logo
;

asiaticoside

antioxidants
2D:
3D:
CAS Number: 16830-15-2
ECHA EC Number: 240-851-7
FDA UNII: PKO39VY215
Category: antioxidants
IUPAC Name: asiaticoside
InChI : InChI=1/C48H78O19/c1-20-10-13-48(15-14-46(6)23(29(48)21(20)2)8-9-28-44(4)16-24(51)39(60)45(5,19-50)27(44)11-12-47(28,46)7)43(61)67-42-36(58)33(55)31(53)26(65-42)18-62-40-37(59)34(56)38(25(17-49)64-40)66-41-35(57)32(54)30(52)22(3)63-41/h8,20-22,24-42,49-60H,9-19H2,1-7H3
Std.InChI: InChI=1S/C48H78O19/c1-20-10-13-48(15-14-46(6)23(29(48)21(20)2)8-9-28-44(4)16-24(51)39(60)45(5,19-50)27(44)11-12-47(28,46)7)43(61)67-42-36(58)33(55)31(53)26(65-42)18-62-40-37(59)34(56)38(25(17-49)64-40)66-41-35(57)32(54)30(52)22(3)63-41/h8,20-22,24-42,49-60H,9-19H2,1-7H3
InChIKey : WYQVAPGDARQUBT-UHFFFAOYAB
Std.InChIKey: WYQVAPGDARQUBT-UHFFFAOYSA-N
SMILES : CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1C)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)O)O)O)O
MDL: MFCD06642601
Molar Refractivity : 236.19 ± 0.4 cm3 (est)
Parachor : 1969.1 ± 6.0 cm3 (est)
Index of Refraction : 1.629 ± 0.03 (est)
Surface Tension : 77.2 ± 5.0 dyne/cm (est)
Density : 1.44 ± 0.1 g/cm3 (est)
Polarizability : 93.63 ± 0.5 10-24cm3 (est)

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search

Physical Properties:

Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point:1000.00 °C. @ 760.00 mm Hg (est)
Flash Point: 551.00 °F. TCC ( 288.20 °C. ) (est)
logP (o/w): 0.089 (est)
Soluble in:
water, 1.132 mg/L @ 25 °C (est)

Safety Information:

Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in Use Information:

Category:
antioxidants
Recommendation for asiaticoside usage levels up to:
not for fragrance use.
Recommendation for asiaticoside flavor usage levels up to:
not for flavor use.

Safety References:

EPI System: View
ClinicalTrials.gov:search
Daily Med:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :108062
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
[6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 10,11-dihydroxy-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-carboxylate
Chemidplus:0016830152

References:

[6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 10,11-dihydroxy-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-carboxylate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):108062
Pubchem (sid):135065643

Other Information:

Potential Blenders and core components :

None Found

Potential Uses:

additives

Occurrence (nature, food, other):

pennywort asiatic pennywort
Search Trop Picture

Synonyms:

asiaticosid
blastoestimulina
centelase
dermatologico
[6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 10,11-dihydroxy-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-carboxylate
emdecassol
madecassol

Articles:

Google Patents:Derivatives of asiaticoside and their process of preparation
PubMed:Asiaticoside Inhibits TNF-α-Induced Endothelial Hyperpermeability of Human Aortic Endothelial Cells.
PubMed:The potential of asiaticoside for TGF-β1/Smad signaling inhibition in prevention and progression of hypoxia-induced pulmonary hypertension.
PubMed:Asiaticoside attenuates the effects of spinal cord injury through antioxidant and anti‑inflammatory effects, and inhibition of the p38‑MAPK mechanism.
PubMed:Nerve Protective Effect of Asiaticoside against Ischemia-Hypoxia in Cultured Rat Cortex Neurons.
PubMed:Hippocampal BDNF signaling restored with chronic asiaticoside treatment in depression-like mice.
PubMed:Chitosan-aluminum monostearate composite sponge dressing containing asiaticoside for wound healing and angiogenesis promotion in chronic wound.
PubMed:Medicinal value of asiaticoside for Alzheimer's disease as assessed using single-molecule-detection fluorescence correlation spectroscopy, laser-scanning microscopy, transmission electron microscopy, and in silico docking.
PubMed:Asiaticoside attenuates diabetes-induced cognition deficits by regulating PI3K/Akt/NF-κB pathway.
PubMed:Neuroprotective effects of Asiaticoside.
PubMed:Study of the cytotoxicity of asiaticoside on rats and tumour cells.
PubMed:Production of asiaticoside from centella (Centella asiatica L. Urban) cells in bioreactor.
PubMed:Effects of asiaticoside on levels of podocyte cytoskeletal proteins and renal slit diaphragm proteins in adriamycin-induced rat nephropathy.
PubMed:Asiaticoside, a component of Centella asiatica, inhibits melanogenesis in B16F10 mouse melanoma.
PubMed:[Biochemical regulatory mechanism of asiaticoside in preventing and treating stent restenosis].
PubMed:Asiaticoside induces type I collagen synthesis and osteogenic differentiation in human periodontal ligament cells.
PubMed:[Effect of algorithms for calibration set selection on quantitatively determining asiaticoside content in Centella total glucosides by near infrared spectroscopy].
PubMed:Combination treatment with asiaticoside and rapamycin: A new hope for in-stent restenosis.
PubMed:Asiaticoside attenuates memory impairment induced by transient cerebral ischemia-reperfusion in mice through anti-inflammatory mechanism.
PubMed:Asiaticoside attenuates lipopolysaccharide-induced acute lung injury via down-regulation of NF-κB signaling pathway.
PubMed:Asiaticoside enhances normal human skin cell migration, attachment and growth in vitro wound healing model.
PubMed:[Analysis on preparation and characterization of asiaticoside-loaded flexible nanoliposomes].
PubMed:Improved in vitro and in vivo collagen biosynthesis by asiaticoside-loaded ultradeformable vesicles.
PubMed:Asiaticoside, a trisaccaride triterpene induces biochemical and molecular variations in brain of mice with parkinsonism.
PubMed:Growth and asiaticoside production in multiple shoot cultures of a medicinal herb, Centella asiatica (L.) Urban, under the influence of nutrient manipulations.
PubMed:Antipyretic and anti-inflammatory effects of asiaticoside in lipopolysaccharide-treated rat through up-regulation of heme oxygenase-1.
PubMed:Prophylactic effects of asiaticoside-based standardized extract of Centella asiatica (L.) Urban leaves on experimental migraine: Involvement of 5HT1A/1B receptors.
PubMed:Effect of Agrobacterium rhizogenes and elicitation on the asiaticoside production in cell cultures of Centella asiatica.
PubMed:[Simultaneous determination of madecassoside, asiaticoside and their aglycones in Centella asiatica (L.) urban extracts by RP-HPLC].
PubMed:Asiaticoside: attenuation of neurotoxicity induced by MPTP in a rat model of Parkinsonism via maintaining redox balance and up-regulating the ratio of Bcl-2/Bax.
PubMed:Effect of asiaticoside on 99mTc-tetrofosmin and 99mTc-sestamibi uptake in MCF-7 cells.
PubMed:Anti-diabetic effect of a combination of andrographolide-enriched extract of Andrographis paniculata (Burm f.) Nees and asiaticoside-enriched extract of Centella asiatica L. in high fructose-fat fed rats.
PubMed:Asiaticoside induces tumour-necrosis-factor-α-mediated nitric oxide production to cure experimental visceral leishmaniasis caused by antimony-susceptible and -resistant Leishmania donovani strains.
PubMed:A rapid one-step immunochromatographic assay for the detection of asiaticoside.
PubMed:Asiaticoside suppresses collagen expression and TGF-β/Smad signaling through inducing Smad7 and inhibiting TGF-βRI and TGF-βRII in keloid fibroblasts.
PubMed:Beneficial effects of asiaticoside on cognitive deficits in senescence-accelerated mice.
PubMed:In vitro inhibitory effects of asiaticoside and madecassoside on human cytochrome P450.
PubMed:Induction of root colonization by Piriformospora indica leads to enhanced asiaticoside production in Centella asiatica.
PubMed:[The cellular and molecular mechanism of inhibitory effect of asiaticoside on capsular contracture following breast augmentation].
PubMed:Isolation and identification of an anti-hepatitis B virus compound from Hydrocotyle sibthorpioides Lam.
PubMed:Protective effects of asiaticoside on septic lung injury in mice.
PubMed:[Protective effects of asiaticoside on sepsis-induced acute kidney injury in mice].
PubMed:Preparation of a specific monoclonal antibody to asiaticoside for the development of an enzyme-linked immunosorbent assay.
PubMed:In vitro biological evaluation of electrospun cellulose acetate fiber mats containing asiaticoside or curcumin.
PubMed:Protective effects of Asiaticoside on acute liver injury induced by lipopolysaccharide/D-galactosamine in mice.
PubMed:Effect of asiaticoside on hypertrophic scar in the rabbit ear model.
PubMed:[Effect of asiaticoside on the expression of transforming growth factor-beta mRNA and matrix metalloproteinases in hypertrophic scars].
PubMed:[Asiaticoside inducing apoptosis of tumor cells and enhancing anti-tumor activity of vincristine].
PubMed:Facilitating action of asiaticoside at low doses on burn wound repair and its mechanism.
PubMed:Effects of asiaticoside on the expression of Smad protein by normal skin fibroblasts and hypertrophic scar fibroblasts.
PubMed:Asiaticoside induces human collagen I synthesis through TGFbeta receptor I kinase (TbetaRI kinase)-independent Smad signaling.
PubMed:Hydrophobic chitosan sponges modified by aluminum monostearate and dehydrothermal treatment as sustained drug delivery system.
PubMed:Stimulation of asiaticoside accumulation in the whole plant cultures of Centella asiatica (L.) urban by elicitors.
PubMed:[Effects of Asiaticoside on hypertrophic scars in a nude mice model].
PubMed:Anxiolytic-like effect of asiaticoside in mice.
PubMed:[Effects of asiaticoside on cell proliferation and Smad signal pathway of hypertrophic scar fibroblasts].
PubMed:Enrichment and purification of madecassoside and asiaticoside from Centella asiatica extracts with macroporous resins.
PubMed:Antidepressant-like effect of asiaticoside in mice.
PubMed:In vitro and in vivo wound healing activity of asiaticoside isolated from Centella asiatica.
PubMed:[Near-infrared spectroscopy technology for online monitoring of the column separation and purification process of active components of Centella asiatica L. Urban].
PubMed:[Preparation of asiaticoside and madecassoside from the extract of Centella asiatica (L.) Urb using preparative high performance liquid chromatography].
PubMed:Enhanced production of asiaticoside from hairy root cultures of Centella asiatica (L.) Urban elicited by methyl jasmonate.
PubMed:Dermal fibroblast-associated gene induction by asiaticoside shown in vitro by DNA microarray analysis.
PubMed:Column-switching high-performance liquid chromatographic assay for determination of asiaticoside in rat plasma and bile with ultraviolet absorbance detection.
PubMed:Asiaticoside-induced elevation of antioxidant levels in healing wounds.
PubMed:[Comparative activity of asiaticoside and madecassoside on type I and III collagen synthesis by cultured human fibroblasts].
PubMed:Asiaticoside induction for cell-cycle progression, proliferation and collagen synthesis in human dermal fibroblasts.
PubMed:Matrix metalloproteinase, hyaluronidase and elastase inhibitory potential of standardized extract of Centella asiatica.
PubMed:Evaluation of anxiolytic properties of Gotukola--(Centella asiatica) extracts and asiaticoside in rat behavioral models.
PubMed:Evaluation of transdermal delivery of nanoemulsions in ex vivo porcine skin using two-photon microscopy and confocal laser-scanning microscopy.
PubMed:Evaluation of the effects of a preparation containing asiaticoside on periocular wrinkles of human volunteers.
PubMed:Cloning of a cDNA probably encoding oxidosqualene cyclase associated with asiaticoside biosynthesis from Centella asiatica (L.) Urban.
PubMed:Influence of asiatic acid, madecassic acid, and asiaticoside on human collagen I synthesis.
PubMed:[Effects of asiaticoside on the balance of inflammatory factors of mouse's acute lung injury induced by LPS].
PubMed:Protective effects of asiaticoside derivatives against beta-amyloid neurotoxicity.
PubMed:Chemical constitution of asiaticoside.
PubMed:Electrospun gelatin fiber mats containing a herbal-Centella asiatica-extract and release characteristic of asiaticoside.
PubMed:Inhibitory effects of Centella asiatica water extract and asiaticoside on inducible nitric oxide synthase during gastric ulcer healing in rats.
PubMed:The healing effects of Centella extract and asiaticoside on acetic acid induced gastric ulcers in rats.
PubMed:Separation mechanism of oleanane and ursane pentacyclic triterpenoid isomers by coordination chromatography.
PubMed:Metabolomic analysis of methyl jasmonate-induced triterpenoid production in the medicinal herb Centella asiatica (L.) urban.
PubMed:Formulation, standardization and pharmacological studies of Saraswataristam: a polyhedral preparation.
PubMed:Centella asiatica in dermatology: an overview.
PubMed:[First tests on the action of asiaticoside on lupus erythematosus and certain lesions produced by the bacilli of Koch and Hansen].
PubMed:Identification of Major Active Ingredients Responsible for Burn Wound Healing of Centella asiatica Herbs.
PubMed:A trial of asiaticoside on skin graft donor areas.
PubMed:[Action of a pentacyclic triterpenoid, asiaticoside, isolated from Hydrocotyle masagascariensis or Centella asiatica, against gastric ulceration in the Wistar rat exposed to cold at 2 degrees C].
PubMed:Biochemistry of the effects of asiaticoside on human polymorphonuclear leukocytes.
PubMed:Studies on the mechanism of action of asiaticoside (Madecassol) on experimental granulation tissue and cultured fibroblasts and its clinical application in systemic scleroderma.
PubMed:The metabolism of asiatic acid,-madecassic acid and asiaticoside in the rat.
PubMed:[Contact allergy to asiaticoside. Preliminary note].
PubMed:[The use of asiaticoside in the repair of losses of substance and the subsequent covering with autoplastic grafts].
PubMed:The effect of asiaticoside on guinea pig skin.
PubMed:Effect of asiaticoside on wound healing in the rat.
PubMed:[Asiaticoside and cicatrization of episiotomies].
PubMed:[THE USE OF ASIATICOSIDE IN TRAUMATOLOGY].
PubMed:[ASIATICOSIDE AS A CICATRIZING AGENT IN ULCERATIONS].
PubMed:[ANTHRONE DETERMINATION OF THE ASIATICOSIDE ISOLATED FROM CENTELLA ASIATICA BY QUANTITATIVE CHROMATOGRAPHY ON THIN LAYERS OF GLASS POWDER].
PubMed:[Healing activity of asiaticoside in obstetrical injuries of the perineum].
PubMed:[Use of asiaticoside in the treatment of bedsores].
PubMed:[Some observations on the use of asiaticoside (Madecassol) in general surgery].
PubMed:Treatment of keloid with asiaticoside.
PubMed:[Clinical results of an asiaticoside in cutaneous ulcerous lesions].
PubMed:[The therapeutic action of asiaticoside in colposcopically diagnosed ectopias].
PubMed:[Asiaticoside and experimental fractures].
PubMed:[On the action of asiaticoside in experimental gastric lesions induced by phenylchinolincarbonic acid].
PubMed:[The therapeutic action of asiaticoside in the dermatological field].
PubMed:[Asiaticoside in the treatment of ulcers in lepers].
PubMed:Drug interaction between asiaticoside and some anti-inflammatory drugs in wound healing of the rat.
PubMed:Treatment of ulcer bladder with asiaticoside.
PubMed:Local asiaticoside in the treatment of ulcers & wounds of the cornea.
PubMed:[Action of asiaticoside (pentacyclic triterpene) extracted from Hydrocotyle madagascariensis on duodenal ulcers induced with mercaptoethylamine in male Wistar rats].
PubMed:Reticuloses and epidermal tumors in hairless mice after topical skin applications of cantharidin and asiaticoside.
PubMed:The effect of asiaticoside on pig skin in organ culture.
PubMed:The morphological and pharmacological effects of asiaticoside upon skin in vitro and in vivo.
PubMed:Effect of asiaticoside (Madecassol) on the healing process in cataract surgical wounds and retinal detachment operations (clinical and experimental study).
PubMed:[Oxygen dressings and asiaticoside in the treatment of burns].
PubMed:[CLINICAL CONTRIBUTION ON THE USE OF ASIATICOSIDE IN UROLOGIC DISEASES].
PubMed:[CUTANEOUS ENZYMATIC ACTIVITY IN THE PROCESSES OF REGENERATION. I. EFFECT OF ASIATICOSIDE ON LEUCINE AMINOPEPTIDASE (LAP) AND THE SULFHYDRYL GROUPS IN NORMAL SUBJECTS].
PubMed:[Perineal lesions and asiaticoside].
PubMed:[Anthrone determination of asiaticoside, ester-oside of Centella asiatica].
PubMed:[The use of asiaticoside in ulcerative corneal diseases].
PubMed:[Asiaticoside in the therapy of cervical lesions of non-neoplastic nature].
PubMed:[Effect of asiaticoside on the plasma level and urinary elimination of amino acids].
PubMed:[Use of asiaticoside in radiotherapy].
PubMed:[Treatment of stubborn ulcers of the lower extremities with Asiaticoside (Centella asiatica)].
PubMed:[On the use in pathological corneal ulcerations of a new general cicatrizant: asiaticoside or madecassol L.N].
PubMed:[Research on the hormonal action of a triterpene of the amyrine series (asiaticoside)].
PubMed:[Asiaticoside; active constituent of Centella asiatica, initiating agent of the new growth in the early stage of cicatrization of skin ulcers].
PubMed:[Asiaticoside extracted from Centella asiatica and its therapeutic uses in cicatrization of experimental and refractory wounds (leprosy, cutaneous tuberculosis and lupus)].
PubMed:[Chemical constitution of asiaticoside and especially of asiatic acid. VI. Inclusion of asiatic acid in the alpha-amyrine series].
PubMed:Production of polyclonal antibody against madecassoside and development of immunoassay methods for analysis of triterpene glycosides in Centella asiatica.
PubMed:Seasonal Variation of Triterpenes and Phenolic Compounds in Australian Centella asiatica (L.) Urb.
PubMed:Factors affecting the content of pentacyclic triterpenes in Centella asiatica raw materials.
PubMed:Protective effect of centella triterpene saponins against cyclophosphamide-induced immune and hepatic system dysfunction in rats: its possible mechanisms of action.
PubMed:A new ursane-type triterpenoid glycoside from Centella asiatica leaves modulates the production of nitric oxide and secretion of TNF-α in activated RAW 264.7 cells.
PubMed:Synthesis and evaluation of asiatic acid derivatives as anti-fibrotic agents: structure/activity studies.
PubMed:Molecular signalings in keloid disease and current therapeutic approaches from natural based compounds.
PubMed:Centelloside accumulation in leaves of Centella asiatica is determined by resource partitioning between primary and secondary metabolism while influenced by supply levels of either nitrogen, phosphorus or potassium.
PubMed:Potential role of natural compounds against skin aging.
PubMed:In vitro effect of important herbal active constituents on human cytochrome P450 1A2 (CYP1A2) activity.
PubMed:Tocotrienol-rich fraction, [6]-gingerol and epigallocatechin gallate inhibit proliferation and induce apoptosis of glioma cancer cells.
PubMed:Medicinal plants and their natural components as future drugs for the treatment of burn wounds: an integrative review.
PubMed:Separation rule of oleanane and ursane pentacyclic triterpenoids isomers from nature plants by coordination chromatography.
PubMed:Morphological, chemical and molecular characterization of Centella asiatica germplasms for commercial cultivation in the Indo-Gangetic plains.
PubMed:Anxiolytic effects of standardized extract of Centella asiatica (ECa 233) after chronic immobilization stress in mice.
PubMed:Formulation, standardization and pharmacological studies of Saraswataristam: a polyhedral preparation.
PubMed:New 9, 19-cycloartane triterpenoid from the root of Cimicifuga foetida.
PubMed:Glycoside-bearing liposomal delivery systems against macrophage-associated disorders involving Mycobacterium leprae and Mycobacterium tuberculosis.
PubMed:In vitro modulatory effects on three major human cytochrome P450 enzymes by multiple active constituents and extracts of Centella asiatica.
PubMed:Triterpenoid saponins from the stem barks of Schefflera heptaphylla.
PubMed:[Inhibitiory action of asiaiticoside on collagen-induced arthritis in mice].
PubMed:Discrimination of three Pegaga (Centella) varieties and determination of growth-lighting effects on metabolites content based on the chemometry of 1H nuclear magnetic resonance spectroscopy.
PubMed:The comparative steady-state bioavailability of the active ingredients of Madecassol.
PubMed:Centella asiatica attenuates the neurobehavioral, neurochemical and histological changes in transient focal middle cerebral artery occlusion rats.
PubMed:Centella asiatica in cosmetology.
PubMed:Two new triterpene glycosides from Centella asiatica.
PubMed:Titrated extract of Centella asiatica provides a UVB protective effect by altering microRNA expression profiles in human dermal fibroblasts.
PubMed:Antipsoriatic activity and cytotoxicity of ethanolic extract of Nigella sativa seeds.
PubMed:Cytotoxic cycloartane triterpene saponins from Actaea asiatica.
PubMed:
CONTENTS
Copyright © 2023 All Rights Reserved