Madecassic acid

For Research Use Only.
Category
Terpenes
Cat.No.
NP6277
CAS
18449-41-7
Product Name
Madecassic acid
Structure

Product Details

Description
Madecassic acid is a natural triterpenoid found in the herbs of Centella asiatica (L.) Urban. Madecassic acid has strong metabolic capacity. Madecassic acid is used as a wound-healing, anti-inflammatory and anti-cancer agent.
Synonyms
(1S,2R,4aS,6aS,6bR,8R,8aR,9R,10R,11R,12aR,12bR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid; Urs-12-en-28-oic acid, 2,3,6,23-tetrahydroxy-, (2α,3β,4α,6β)-; Urs-12-en-28-oic acid, 2α,3β,6β,23-tetrahydroxy-; Brahmic acid; (2α,3β,4α,6β)-2,3,6,23-Tetrahydroxyurs-12-en-28-oic acid; 2α,3β,6β,23-Tetrahydroxy-urs-12-en-28-oic acid; 6β-Hydroxyasiatic acid; NSC 88135
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
Molecular Weight
504.70
Molecular Formula
C30H48O6
Canonical SMILES
O=C(O)C12CCC(C)C(C)C2C3=CCC4C5(C)CC(O)C(O)C(C)(CO)C5C(O)CC4(C)C3(C)CC1
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
Boiling Point
641.7±55.0°C at 760 mmHg
Melting Point
265-268°C
Purity
>98%
Density
1.23±0.1 g/cm3(Predicted)
Solubility
Soluble in DMSO (Sparingly), Methanol (Slightly, Heated)
Appearance
White to Pale Red Solid
Storage
Store at 2-8°C
Chemical Properties
White powder
Color
White to Pale Red
Definition
ChEBI: A pentacyclic triterpenoid that is ursane substituted by a carboxy group at position 28 and hydroxy groups at positions 2, 3, 6 and 23 (the 2alpha,3beta,6beta stereoisomer).
Form
Solid
Hazard Class
Xi
HS Code
29389090
pKa
4.63±0.70(Predicted)
Safety Statements
24/25
Uses
wound healing
Our Featured Products
  • Verification code
Online Inquiry
  • Verification code
×
Top
Inquiry Basket