Euphorbiasteroid - 10mM in DMSO , CAS No.28649-59-4

CAS: 28649-59-4 Cat. No.: E423001 Summenformel: C32H40O8 Molekulargewicht: 552.66
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QUALITÄT & REINHEIT 10mM in DMSO
Synonyms
Euphorbia factor L1Benzeneacetic acid,(1aR,​2'R,​2E,​4aR,​6S,​7S,​7aR,​8S,​11aS)​-​4a,​8-​bis(acetyloxy)​-​1,​1a,​4,​4a,​5,​6,​7,​7a,​8,​10,​11,​11a-​dodecahydro-​1,​1,​3,​6-​tetramethyl-​4-​oxospiro[9H-​cyclopenta[a]​cyclopropa[f]​cycloundecene-​9,​2'-​o
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Menge
1ml
E423001-1ml
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143,09€

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Warum diese Qualität

10mM in DMSO für empfindliche chromatographische und analytische Workflows, die minimale Basislinieninterferenzen erfordern.

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Store at -80°C Versand Dry ice packs + Cold packs. Genaue Spezifikationen finden Sie im chargenspezifischen COA.

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Literaturbeleg

In 0 peer-reviewten Publikationen zu Chromatographie, organischer Synthese und Kreuzkupplungsreaktionen zitiert.

Übersicht

Information

Euphorbiasteroid Euphorbiasteroid (Euphorbia factor L1), a component of Euphorbia lathyris L., inhibits adipogenesis of 3T3-L1 cells through activation of the AMPK pathway and induces HL-60 cells to apoptosis via promoting Bcl-2/Bax apoptotic signaling pathway in a dose-dependent manner. Euphorbiasteroid is a tricyclic diperpene of Euphorbia lathyris L., inhibits tyrosinase, and increases the phosphorylation of AMPK, with anti-cancer, anti-virus, anti-obesity and multidrug resistance-modulating effect.

In vitro

Euphorbiasteroid suppresses adipogenic differentiation of 3T3‐L1 cells, mainly at the early stage, and stimulates the AMPK signalling pathway. The anti-adipogenic effects of euphorbiasteroid could possibly be attributed to activation of the AMPK pathway, by decreasing the level of FAS and its up-regulators, including C/EBPs, PPAR-γ and SREBP-1c, without involving insulin signalling pathway. Euphorbiasteroid could be a transport substrate for P-gp that can effectively inhibit P-gp-mediated drug transport and reverse resistance to anticancer drugs in MES-SA/Dx5 cells.

Cell Research(from reference)

Concentrations:0-50 μM 

Incubation Time:2\u2009days 

Spezifikationen

Synonyme
Euphorbia factor L1Benzeneacetic acid,(1aR,​2'R,​2E,​4aR,​6S,​7S,​7aR,​8S,​11aS)​-​4a,​8-​bis(acetyloxy)​-​1,​1a,​4,​4a,​5,​6,​7,​7a,​8,​10,​11,​11a-​dodecahydro-​1,​1,​3,​6-​tetramethyl-​4-​oxospiro[9H-​cyclopenta[a]​cyclopropa[f]​cycloundecene-​9,​2'-​o
Spezifikationen & Reinheit
10mM in DMSO
Biochemische und physiologische Mechanismen
Euphorbiasteroid (Euphorbia factor L1), a component of Euphorbia lathyris L., inhibits adipogenesis of 3T3-L1 cells through activation of the AMPK pathway and induces HL-60 cells to apoptosis via promoting Bcl-2/Bax apoptotic signaling pathway in a dose-d
Storage
Store at -80°C
Verschickt in
Dry ice packs + Cold packs
Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.
Produkteigenschaften
ALogP
4.183
hba_count
8
Rotationsfähige Bindung
8
Namen und Kennungen
Pubchem Sid
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/528771242
Kanonisches Lächeln
CC1CC2(C(C1OC(=O)CC3=CC=CC=C3)C(C4(CCC5C(C5(C)C)C=C(C2=O)C)CO4)OC(=O)C)OC(=O)C
IUPAC Name
[(1'R,2R,3'E,5'R,7'S,11'S,12'R,13'S,14'S)-1',11'-diacetyloxy-3',6',6',14'-tetramethyl-2'-oxospiro[oxirane-2,10'-tricyclo[10.3.0.05,7]pentadec-3-ene]-13'-yl] 2-phenylacetate
InChIKey
SDGDWRYYHQOQOJ-XXMLZKCSSA-N
INCHI
1S/C32H40O8/c1-18-14-24-23(30(24,5)6)12-13-31(17-37-31)29(38-20(3)33)26-27(39-25(35)15-22-10-8-7-9-11-22)19(2)16-32(26,28(18)36)40-21(4)34/h7-11,14,19,23-24,26-27,29H,12-13,15-17H2,1-6H3/b18-14+/t19-,23-,24+,26+,27-,29-,31+,32+/m0/s1
Isomere SMILES
C[C@H]1C[C@]2([C@H]([C@H]1OC(=O)CC3=CC=CC=C3)[C@@H]([C@@]4(CC[C@H]5[C@H](C5(C)C)/C=C(/C2=O)\C)CO4)OC(=O)C)OC(=O)C
Molekulargewicht
552.66
Reaxy-Rn
23498853
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=23498853&ln=

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Erweiterte Daten

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
KlassePrenol lipids
SubclassDiterpenoids
Intermediate Tree Nodes Not available
Direct ParentDiterpenoids
Alternative Parents Tricarboxylic acids and derivatives  Alpha-acyloxy ketones  Benzene and substituted derivatives  Ketones  Carboxylic acid esters  Oxacyclic compounds  Epoxides  Dialkyl ethers  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Diterpenoid - Lathyrane diterpenoid - Tricarboxylic acid or derivatives - Alpha-acyloxy ketone - Monocyclic benzene moiety - Benzenoid - Carboxylic acid ester - Ketone - Carboxylic acid derivative - Dialkyl ether - Oxacycle - Oxirane - Ether - Organoheterocyclic compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organic oxygen compound - Organooxygen compound - Aromatic heteropolycyclic compound
BeschreibungThis compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.
External Descriptors Not available
3D-Struktur
Interaktives chemisches Strukturmodell





Zugehörige Ziele (menschlich)
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLK Tbio DNA polymerase kappa (8653 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Zugehörige Ziele (nicht menschlich)
Cruzipain (33337 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mapt Microtubule-associated protein tau (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Wirkungsmechanismen
Zertifikate (CoA, COO, BSE/TSE und Analyse-Diagramm)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemische und physikalische Eigenschaften
DMSO (mg/ml) Maximale Löslichkeit21
DMSO (mM) Maximale Löslichkeit37.99804581
Molekulargewicht552.700 g/mol
XLogP34.700
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count8
Rotatable Bond Count8
Exact Mass552.272 Da
Monoisotopic Mass552.272 Da
Topological Polar Surface Area109.000 Ų
Heavy Atom Count40
Formal Charge0
Complexity1090.000
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds1
Covalently-Bonded Unit Count1
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