Bakuchiol - 10mM in DMSO , CAS No.10309-37-2

CAS: 10309-37-2 Cat. No.: B420401 Peso molecular: 256.38 Beilstein Registry Number: 3611720 Número EC: 685-515-4

GRADE & PURITY 10mM in DMSO

Synonyms

4-(3-Ethenyl-3,7-dimethyl-1,6-octadienyl)phenol | 4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol | BAKUCHIOL [INCI] | 4-[(1E,3S)-3,7-dimethyl-3-vinyl-octa-1,6-dienyl]phenol | DTXSID401035664 | 4,2-dithiacyclopentenone | 3,5-Dihydroxytoluene (O

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Bakuchiol is an antioxidant inhibitor of protein tyrosine phosphatase 1B (PTP1B). It also acts as an inhibitor of mitochondrial lipid peroxidation and inducible nitric oxide synthase (iNOS; NOS II) expression. Bakuchiol is also a DNA polymerase inhibitor which shows antimicrobial and cytotoxic activity.
A PTP1B and DNA polymerase inhibitor.

Specifications

Sinónimos

4-(3-Ethenyl-3, 7-dimethyl-1, 6-octadienyl)phenol | 4-[(1E, 3S)-3-ethenyl-3, 7-dimethylocta-1, 6-dien-1-yl]phenol | BAKUCHIOL [INCI] | 4-[(1E, 3S)-3, 7-dimethyl-3-vinyl-octa-1, 6-dienyl]phenol | DTXSID401035664 | 4, 2-dithiacyclopentenone | 3, 5-Dihydroxytoluene (O

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Resveratrol analog . Various pharmacological activities. Anticancer, apoptotic, anti-inflammatory, antioxidant and antibacterial activity in vitro .

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nombres e identificadores

• Sonrisas canónicas: CC(=CCCC(C)(C=C)C=CC1=CC=C(C=C1)O)C
• IUPAC Name: 4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenol
• InChIKey: LFYJSSARVMHQJB-QIXNEVBVSA-N
• INCHI: 1S/C18H24O/c1-5-18(4,13-6-7-15(2)3)14-12-16-8-10-17(19)11-9-16/h5,7-12,14,19H,1,6,13H2,2-4H3/b14-12+/t18-/m1/s1
• Isómeros SMILES: CC(=CCC[C@@](C)(C=C)/C=C/C1=CC=C(C=C1)O)C
• WGK Alemania: 3
• Peso molecular: 256.38
• Beilstein: 3611720
• Reaxy-Rn: 15028537
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=15028537&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Prenol lipids
      • Subclass Monoterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Prenol lipids
• Subclass: Monoterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Aromatic monoterpenoids
• Alternative Parents: Monocyclic monoterpenoids Styrenes 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Monocyclic monoterpenoid - Aromatic monoterpenoid - Styrene - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
• 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

Objetivos asociados (humanos)

ACHE Tclin Acetylcholinesterase (18204 Activities)

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A498 (42825 Activities)

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ACHN (49357 Activities)

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AGS (1999 Activities)

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CAKI-1 (44928 Activities)

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CCRF-CEM (65223 Activities)

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COLO 205 (50209 Activities)

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DU-145 (51482 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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IMR-32 (1082 Activities)

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K562 (73714 Activities)

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M14 (47487 Activities)

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MCF7 (126967 Activities)

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MOLT-4 (49676 Activities)

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OVCAR-3 (48710 Activities)

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OVCAR-4 (44535 Activities)

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OVCAR-5 (45555 Activities)

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OVCAR-8 (47708 Activities)

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PC-3 (62116 Activities)

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Raji (5516 Activities)

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RPMI-8226 (44974 Activities)

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SF-295 (48000 Activities)

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SK-MEL-2 (46422 Activities)

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SK-MEL-28 (48833 Activities)

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SK-MEL-5 (47095 Activities)

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SK-OV-3 (52876 Activities)

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SN12C (47755 Activities)

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SNB-19 (46794 Activities)

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THP-1 (11052 Activities)

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TK-10 (45540 Activities)

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U-251 (51189 Activities)

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UACC-257 (46019 Activities)

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UO-31 (46270 Activities)

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A549 (127892 Activities)

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BJ (6930 Activities)

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NCI/ADR-RES (33767 Activities)

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T47D (39041 Activities)

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HCC 2998 (41480 Activities)

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HCT-116 (91556 Activities)

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HEK293 (82097 Activities)

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HEp-2 (3859 Activities)

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HOP-92 (41141 Activities)

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Hs-578T (29457 Activities)

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HepG2 (196354 Activities)

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NCI-H460 (60772 Activities)

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IGROV-1 (47897 Activities)

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Jurkat (10389 Activities)

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LOX IMVI (44321 Activities)

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HOP-62 (47048 Activities)

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Objetivos asociados (no humanos)

Hdac6 Histone deacetylase 6 (222 Activities)

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Streptococcus sanguinis (314 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Salmonella typhimurium (15756 Activities)

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Porphyromonas gingivalis (651 Activities)

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Micrococcus luteus (7463 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Fusobacterium nucleatum (386 Activities)

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Streptococcus mutans (2687 Activities)

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Actinomyces viscosus (309 Activities)

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RAW264.7 (28094 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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Prevotella intermedia (369 Activities)

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SARS-CoV-2 (38078 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Air sensitive
• Punto de inflamación (°F): 177℃
• Punto de inflamación (°C): 177℃
• Punto de ebullición (°C): 391℃
• Peso molecular: 256.399 g/mol
• XLogP3: 6.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 256.183 Da
• Monoisotopic Mass: 256.183 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 328.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

Referencias

1. Feng Li, Shuai Wang, Danyi Lu, Yifei Wang, Dong Dong, Baojian Wu.  (2016)  Identification of UDP-glucuronosyltransferases 1A1, 1A3 and 2B15 as the main contributors to glucuronidation of bakuchiol, a natural biologically active compound.  XENOBIOTICA,      [PMID:27314830] [10.1080/00498254.2016.1195523]