosolic (63 Activities)

Discover Target: GBA3

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

AKT1 Tchem Serine/threonine-protein kinase AKT (9192 Activities)

Discover Target: AKT1

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

NFKBIA Tchem NF-kappaB inhibitor alpha (187 Activities)

Discover Target: NFKBIA

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

5637 (630 Activities)

Lot Number	Certificate Type	Fecha	Articulo
F2209088	Certificate of Analysis	Mar 11, 2026	A101649
K2125551	Certificate of Analysis	Sep 08, 2025	A101649
E2114079	Certificate of Analysis	Feb 07, 2025	A101649
D2303466	Certificate of Analysis	Feb 13, 2023	A101649
F2527058	Certificate of Analysis	Feb 13, 2023	A101649
D2303469	Certificate of Analysis	Feb 13, 2023	A101649
A2608067	Certificate of Analysis	Feb 13, 2023	A101649
D2303465	Certificate of Analysis	Feb 13, 2023	A101649
D2303464	Certificate of Analysis	Feb 13, 2023	A101649
D2303462	Certificate of Analysis	Feb 13, 2023	A101649
D2303461	Certificate of Analysis	Feb 13, 2023	A101649
D2303440	Certificate of Analysis	Feb 13, 2023	A101649
D2303438	Certificate of Analysis	Feb 13, 2023	A101649
F2209068	Certificate of Analysis	May 21, 2022	A101649
F2209080	Certificate of Analysis	May 21, 2022	A101649
B2321253	Certificate of Analysis	May 21, 2022	A101649
G1813060	Certificate of Analysis	May 10, 2022	A101649

Solubilidad	Solvent:DMSO, Max Conc. mg/mL: 35.05, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 3.5, Max Conc. mM: 10
Rotación específica [α]	-126° (C=1.5,AcOH)
Punto de fusión (°C)	229-232°C
Peso molecular	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 Å²
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

Andrographolide - Moligand™, ≥98% , Agonist of TAS2R46;Agonist of TAS2R50;Agonist of TAS2R8, CAS No.5508-58-7, Agonist of TAS2R46;Agonist of TAS2R50;Agonist of TAS2R8

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Literature proof

Descripción general

Specifications

Documentation

📋 Safety Data Sheet (SDS)

✅ Certificate of Analysis (COA)

📊 Datasheet

🔬 Specification Sheet

Advanced Data

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