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Bakuchiol - analytical standard, high purity , CAS No.10309-37-2

1 Citations COA COA
In stock
Item Number
B123652
Grouped product items
SKU Size
Availability
 Price Qty
B123652-10mg
10mg
2
$166.90
B123652-50mg
50mg
2
$748.90
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Bulk Order  SDS  DATASHEET  Specification Sheet

Resveratrol analog

View related series
Autophagy (1917) Glucose Metabolism (1943) Lipid metabolism (1912) MAPK/ERK Pathway (546) p38 MAPK (136)

Basic Description

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
Specifications & Purity analytical standard
Biochemical and Physiological Mechanisms Resveratrol analog . Various pharmacological activities. Anticancer, apoptotic, anti-inflammatory, antioxidant and antibacterial activity in vitro .
Storage Temp Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade analytical standard
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

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.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class 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
Description 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

Associated Targets(Human)

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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Associated Targets(non-human)

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)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCHE Cholinesterase (8742 Activities)
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Prevotella intermedia (369 Activities)
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SARS-CoV-2 (38078 Activities)
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Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name 4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenol
INCHI 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
InChIKey LFYJSSARVMHQJB-QIXNEVBVSA-N
Smiles CC(=CCCC(C)(C=C)C=CC1=CC=C(C=C1)O)C
Isomeric SMILES CC(=CCC[C@@](C)(C=C)/C=C/C1=CC=C(C=C1)O)C
WGK Germany 3
Molecular Weight 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=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

6 results found

Lot Number Certificate Type Date Item
B2427349 Certificate of Analysis Nov 20, 2023 B123652
B2427350 Certificate of Analysis Nov 20, 2023 B123652
B2427357 Certificate of Analysis Nov 20, 2023 B123652
B2427358 Certificate of Analysis Nov 20, 2023 B123652
E2528130 Certificate of Analysis Nov 20, 2023 B123652
F1512066 Certificate of Analysis Jan 17, 2023 B123652

Chemical and Physical Properties

Solubility Soluble in DMSO, and 100% ethanol
Sensitivity Air sensitive
Flash Point(°F) 177℃
Flash Point(°C) 177℃
Boil Point(°C) 391℃
Molecular Weight 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

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Citations of This Product

How to Cite Aladdin Scientific Products?
1. Feng Li, Shuai Wang, Danyi Lu, Yifei Wang, Dong Dong, Baojian Wu.  (2017)  Identification of UDP-glucuronosyltransferases 1A1, 1A3 and 2B15 as the main contributors to glucuronidation of bakuchiol, a natural biologically active compound.  XENOBIOTICA,  47  (5): (369-375). 

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