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ASIATICOSIDE

Asiaticoside

CAS: 16830-15-2

Molecular Formula: C48H78O19

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ASIATICOSIDE - Names and Identifiers

Name Asiaticoside
Synonyms Snow Grass Pure Dew
Ba 2742
CENTELASE
Centelase
NSC 166062
CCRIS 8995
Asiaticosid
BRN 0078195
asiaticosid
ASIATICOSIDE
Asiaticoside
Dermatologico
dermatologico
blastoestimulina
Blastoestimulina
Gotu Kola Extract
4-17-00-03627 (Beilstein Handbook Reference)
ranosyl-(1-4)-o-beta-d-glucopyranosyl-(1-6)-o-beta-d-glucopyranosylester
2-alpha,3-beta,23-trihydroxy-urs-12-en-28-oicacio-6-deoxy-alpha-l-mannopy
(O-alpha-L-Rhamnopyranoxyl-(1-4)-O-beta-D-glucopyranosyl-(1-6)-O-beta-D-glucopyranosyl)-2alpha,3beta,23-trihydroxy-12-ursen-28-oat
O-6-Desoxy-alpha-L-mannopyranosyl-(1-4)-O-beta-D-glucopyranosyl-(1-6)-O-beta-D-glucopyranosyl 2alpha,3beta,23-trihydroxy-12-ursen-28-at
2alpha,3beta,23-Trihydroxy-urs-12-en-28-saeure(O-alpha-L-rhamnopyranosyl-(1-4)-O-beta-D-glucopyranosyl-(1-6)-O-beta-D-glucopyranosyl)ester
O-6-Deoxy-alpha-L-mannopyranosyl-(1.4)-O-beta-D-glucopyranosyl-(1.6)-beta-D-glucopyranosyl (2alpha,3beta,4alpha)-2,3,23-trihydroxyurs-12-en-28-oate
Urs-12-en-28-oic acid, 2-alpha,3-beta,23-trihydroxy-, O-6-deoxy-alpha-L-mannopyranosyl-(1-4)-o-beta-D-glucopyranosyl-(1-6)-o-beta-D-glucopyranosyl ester
Urs-12-en-28-oic acid, 2,3,23-trihydroxy-, O-6-deoxy-alpha-L-mannopyranosyl-(1-4)-O-beta-D-glucopyranosyl-(1-6)-beta-D-glucopyranosyl ester, (2alpha,3beta,4alpha)-
CAS 16830-15-2
EINECS 240-851-7
InChI InChI=1/C48H78O16/c1-22-12-17-48(19-18-46(7)25(30(48)23(22)2)10-11-29-45(6)15-9-14-44(4,5)28(45)13-16-47(29,46)8)43(58)64-42-37(56)34(53)32(51)27(62-42)21-59-40-38(57)35(54)39(26(20-49)61-40)63-41-36(55)33(52)31(50)24(3)60-41/h10,22-24,26-42,49-57H,9,11-21H2,1-8H3/t22-,23+,24+,26-,27-,28+,29-,30+,31+,32-,33-,34+,35-,36-,37-,38-,39-,40-,41+,42+,45+,46-,47-,48+/m1/s1

ASIATICOSIDE - Physico-chemical Properties

Molecular FormulaC48H78O19
Molar Mass959.12
Density1.44±0.1 g/cm3(Predicted)
Melting Point235-238°C
Boling Point1017.5±65.0 °C(Predicted)
Specific Rotation(α)D20 -14° (alc)
Water Solubility99mg/L
Solubility DMSO (Slightly), Ethanol (Slightly, Heated, Sonicated), Methanol (Slightly)
Vapor Presure0.001Pa at 160℃
AppearancePale yellow crystal
ColorCrystals
pKa12.50±0.70(Predicted)
Storage Conditionunder inert gas (nitrogen or Argon) at 2-8°C
SensitiveEasily absorbing moisture
Refractive Index1.606
MDLMFCD06642601
Physical and Chemical PropertiesWhite crystalline powder, soluble in water, ethanol, insoluble in ether, chloroform, from Centella asiatica.
UsePromote wound healing, stimulate the growth of granulation, treatment of various skin diseases

ASIATICOSIDE - Risk and Safety

Safety Description24/25 - Avoid contact with skin and eyes.
UN IDsUN 2811 6.1 / PGIII
WGK Germany3
RTECSYU9625000
FLUKA BRAND F CODES1-10
HS Code29389090

ASIATICOSIDE - Reference

Reference
Show more
1. Huang Yiqi, Sun Yajing, Fang Li, et al. Effects of asiaticoside on Proliferation and Collagen Secretion of Human Fibroblasts [J]. Journal of Guangxi University of Traditional Chinese Medicine, 2014, 017(004):P.72-74.
2. Su Yu, Liu Xianbin, Zhang Xiangyu. Effect and mechanism of asiaticoside on ulcerative colitis rats [J]. Sichuan Traditional Chinese Medicine, 2021,39(01):35-38.
3. Guo Jiaqi, Guo Minhui, Kong Songzhi, Lu Sitong, Quan Weiyan, Chen Sipeng, Zhao Tianyang, Sun Haiyang. Preparation of asiaticoside-sodium alginate repair patch and its wound repair effect [J]. Chinese herbal medicine, 2020,51(19):4934-4942.
4. Zhao, Yun, et al. "Effect of centella asiatica on oxidative stress and lipid metabolism in hyperlipidemic animal models." Oxidative Medicine and Cellular Longevity 2014 (2014).https://doi.org/10.1155/2014/154295
5. [IF = 6.543] Zhao Yun et al. "Effect of Centella asiatica on Oxidative Stress and Lipid Metabolism in Hyperlipidemic Animal Models." Oxygen Med Cell Longev. 2014;2014:154295
6. [IF = 3.451] Junyi Zhao et al. "Asiaticoside inhibits TGF-β1-induced mesothelial-mesenchymal transition and oxidative stress via the Nrf2/HO-1 signaling pathway in the human peritoneal mesothelial cell line HMrSV5." Cell Mol Biol Lett. 2020 May 29;25:33
7. [IF = 2.408] Amit Jaisi et al. "Investigation of HIV-1 Viral Protein R Inhibitory Activities of Twelve Thai Medicinal Plants and Their Commercially Available Major Constituents." Chemistry & Biodiversity. 2021 Oct 27

ASIATICOSIDE - Efficacy and role

Open Data Unverified Data

Centella asiatica pure Dew is the main component of Centella asiatica extract, its cold, bitter taste, pungent, return to the liver, spleen, kidney, with heat and dampness, detoxification swelling, hemostasis and pain, the effect of calming the nerves. Commonly used in the treatment of summer heat, sore throat, dysentery, damp-heat jaundice, blood-heat bleeding, boils swelling, bruises and other diseases.

Last Update:2024-04-09 19:43:38

ASIATICOSIDE - Reference Information

plant source: asiatica
LogP0.44 at 22℃
pharmacological effects century asiatica is the dry whole grass or root whole grass of the Umbelliferae plant (Centellaasiatica(L)Urban), also known as Lei Gonggen, horseshoe grass, which can be harvested all the year round and is rich in resources. It has grown in Southeast Asia, Australia, South Africa and tropical Central Africa and has a long history of application in the field of medicine in many countries. The asiatica is cold in nature and bitter in taste. It has the effects of clearing heat and dampness, detoxification and detumescence. It is mainly used for damp-heat jaundice, heatstroke diarrhea, carbuncle swelling poison, and bruises.
asiaticoside (Asiaticoside) belongs to pentacyclic triterpenoids, which has many pharmacological effects such as anti-ulcer, promoting wound healing, anti-tumor, anti-inflammatory, immune regulation, etc. At present, it is mainly used to treat scleroderma and skin trauma and burns.
mechanism of action asiaticoside can act on the nucleus of fibroblasts, reducing the mitotic phase and reducing or missing the nucleolus. With the increase of drug concentration, intracellular DNA synthesis is reduced, cell growth is in an inhibited state, and the inhibition rate can reach up to 73%, suggesting that the mechanism of asiaticoside is to block the proliferation of fibroblasts, so as to reduce the synthesis of collagen and prevent scar hyperplasia.
application asiaticoside (Asiaticoside) is the main component of asiaticoside. the mixture of asiaticoside a and asiaticoside B has pharmacological effects such as promoting wound healing, anti-wrinkle, anti-inflammatory, anti-depression and promoting intelligence. Comparing the pharmacological effects of asiaticoside on promoting wound healing and treating scars, it can be found that the anti-inflammatory, anti-depressant, and intelligence-promoting pharmacological effects of asiaticoside A and asiaticoside B may play a major role.
preparation method weigh 500g of crushed snow grass powder, soak it in 2500ml of 75% ethanol aqueous solution, extract it by ultrasonic wave for 4 times at 50 ℃ for 1 hour each time, and concentrate the filtrate under reduced pressure to obtain 20.5g of extract. Dissolve the extract with 200ml of water, and extract it for 3 times with petroleum ether of the equal volume of the extract aqueous solution, the lower phase aqueous solution is then extracted 4 times with equal volume of ethyl acetate, and the lower phase aqueous solution is collected. The volume ratio of n-butanol and ethyl acetate of the same volume of the pooled lower phase aqueous solution is 1: 1 mixed solvent for extraction for 3 times, the upper phase extract is combined, the activated carbon decolorized extract is used, and the decolorized extract is concentrated under reduced pressure to obtain the total glucoside of centella asiatica 7.3g; Add 10 times the amount of methanol to dissolve the total glucoside of centella asiatica, filter, concentrate the filtrate, and recrystallize with an ethanol aqueous solution with a mass concentration of 90% at room temperature, the purity is 90% and the yield is 0.66%.
use promote wound healing, stimulate granulation growth, treat various skin diseases
promote wound healing, stimulate granulation growth, treat various skin diseases.
category toxic substances
flammability hazard characteristics combustible; combustion produces stimulating smoke
storage and transportation characteristics ventilation and low temperature drying
fire extinguishing agent dry powder, foam, sand, carbon dioxide, mist water
Last Update:2024-04-09 21:11:58
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View History
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