| Identification | Back Directory | [Name]
ECHINOCYSTIC ACID | [CAS]
510-30-5 | [Synonyms]
Echinocystic
Albizziagenin
Echicystic acid
ECHINOCYSTIC ACID
ECHINOCYSTIC ACID(SH)
ECHINOCYSTIC ACID hplc
Echinocystic acid 510-30-5
ECHINOCYSTIC ACID WITH HPLC
ECHINOCYSTIC ACID USP/EP/BP
3β,16α-Dihydroxyolean-12-en-28-oic acid
Echinocystic acid, 98%, from Hedera Linn.
3-B,16-A-DIHYDROXYOLEAN-12-EN-28-OIC ACID
3β,16α-Dihydroxy-5α-oleana-12-ene-28-oic acid
3BETA,16ALPHA-DIHYDROXY-OLEAN-12-EN-28-OIC ACID
(3beta,16alpha)-3,16-dihydroxyolean-12-en-28-oic acid
(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 | [EINECS(EC#)]
208-112-3 | [Molecular Formula]
C30H48O4 | [MDL Number]
MFCD00017295 | [MOL File]
510-30-5.mol | [Molecular Weight]
472.7 |
| Chemical Properties | Back Directory | [Melting point ]
299-300°C | [Boiling point ]
585.0±50.0 °C(Predicted) | [density ]
1.14 | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
DMF:30.0(Max Conc. mg/mL);63.46(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:2):0.33(Max Conc. mg/mL);0.7(Max Conc. mM) | [form ]
powder | [pka]
4.43±0.70(Predicted) | [color ]
White | [InChIKey]
YKOPWPOFWMYZJZ-XVTBUTEGNA-N | [SMILES]
[C@@]12(CCC(C)(C)C[C@@]1([H])C1=CC[C@]3([H])[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)C[C@H]2O)C(=O)O |&1:0,7,12,14,18,23,27,29,32,r| | [LogP]
7.580 (est) |
| Hazard Information | Back Directory | [Description]
Echinocystic acid is a triterpene that has been found in G. sinensis and has diverse biological activities.1,2,3,4,5 It induces nuclear translocation of the glucocorticoid receptor (GR) and reduces TNF-α-induced NF-κB signaling in HEK293 cells overexpressing GFP-GR.1 Echinocystic acid (12.5, 25, and 50 μM) suppresses RANKL-induced NF-κB activation, ERK phosphorylation, and osteoclastogenesis in mouse bone marrow macrophages (BMMs).2 It induces neurite outgrowth in Neuro2A cells in a concentration-dependent manner, an effect that can be blocked by the JNK inhibitor SP 600125 (Item No. 10010466).3 In vivo, echinocystic acid (10 mg/kg per day) decreases escape latency in the Morris water maze and increases the length of neurite processes in the hippocampus of aged mice. Topical administration of echinocystic acid reduces expression of COX-2, inducible nitric oxide synthase (iNOS), TNF-α, and IL-1β and ear edema induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) in a mouse model of dermatitis.4 Echinocystic acid also recovers reductions in femoral bone mineral density and trabecular thickness and number in a rat model of ovariectomy-induced osteoporosis.5 | [Uses]
Echinocystic Acid is a potential entry inhibitor for the HCV infection. | [Definition]
ChEBI: Echinocystic acid is a triterpenoid. | [in vivo]
Echinocystic acid (5 mg/kg intragastrically daily for 5 days) shows anti-depression activities in the mouse model of reserpine-induced pain-depression dyad[2]. | Animal Model: | Male adult C57BL/6 mice (8-10 week old; 18 to 22 g) injected weith Reserpine[2] | | Dosage: | 5 mg/kg | | Administration: | Intragastrically; daily for 5 days | | Result: | Attenuated reserpine-induced pain/depression dyad partially through regulating the biogenic amines levels and GluN2B receptors in the hippocampus. |
| [References]
[1] DEMETRA GEORGATZA . The triterpene echinocystic acid and its 3-O-glucoside derivative are revealed as potent and selective glucocorticoid receptor agonists[J]. International Journal of Biochemistry & Cell Biology, 2016, 79: Pages 277-287. DOI: 10.1016/j.biocel.2016.08.028
[2] JIAN-HUI YANG . Echinocystic acid inhibits RANKL-induced osteoclastogenesis by regulating NF-κB and ERK signaling pathways[J]. Biochemical and biophysical research communications, 2016, 477 4: Pages 673-677. DOI: 10.1016/j.bbrc.2016.06.118
[3] HYE JIN PARK. Echinocystic Acid Facilitates Neurite Outgrowth in Neuroblastoma Neuro2a Cells and Enhances Spatial Memory in Aged Mice.[J]. Biological & pharmaceutical bulletin, 2017, 40 10: 1724-1729. DOI: 10.1248/bpb.b17-00324
[4] EUN-HA JOH Dong H K Jin Ju Jeong. Inhibitory effect of echinocystic acid on 12-O-tetradecanoylphorbol-13-acetate-induced dermatitis in mice[J]. Archives of Pharmacal Research, 2013, 37 2: 225-231. DOI: 10.1007/s12272-013-0092-8
[5] YA-TING DENG. Osteoprotective Effect of Echinocystic Acid, a Triterpone Component from Eclipta prostrata, in Ovariectomy-Induced Osteoporotic Rats.[J]. PLoS ONE, 2015: e0136572. DOI: 10.1371/journal.pone.0136572 |
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