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Cyclocurcumin , CAS No.153127-42-5

COA

Cas Number: 153127-42-5
Molecular Weight: 368.38
PubChem CID: 69879809

In stock

Item Number

C650574

Grouped product items
SKU	Size	Availability	Price
C650574-1mg	1mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$150.90
C650574-5mg	5mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$350.90
C650574-10mg	10mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$570.90

Phenols Polyphenols

View related series

MAPK/ERK Pathway (546) p38 MAPK (136) Phenols Polyphenols (41)

Basic Description

Synonyms	HY-N8251 \| BDBM50501397 \| AKOS040761556 \| LS-14853 \| (E)-2-(4-hydroxy-3-methoxyphenyl)-6-(4-hydroxy-3-methoxystyryl)-2H-pyran-4(3H)-one \| SCHEMBL23040676 \| 4H-Pyran-4-one,2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-6-[(1E)-2-(4-hydroxy-3-methoxyphenyl)ethen
Biochemical and Physiological Mechanisms	Cyclocurcumin is a potent p38α inhibitor. Cyclocurcumin shows antirheumatic, antivasoconstrictive and antioxidant activities.
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available.
Product Description	Cyclocurcumin is a potent p38α inhibitor. Cyclocurcumin shows antirheumatic, antivasoconstrictive and antioxidant activities . In Vitro Cyclocurcumin (10-40 μM; 18 h) leads to significant inhibition in the release of TNF-α in a dose-dependent manner in LPS-stimulated human macrophages. Cyclocurcumin (5-25 μM) inhibits phenylephrine -induced vasocontraction in a concentration-dependent manner (IC 50 =14.9±1.0 μM) in freshly isolated rat aortic rings. Cyclocurcumin (5-25 μM; 30 min) inhibits influx of intracellular calcium in a dose-dependent manner. Cyclocurcumin inhibits L-type calcium channel-mediated vasoconstriction in a concentration-dependent manner. The anticontractile effect of Cyclocurcumin is reversible. Cyclocurcumin has strong activity as a scavenger of ˙OH and ˙OOH free radicals preferentially by its 4′-OH phenolic radical via a hydrogen-atom transfer mechanism in water and a physiological environment. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Phenylpropanoids and polyketides
  - Class Diarylheptanoids
    - Subclass Linear diarylheptanoids

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Class	Diarylheptanoids
Subclass	Linear diarylheptanoids
Intermediate Tree Nodes	Not available
Direct Parent	Linear diarylheptanoids
Alternative Parents	Methoxyphenols Styrenes Phenoxy compounds Methoxybenzenes Anisoles Dihydropyranones Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Vinylogous esters Cyclic ketones Oxacyclic compounds Organic oxides Hydrocarbon derivatives
Molecular Framework	Aromatic heteromonocyclic compounds
Substituents	Linear 1,7-diphenylheptane skeleton - Methoxyphenol - Phenoxy compound - Anisole - Phenol ether - Styrene - Methoxybenzene - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Dihydropyranone - Phenol - Monocyclic benzene moiety - Benzenoid - Vinylogous ester - Ketone - Cyclic ketone - Oxacycle - Ether - Organoheterocyclic compound - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Organic oxygen compound - Carbonyl group - Aromatic heteromonocyclic compound
Description	This compound belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.
External Descriptors	Not available
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

Associated Targets(non-human)

Aorta (2975 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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	2-(4-hydroxy-3-methoxyphenyl)-6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,3-dihydropyran-4-one
INCHI	InChI=1S/C21H20O6/c1-25-20-9-13(4-7-17(20)23)3-6-16-11-15(22)12-19(27-16)14-5-8-18(24)21(10-14)26-2/h3-11,19,23-24H,12H2,1-2H3/b6-3+
InChIKey	IZLBLUIBVMGMIY-ZZXKWVIFSA-N
Smiles	COC1=C(C=CC(=C1)C=CC2=CC(=O)CC(O2)C3=CC(=C(C=C3)O)OC)O
Isomeric SMILES	COC1=C(C=CC(=C1)/C=C/C2=CC(=O)CC(O2)C3=CC(=C(C=C3)O)OC)O
Alternate CAS	153127-42-5
PubChem CID	69879809
MeSH Entry Terms	2-(4-hydroxy-3-methoxyphenyl)-6-((E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl)-2,3-dihydropyran-4-one;cyclocurcumin
Molecular Weight	368.38

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

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

Analytical Chart:

Chemical and Physical Properties

Molecular Weight	368.400 g/mol
XLogP3	3.000
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	5
Exact Mass	368.126 Da
Monoisotopic Mass	368.126 Da
Topological Polar Surface Area	85.200 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	571.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
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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