HO-3867 - ≥98% , CAS No.1172133-28-6

CAS: 1172133-28-6 Cat. No.: H413764 분자식: C₂₈H₃₀F₂N₂O₂ 분자량: 464.55

GRADE & PURITY ≥98%

Synonyms

1-[(2,5-dihydro-1-hydroxy-2,2,5,5-tetramethyl-1H-pyrrol-3-yl)methyl]-3,5-bis[(4-fluorophenyl)methylene]-(3E,5E)-4-piperidinone

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

개요

Information

HO-3867, an analog of curcumin, is a selectiveSTAT3inhibitor that inhibits its phosphorylation, transcription, and DNA binding without affecting the expression of other active STATs. HO-3867 inducesapoptosis.

Targets

STAT3

In vitro

HO-3867 produces significant cytotoxicity in A2780 and other tested ovarian cancer cell lines, with less toxic to noncancerous ovarian surface epithelial cells. HO-3867 induces G(2)-M cell cycle arrest in A2780 cells and promotes apoptosis by caspase-8 and caspase-3 activation. HO-3867 blocks the JAK/STAT3 pathway in human ovarian cancer cell lines.

In vivo

HO-3867 (100 ppm p.o.) inhibits the growth of ovarian cancer xenograft tumor in mice without any apparent signs of toxicity, and also results in inhibition of pSTAT3 as well as downregulation of the STAT3-targeting proteins. HO-3867 sensitizes cisplatin-resistant ovarian carcinoma through STAT3 inhibition. HO-3867 (100 ppm p.o.) also attenuates left-heart-failure-induced pulmonary hypertension by decreasing oxidative stress and increasing PTEN expression in the lung of rats.

Cell Research(from reference)

Cell lines：A2780 (A2780R), PA-1, SKOV3, OV4, and OVCAR3 cells; human ovarian surface epithelial cell 

Concentrations：~20 μM 

Incubation Time：24 hours 

Specifications

동의어

1-[(2,5-dihydro-1-hydroxy-2,2,5,5-tetramethyl-1H-pyrrol-3-yl)methyl]-3,5-bis[(4-fluorophenyl)methylene]-(3E,5E)-4-piperidinone

사양 및 순도

≥98%

생화학 및 생리적 메커니즘

HO-3867, an analog of curcumin, is a selective STAT3 inhibitor that inhibits its phosphorylation, transcription, and DNA binding without affecting the expression of other active STATs. HO-3867 induces apoptosis.

보관 조건

Store at -20°C

배송

Ice chest + Ice pads

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순수함

≥98%

제품 특성

• ALogP: 5.209
• hba_count: 1
• 회전 가능한 결합: 4

이름과 식별자

• Pubchem Sid: 504770827
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504770827
• 정식 스마일: CC1(C=C(C(N1O)(C)C)CN2CC(=CC3=CC=C(C=C3)F)C(=O)C(=CC4=CC=C(C=C4)F)C2)C
• IUPAC Name: (3E,5E)-3,5-bis[(4-fluorophenyl)methylidene]-1-[(1-hydroxy-2,2,5,5-tetramethylpyrrol-3-yl)methyl]piperidin-4-one
• InChIKey: PWZQFTQMMAIRRM-JFMUQQRKSA-N
• INCHI: 1S/C28H30F2N2O2/c1-27(2)15-23(28(3,4)32(27)34)18-31-16-21(13-19-5-9-24(29)10-6-19)26(33)22(17-31)14-20-7-11-25(30)12-8-20/h5-15,34H,16-18H2,1-4H3/b21-13+,22-14+
• 이성체 SMILES: CC1(N(C(C(=C1)CN2C/C(=C\C3=CC=C(C=C3)F)/C(=O)/C(=C/C4=CC=C(C=C4)F)/C2)(C)C)O)C
• 분자량: 464.55
• Reaxy-Rn: 26959227
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26959227&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • 분류 Piperidines
      • Subclass Piperidinones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• 분류: Piperidines
• Subclass: Piperidinones
• Intermediate Tree Nodes: Not available
• Direct Parent: Piperidinones
• Alternative Parents: Fluorobenzenes Aryl fluorides Pyrrolines Trialkylamines Cyclic ketones N-organohydroxylamines Azacyclic compounds Organofluorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Fluorobenzene - Halobenzene - Piperidinone - Aryl fluoride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Pyrroline - Cyclic ketone - Tertiary aliphatic amine - Tertiary amine - Ketone - Azacycle - N-organohydroxylamine - Hydrocarbon derivative - Organofluoride - Organohalogen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Amine - Organooxygen compound - Organic oxide - Aromatic heteromonocyclic compound
• 설명: This compound belongs to the class of organic compounds known as piperidinones. These are compounds containing a piperidine ring which bears a ketone.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

화학 및 물리적 특성

• 용해성: Solubility (25°C) In vitro DMSO: 13 mg/mL warmed with 50ºC Water: bath (27.98 mM); Ethanol: 6 mg/mL warmed with 50ºC Water: bath (12.91 mM); Water: Insoluble
• DMSO(mg/mL) 최대 용해도: 13
• DMSO(mM) 최대 용해도: 27.98407061
• 물(mg/mL) 최대 용해도: ＜1
• 분자량: 464.500 g/mol
• XLogP3: 4.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 464.228 Da
• Monoisotopic Mass: 464.228 Da
• Topological Polar Surface Area: 43.800 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 816.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1

참고 문헌

1. Xinyu Xu, Jiayuan Wang, Meng Jiang, Ling Ouyang.  (2026)  NOL7 Inhibits Ovarian Cancer Progression and Suppresses Angiogenesis by Stabilizing GADD45A to Deactivate STAT3.  CANCER SCIENCE,      [PMID:41812272] [10.1111/cas.70358]