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Angelicin - 10mM in DMSO, high purity , CAS No.523-50-2
Basic Description
Synonyms
Angelicin | 523-50-2 | ISOPSORALEN | 2H-Furo[2,3-H]chromen-2-one | furo[2,3-h]chromen-2-one | Angecin | 2-Oxo-(2H)-furo(2,3-h)-1-benzopyran | Furo(2,3-h)coumarin | Isopsoralin | 2H-Furo[2,3-H]-1-benzopyran-2-one | Angelicin (coumarin derivative) | Angelicin (coumarin deriv) | An
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Angular furocoumarin with diverse photobiological effects. Upon long-wavelength UV irradiation, forms monoadduct with double-stranded DNA and reacts with unsaturated fatty acids. Inhibits DNA and RNA synthesis and cell replication in Ehrlich ascites tumor
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
An angular furocoumarin, may be used as a photoactivatable molecule that reacts with DNA and unsaturated fatty acids to form monoadducts. Angelicin may be studied as a potential phototherapeutic and to understand its mechanisms of action and effects on RNA and DNA synthesis.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Phenylpropanoids and polyketides
Class
Coumarins and derivatives
Subclass
Furanocoumarins
Intermediate Tree Nodes
Not available
Direct Parent
Angular furanocoumarins
Alternative Parents
1-benzopyrans Benzofurans Pyranones and derivatives Benzenoids Heteroaromatic compounds Furans Lactones Oxacyclic compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Angular furanocoumarin - Benzopyran - 1-benzopyran - Benzofuran - Pyranone - Pyran - Benzenoid - Furan - Heteroaromatic compound - Lactone - Oxacycle - Organoheterocyclic compound - Organooxygen compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.
External Descriptors
a small molecule
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.
Associated Targets(Human)
Associated Targets(non-human)
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
furo[2,3-h]chromen-2-one
INCHI
InChI=1S/C11H6O3/c12-10-4-2-7-1-3-9-8(5-6-13-9)11(7)14-10/h1-6H
InChIKey
XDROKJSWHURZGO-UHFFFAOYSA-N
Smiles
C1=CC2=C(C=CO2)C3=C1C=CC(=O)O3
Isomeric SMILES
C1=CC2=C(C=CO2)C3=C1C=CC(=O)O3
RTECS
LV0940000
Molecular Weight
186.16
Reaxy-Rn
153970
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=153970&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Sensitivity
Heat sensitive
Boil Point(°C)
104 °C/4 mmHg
Melt Point(°C)
140 °C
Molecular Weight
186.160 g/mol
XLogP3
2.000
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
0
Exact Mass
186.032 Da
Monoisotopic Mass
186.032 Da
Topological Polar Surface Area
39.400 Ų
Heavy Atom Count
14
Formal Charge
0
Complexity
284.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Liangliang Han, Libo Zhang, Yuedong He, Lijing Liao, Junde Li, Sheng Xu, Yucheng Zhao, Xiaohong Bian, Yuanzheng Xia.
(2023)
Three carbon-/oxygen-prenyltransferases responsible for furanocoumarin synthesis in Angelica dahurica. INDUSTRIAL CROPS AND PRODUCTS,
200
(116814).
2.
Yuling Chen, Rong Wang, Zilin Chen.
(2018)
Sensitive determination of psoralen and isopsoralen in Fructus Psoraleae by online solid phase microextraction with a porphyrin-based porous organic polymer modified capillary. Analytical Methods,
11
(1):
(29-35).
3.
Li Xiaotian, Yu Chunbo, Hu Yi, Xia Xinyi, Liao Yue, Zhang Jing, Chen Huiwen, Lu Weili, Zhou Wei, Song Zhongchen.
(2018)
New Application of Psoralen and Angelicin on Periodontitis With Anti-bacterial, Anti-inflammatory, and Osteogenesis Effects. Frontiers in Cellular and Infection Microbiology,
8
4.
Sun Yujing, Wang Yihua, Zhang Le, Ye Xingqian, Guo Jingtong.
(2024)
Furanocoumarin profiles and inhibitory effects on cytochrome P450 activity of whole citrus fruit. Food Quality and Safety,
5.
Kai Tian, Jiang Zhu, Xinghui Qiu.
(2024)
Metabolism of Furanocoumarins by Three Recombinant CYP9A Proteins From the Polyphagous Cotton Bollworm Helicoverpa armigera. ARCHIVES OF INSECT BIOCHEMISTRY AND PHYSIOLOGY,
117
(3):
(e70004).
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5 Citations