3'-Hydroxypterostilbene - 10mM in DMSO , CAS No.475231-21-1

CAS: 475231-21-1 Cat. No.: H424135 Summenformel: C16H16O4 Molekulargewicht: 272.30
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QUALITÄT & REINHEIT 10mM in DMSO
Synonyms
HY-N6002 | SCHEMBL17534875 | 4-[(1E)-2-(3,5-Dimethoxyphenyl)vinyl]benzene-1,2-diol | AMY22524 | CCG-267181 | AKOS015915121 | 3?-Hydroxypterostilbene | 3'-Hydroxypterostilbene | trans-4-[2-(3,5-dimethoxyphenyl)ethenyl]-1,2-benzenediol | C15837 | 4-((e)-2-(
Storage
Protected from light,Store at -80°C
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Menge
1ml
H424135-1ml
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Warum diese Qualität

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

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Lagerung & Versand

Protected from light,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

3'-Hydroxypterostilbene 3'-Hydroxypterostilbene (3'-HPT) is one of the active constituents of Sphaerophysa salsula and Pterocarpus marsupium which may be useful in treating different types of haematological malignancies. 3'-Hydroxypterostilbene, a natural pterostilbene analogue, effectively inhibits the growth of human colon cancer cells (IC50s of 9.0, 40.2, and 70.9 µM for COLO 205, HCT-116, and HT-29 cells, respectively) by inducing apoptosis and autophagy. 3'-Hydroxypterostilbene inhibits the PI3K/Akt/mTOR/p70S6K, and p38MAPK pathways and activates the ERK1/2, JNK1/2 MAPK pathways.

Targets

p70S6K ; p38MAPK

In vitro

3\'-Hydroxypterostilbene decreases cell growth in cultured human colon cancer cells (COLO 205, HCT-116, and HT-29) in a dose-dependent manner, with IC50 values of 9.0, 40.2, and 70.9 µM, respectively. 3\'-Hydroxypterostilbene effectively inhibits the growth of human colon cancer cells by inducing apoptosis and autophagy. Treatment with HPSB causes reduction of mitochondrial membrane potential and induction of caspase-3 and caspage-9, which is associated with the degradation of DFF-45 and PARP, precedes the onset of apoptosis. It significantly down-regulates phosphatidylinositol 3-kinase (PI3K)/Akt and mitogen-activated protein kinases (MAPKs) signalings including decreased the phosphorylation of mammalian target of rapamycin (mTOR).

In vivo

3\'-Hydroxypterostilbene by i.p. injection has anti-tumor efficacy gainst colon cancer through the inhibition of inflammation, metastasis, and angiogenesis as well as through the induction of apoptosis.

Cell Research(from reference)

Cell lines:COLO 205 cells 

Concentrations:5-100 µM 

Incubation Time:24 h 

Spezifikationen

Synonyme
HY-N6002 | SCHEMBL17534875 | 4-[(1E)-2-(3,5-Dimethoxyphenyl)vinyl]benzene-1,2-diol | AMY22524 | CCG-267181 | AKOS015915121 | 3?-Hydroxypterostilbene | 3'-Hydroxypterostilbene | trans-4-[2-(3,5-dimethoxyphenyl)ethenyl]-1,2-benzenediol | C15837 | 4-((e)-2-(
Spezifikationen & Reinheit
10mM in DMSO
Biochemische und physiologische Mechanismen
3'-Hydroxypterostilbene (3'-HPT) is one of the active constituents of Sphaerophysa salsula and Pterocarpus marsupium which may be useful in treating different types of haematological malignancies. 3'-Hydroxypterostilbene, a natural pterostilbene analogue,
Storage
Protected from light,Store at -80°C
Verschickt in
Dry ice packs + Cold packs
Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.
Namen und Kennungen
Pubchem Sid
Kanonisches Lächeln
COC1=CC(=CC(=C1)C=CC2=CC(=C(C=C2)O)O)OC
IUPAC Name
4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]benzene-1,2-diol
InChIKey
UQRBFXIUUDJHSN-ONEGZZNKSA-N
INCHI
1S/C16H16O4/c1-19-13-7-12(8-14(10-13)20-2)4-3-11-5-6-15(17)16(18)9-11/h3-10,17-18H,1-2H3/b4-3+
Isomere SMILES
COC1=CC(=CC(=C1)/C=C/C2=CC(=C(C=C2)O)O)OC
Molekulargewicht
272.30
Reaxy-Rn
52596319
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=52596319&ln=

Dokumentation

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Erweiterte Daten

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
KlasseStilbenes
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentStilbenes
Alternative Parents Dimethoxybenzenes  Styrenes  Phenoxy compounds  Catechols  Anisoles  Alkyl aryl ethers  1-hydroxy-4-unsubstituted benzenoids  1-hydroxy-2-unsubstituted benzenoids  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Stilbene - M-dimethoxybenzene - Dimethoxybenzene - Phenoxy compound - Anisole - Methoxybenzene - Styrene - Phenol ether - Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Benzenoid - Monocyclic benzene moiety - Ether - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aromatic homomonocyclic compound
BeschreibungThis compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
External Descriptors Not available
3D-Struktur
Interaktives chemisches Strukturmodell





Zugehörige Ziele (menschlich)
ALOX5 Tclin Arachidonate 5-lipoxygenase (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Zugehörige Ziele (nicht menschlich)
H9c2 (3506 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Wirkungsmechanismen
Zertifikate (CoA, COO, BSE/TSE und Analyse-Diagramm)
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Analytical Chart:

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Lot NumberCertificate TypeDatumArtikel
K2405601K2405601Certificate of AnalysisSep 20, 2026 H424135
Chemische und physikalische Eigenschaften
Empfindlichkeit light sensitive
Molekulargewicht272.290 g/mol
XLogP33.500
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass272.105 Da
Monoisotopic Mass272.105 Da
Topological Polar Surface Area58.900 Ų
Heavy Atom Count20
Formal Charge0
Complexity306.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds1
Covalently-Bonded Unit Count1
Lösungsrechner
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