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Madecassic acid - analytical standard,98%, high purity , CAS No.18449-41-7

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Item Number
M110189
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M110189-20mg
20mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$136.90

Triterpenoid compound extracted from Centella asiatica with multiple biological activites

Basic Description

Synonyms Madecassic acid | ORISTRACT MDA | Brahmic acid | 6beta-hydroxyasiatic acid | UNII-M7O1N24J82 | CHEBI:73058
Specifications & Purity analytical standard, ≥98%
Biochemical and Physiological Mechanisms Triterpenoid compound extracted from Centella asiatica with multiple biological activites. Non-competive cytochrome P450 (CYP) inhibitor (K i values are 34.1 and 49.7µM for CYP2C9 and CYP2D6 respectively). Inhibits LPS-induced NFκB activity.
Storage Temp Store at 2-8°C,Protected from light
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade analytical standard
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Prenol lipids
Subclass Triterpenoids
Intermediate Tree Nodes Not available
Direct Parent Triterpenoids
Alternative Parents 7-alpha-hydroxysteroids  12-beta-hydroxysteroids  Secondary alcohols  Cyclic alcohols and derivatives  Polyols  Monocarboxylic acids and derivatives  Carboxylic acids  Primary alcohols  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic homopolycyclic compounds
Substituents Triterpenoid - 12-hydroxysteroid - Hydroxysteroid - 12-beta-hydroxysteroid - 7-hydroxysteroid - 7-alpha-hydroxysteroid - Steroid - Cyclic alcohol - Secondary alcohol - Polyol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Primary alcohol - Organooxygen compound - Organic oxide - Organic oxygen compound - Alcohol - Carbonyl group - Hydrocarbon derivative - Aliphatic homopolycyclic compound
Description This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
External Descriptors monocarboxylic acid - tetrol - pentacyclic triterpenoid

Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)
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PTPN2 Tchem T-cell protein-tyrosine phosphatase (1317 Activities)
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A498 (42825 Activities)
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ACHN (49357 Activities)
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CAKI-1 (44928 Activities)
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CCRF-CEM (65223 Activities)
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COLO 205 (50209 Activities)
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DU-145 (51482 Activities)
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HT-29 (80576 Activities)
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K562 (73714 Activities)
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KM12 (47707 Activities)
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M14 (47487 Activities)
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MCF7 (126967 Activities)
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MDA-MB-468 (9477 Activities)
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MOLT-4 (49676 Activities)
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OVCAR-3 (48710 Activities)
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OVCAR-4 (44535 Activities)
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OVCAR-5 (45555 Activities)
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OVCAR-8 (47708 Activities)
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PC-3 (62116 Activities)
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RPMI-8226 (44974 Activities)
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RXF 393 (41971 Activities)
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SF-295 (48000 Activities)
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SK-MEL-2 (46422 Activities)
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SK-MEL-28 (48833 Activities)
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SK-MEL-5 (47095 Activities)
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SK-OV-3 (52876 Activities)
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SN12C (47755 Activities)
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SNB-19 (46794 Activities)
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TK-10 (45540 Activities)
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U-251 (51189 Activities)
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UACC-257 (46019 Activities)
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UACC-62 (47335 Activities)
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UO-31 (46270 Activities)
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786-0 (47912 Activities)
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A549 (127892 Activities)
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NCI/ADR-RES (33767 Activities)
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T47D (39041 Activities)
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EKVX (44102 Activities)
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NCI-H322M (45589 Activities)
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HCC 2998 (41480 Activities)
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HCT-116 (91556 Activities)
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HOP-92 (41141 Activities)
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Hs-578T (29457 Activities)
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NCI-H460 (60772 Activities)
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SF-268 (49410 Activities)
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IGROV-1 (47897 Activities)
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LOX IMVI (44321 Activities)
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HOP-62 (47048 Activities)
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MDA-MB-435 (38290 Activities)
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Associated Targets(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)
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Pseudomonas aeruginosa (123386 Activities)
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B103 cell line (42 Activities)
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PYGM Glycogen phosphorylase, muscle form (1331 Activities)
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cyaC Adenylate cyclase (6 Activities)
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RHO Rhodopsin (27 Activities)
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BCHE Cholinesterase (8742 Activities)
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Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (1S,2R,4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11R,12aR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
INCHI InChI=1S/C30H48O6/c1-16-9-10-30(25(35)36)12-11-28(5)18(22(30)17(16)2)7-8-21-26(3)13-20(33)24(34)27(4,15-31)23(26)19(32)14-29(21,28)6/h7,16-17,19-24,31-34H,8-15H2,1-6H3,(H,35,36)/t16-,17+,19-,20-,21-,22+,23-,24+,26-,27+,28-,29-,30+/m1/s1
InChIKey PRAUVHZJPXOEIF-AOLYGAPISA-N
Smiles CC1CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(C(C5(C)CO)O)O)C)O)C)C2C1C)C)C(=O)O
Isomeric SMILES C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(C[C@H]([C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)O)C)[C@@H]2[C@H]1C)C)C(=O)O
Molecular Weight 504.71
Reaxy-Rn 2713234
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2713234&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

5 results found

Lot Number Certificate Type Date Item
B2527432 Certificate of Analysis Dec 17, 2024 M110189
B2527433 Certificate of Analysis Dec 17, 2024 M110189
B2527434 Certificate of Analysis Dec 17, 2024 M110189
D23061729 Certificate of Analysis Jan 13, 2023 M110189
I2207878 Certificate of Analysis Jun 01, 2022 M110189

Chemical and Physical Properties

Sensitivity Light sensitive
Molecular Weight 504.700 g/mol
XLogP3 4.400
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 2
Exact Mass 504.345 Da
Monoisotopic Mass 504.345 Da
Topological Polar Surface Area 118.000 Ų
Heavy Atom Count 36
Formal Charge 0
Complexity 963.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 13
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Solution Calculators

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