| Name: | (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid |
| CAS Number: | 510-30-5 |  3D/inchi
|
| ECHA EINECS - REACH Pre-Reg: | 208-112-3 |
| FDA UNII: | L4DUW10YOF |
| Nikkaji Web: | J14.013I |
| XlogP3-AA: | 6.90 (est) |
| Molecular Weight: | 472.70936000 |
| Formula: | C30 H48 O4 |
| BioActivity Summary: | listing |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Boiling Point: | 585.00 °C. @ 760.00 mm Hg (est)
|
| Flash Point: | 611.00 °F. TCC ( 321.60 °C. ) (est)
|
| logP (o/w): | 7.580 (est) |
| Soluble in: |
| | water, 0.00396 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
| |
| 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
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| Dermal Toxicity: |
|
Not determined
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| Inhalation Toxicity: |
|
Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for echinocystic acid usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for echinocystic acid flavor usage levels up to: |
| | not for flavor use.
|
Safety References:
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :73309 |
| National Institute of Allergy and Infectious Diseases:Data |
| (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid |
| Chemidplus:0000510305 |
References:
| | (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 73309 |
| Pubchem (sid): | 135030427 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,10- | dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid | | (3beta,16alpha)-3,16- | dihydroxyolean-12-en-28-oic acid |
Articles:
| PubMed:Antityphoid and radical scavenging properties of the methanol extracts and compounds from the aerial part of Paullinia pinnata. |
| PubMed:Antimicrobial steroidal saponin and oleanane-type triterpenoid saponins from Paullinia pinnata. |
| PubMed:A strategy for characterization of triterpene saponins in Caulophyllum robustum hairy roots by liquid chromatography with electrospray ionization quadrupole time-of-flight mass spectrometry. |
| PubMed:Echinocystic acid, isolated from Gleditsia sinensis fruit, protects endothelial progenitor cells from damage caused by oxLDL via the Akt/eNOS pathway. |
| PubMed:Deciphering molecular mechanism underlying hypolipidemic activity of echinocystic Acid. |
| PubMed:Development of bivalent oleanane-type triterpenes as potent HCV entry inhibitors. |
| PubMed:Chemical constituents of aerial parts and roots of Pycnanthemum flexuosum. |
| PubMed:Synthesis and anti-HCV entry activity studies of β-cyclodextrin-pentacyclic triterpene conjugates. |
| PubMed:[Triterpene compounds of Ainsliaea yunnanensis]. |
| PubMed:Caspicaosides E-K, triterpenoid saponins and cytotoxic acylated saponins from fruits of Gleditsia caspica Desf. |
| PubMed:Chemical fingerprinting and quantitative analysis of two common Gleditsia sinensis fruits using HPLC-DAD. |
| PubMed:Two new noroleanane-type triterpene saponins from the methanol extract of Salicornia herbacea. |
| PubMed:Echinocystic acid isolated from Eclipta prostrata suppresses lipopolysaccharide-induced iNOS, TNF-α, and IL-6 expressions via NF-κB inactivation in RAW 264.7 macrophages. |
| PubMed:Two new triterpenoid saponins from the leaves of Aralia elata. |
| PubMed:Development of oleanane-type triterpenes as a new class of HCV entry inhibitors. |
| PubMed:Elucidation of the pharmacophore of echinocystic acid, a new lead for blocking HCV entry. |
| PubMed:Triterpene glucosides from the leaves of Aralia elata and their cytotoxic activities. |
| PubMed:Inhibitory effect of echinocystic acid on 12-O-tetradecanoylphorbol-13-acetate-induced dermatitis in mice. |
| PubMed:Echinocystic acid, a metabolite of lancemaside A, inhibits TNBS-induced colitis in mice. |
| PubMed:Studies on cytotoxic triterpene saponins from the leaves of Aralia elata. |
| PubMed:Lancemaside A isolated from Codonopsis lanceolata and its metabolite echinocystic acid ameliorate scopolamine-induced memory and learning deficits in mice. |
| PubMed:Effect of methionine on production of naphthoquinones in Impatiens balsamina root cultures and detection of some secondary metabolites. |
| PubMed:Bio-assay guided isolation of alpha-glucosidase inhibitory constituents from Eclipta alba. |
| PubMed:Chemical investigation of saponins from twelve annual Medicago species and their bioassay with the brine shrimp Artemia salina. |
| PubMed:Echinocystic acid ameliorates lung inflammation in mice and alveolar macrophages by inhibiting the binding of LPS to TLR4 in NF-κB and MAPK pathways. |
| PubMed:Cytotoxic triterpene saponins from the leaves of Aralia elata. |
| PubMed:Triterpenoid glycosides from the leaves of two cultivars of Medicago polymorpha L. |
| PubMed:Cytotoxic oleanane-type saponins from Albizia inundata. |
| PubMed:Schefflerins A-G, new triterpene glucosides from the leaves of Schefflera arboricola. |
| PubMed:Cytotoxic triterpenoid saponins acylated with monoterpenic acids from fruits of Gleditsia caspica Desf. |
| PubMed:Echinocystic acid 3,16-O-bisglycosides from Albizia procera. |
| PubMed:A sensitive liquid chromatography-electrospray tandem mass spectrometric method for lancemaside A and its metabolites in plasma and a pharmacokinetic study in mice. |
| PubMed:Murine metabolism and absorption of lancemaside A, an active compound in the roots of Codonopsis lanceolata. |
| PubMed:Triterpene glycosides from Agrostemma gracilis. |
| PubMed:Leiyemudanosides A-C, three new bidesmosidic triterpenoid saponins from the roots of Caulophyllum robustum. |
| PubMed:The interleukin-18 inhibitory activities of echinocystic acid and its saponins from Impatiens pritzellii var. hupehensis. |
| PubMed:Inhibition of mast cell degranulation by saponins from Gleditsia sinensis--structure-activity relationships. |
| PubMed:Protective effects of echinocystic acid isolated from Gleditsia sinensis Lam. against acute myocardial ischemia. |
| PubMed:Selective solid-phase extraction of a triterpene acid from a plant extract by molecularly imprinted polymer. |
| PubMed:Triterpene glycosides from the roots of Codonopsis lanceolata. |
| PubMed:Antiproliferative activity of triterpenoids from Eclipta prostrata on hepatic stellate cells. |
| PubMed:Pancreatic lipase-inhibiting triterpenoid saponins from fruits of Acanthopanax senticosus. |
| PubMed:Triterpenoid saponins with N-acetyl sugar from the bark of Albizia procera. |
| PubMed:Antiproliferative constituents from umbelliferae plants. IX. New triterpenoid glycosides from the fruits of Bupleurum rotundifolium. |
| PubMed:Effect of five triterpenoid compounds from the buds of Aralia elata on stimulus-induced superoxide generation, tyrosyl phosphorylation and translocation of cytosolic compounds to the cell membrane in human neutrophils. |
| PubMed:Antiproliferative triterpene saponins from Entada africana. |
| PubMed:Tetrapleura tetraptera: molluscicidal activity and chemical constituents. |
| PubMed:Beta-D-xylopyranosyl-(1-->3)-beta-D-glucuronopyranosyl echinocystic acid isolated from the roots of Codonopsis lanceolata induces caspase-dependent apoptosis in human acute promyelocytic leukemia HL-60 cells. |
| PubMed:Saponins and acylated saponins from Dizygotheca kerchoveana. |
| PubMed:Molecular mechanisms of echinocystic acid-induced apoptosis in HepG2 cells. |
| PubMed:Astersedifolioside A-C, three new oleane-type saponins with antiproliferative activity. |
| PubMed:Echinocystic acid induces apoptosis in HL-60 cells through mitochondria-mediated death pathway. |
| PubMed:Three new triterpenoid saponins from Ixeris sonchifolia and their cytotoxic activity. |
| PubMed:A review of natural and modified betulinic, ursolic and echinocystic acid derivatives as potential antitumor and anti-HIV agents. |
| PubMed:Triterpenoid saponins from Schefflera arboricola. |
| PubMed:Antiproliferative constituents from Umbelliferae plants VI. New ursane-type saikosaponin analogs from the fruits of Bupleurum rotundifolium. |
| PubMed:[Triterpenoid saponins from Eclipta prostrata L]. |
| PubMed:Triterpenoid saponins from Meryta lanceolata. |
| PubMed:Structure of a new echinocystic acid bisdesmoside isolated from Codonopsis lanceolata roots and the cytotoxic activity of prosapogenins. |
| PubMed:Triterpenoid saponins from Oreopanax guatemalensis. |
| PubMed:Bioactive saponins from Acacia tenuifolia from the suriname rainforest. |
| PubMed:Characterization of the triterpene saponins of the roots and rhizomes of blue cohosh (Caulophyllum thalictroides). |
| PubMed:A new triterpenoidal saponin from Ixeris sonchifolia and its cytotoxic activity. |
| PubMed:Five saponins from the root bark of Aralia elata. |
| PubMed:In vivo anti-inflammatory activity of saponins from Bupleurum rotundifolium. |
| PubMed:Structural studies of triterpenoid saponins with new acyl components from Quillaja saponaria Molina. |
| PubMed:A new major triterpene saponin from the roots of Cucurbita foetidissima. |
| PubMed:Four new triterpenoidal saponins acylated with one monoterpenic acid from Gleditsia sinensis. |
| PubMed:Immunomodulatory and antitumoral effects of triterpenoid saponins. |
| PubMed:Three acylated saponins and a related compound from Pithecellobium dulce. |
| PubMed:Pithedulosides A-G, oleanane glycosides from Pithecellobium dulce. |
| PubMed:Antifungal activity of a new triterpenoid glycoside from Pithecellobium racemosum (M.). |
| PubMed:Leonticins D-H, five triterpene saponins from Leontice kiangnanensis. |
| PubMed:An echinocystic acid saponin derivative from Kalimeris shimadae. |
| PubMed:Leonticins A-C, three octasaccharide saponins from Leontice kiangnanensis. |
| PubMed:Cytotoxicity of triterpenoid saponins. Part 1: Activities against tumor cells in vitro and hemolytical index. |
| PubMed:Anti-inflammatory and analgesic activity of Baccharis trimera: identification of its active constituents. |
| PubMed:New preparation of triterpenoid-3-sulfates by the use of SO3-DMSO complex. |
| PubMed:Anti-AIDS agents, 21. Triterpenoid saponins as anti-HIV principles from fruits of Gleditsia japonica and Gymnocladus chinensis, and a structure-activity correlation. |
| PubMed:Anti-inflammatory triterpene saponins of Pithecellobium dulce: characterization of an echinocystic acid bisdesmoside. |
| PubMed:Studies on the constituents of Calliandra anomala (Kunth) Macbr. I. Structure elucidation of two acylated triterpenoidal saponins. |
| PubMed:Isolation of echinocystic acid-3-O-sulfate, a new triterpene, from Tetrapleura tetraptera, and evaluation of the mutagenic potential of molluscicidal extracts and isolates. |
| PubMed:Studies on the constituents of Aster scaber Thunb. V. Structures of six new echinocystic acid glycosides isolated from the herb. |
| PubMed:Studies on the constituents of Aster scaber Thunb. IV. Structures of four new echinocystic acid glycosides isolated from the herb. |
| PubMed:Saponins from Albizzia lucida. |
| PubMed:Saponins from Deutzia corymbosa. |
| PubMed:Gleditsia saponins. |
| PubMed:Structure of a new saponin: chrysantellin A from Chrysanthellum procumbens Rich. |
| PubMed:Constitution of scheffleroside: a spermicidal saponin from Schefflera capitata. |
| PubMed:Some observations on the structure and conformation of echinocystic acid, machaerinic acid, proceric acid, acacic acid and sapogenin B (coriaceolide B). |
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