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MedKoo Cat#: 582076 | Name: Decursinol angelate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Decursinol angelate has anti-tumor, anti-inflammatory, anti-oxidant, and hepatoprotective activities, it inhibits VEGF-induced angiogenesis via suppression of the VEGFR-2-signaling pathway; it also suppresses invasion and inflammatory activation of cancer cells through modulation of PI3K/AKT, ERK and NF-kappaB, its anti-inflammatory activity may contribute to its anti-cancer activity.Decursinol angelate has protective effects against amyloid β-protein-induced oxidative stress in the PC12 cell line. It improves wound healing by upregulating the expression of genes encoding extracellular matrix remodeling proteins, inflammatory cytokines, and growth factors. Decursinol angelate has in vitro and in vivo antifungal activity against Magnaporthe oryzae, the causal agent of rice blast.

Chemical Structure

Decursinol angelate
Decursinol angelate
CAS#130848-06-5

Theoretical Analysis

MedKoo Cat#: 582076

Name: Decursinol angelate

CAS#: 130848-06-5

Chemical Formula: C19H20O5

Exact Mass: 328.1300

Molecular Weight: 328.36

Elemental Analysis: C, 69.50; H, 6.14; O, 24.36

Price and Availability

Size Price Availability Quantity
25mg USD 350.00 2 Weeks
50mg USD 650.00 2 Weeks
100mg USD 950.00 2 Weeks
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Related CAS #
No Data
Synonym
Decursinol angelate; Acutilobin; UNII-LXU5241LCL.
IUPAC/Chemical Name
(S)-8,8-dimethyl-2-oxo-7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-7-yl (Z)-2-methylbut-2-enoate
InChi Key
AGABNGOXUSXQDD-XKGFZTIGSA-N
InChi Code
InChI=1S/C19H20O5/c1-5-11(2)18(21)23-16-9-13-8-12-6-7-17(20)22-14(12)10-15(13)24-19(16,3)4/h5-8,10,16H,9H2,1-4H3/b11-5-/t16-/m0/s1
SMILES Code
C/C=C(C)\C(O[C@@H]1C(C)(C)OC2=C(C=C(C=CC(O3)=O)C3=C2)C1)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 328.36 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kim S, Kim JE, Kim N, Joo M, Lee MW, Jeon HJ, Ryu H, Song IC, Song GY, Lee HJ. Decursin inhibits tumor growth, migration, and invasion in gastric cancer by down-regulating CXCR7 expression. Am J Cancer Res. 2019 Sep 1;9(9):2007-2018. eCollection 2019. PubMed PMID: 31598401; PubMed Central PMCID: PMC6780662. 2: Chang SN, Khan I, Dey DK, Cho KH, Hwang BS, Bae KB, Kang SC, Park JG. Decursinol angelate ameliorates 12-O-tetradecanoyl phorbol-13-acetate (TPA) -induced NF-κB activation on mice ears by inhibiting exaggerated inflammatory cell infiltration, oxidative stress and pro-inflammatory cytokine production. Food Chem Toxicol. 2019 Oct;132:110699. doi: 10.1016/j.fct.2019.110699. Epub 2019 Jul 24. PubMed PMID: 31351099. 3: Jung MY, Seo CS, Baek SE, Lee J, Shin MS, Kang KS, Lee S, Yoo JE. Analysis and Identification of Active Compounds from Gami-Soyosan Toxic to MCF-7 Human Breast Adenocarcinoma Cells. Biomolecules. 2019 Jul 10;9(7). pii: E272. doi: 10.3390/biom9070272. PubMed PMID: 31295870; PubMed Central PMCID: PMC6681368. 4: Kiyonga AN, An JH, Lee KY, Lim C, Suh YG, Chin YW, Jung K. Rapid and Efficient Separation of Decursin and Decursinol Angelate from Angelica gigas Nakai using Ionic Liquid, (BMIm)BF(4), Combined with Crystallization. Molecules. 2019 Jun 28;24(13). pii: E2390. doi: 10.3390/molecules24132390. PubMed PMID: 31261662; PubMed Central PMCID: PMC6651083. 5: Thapa B, Pak S, Kwon HJ, Lee K. Decursinol Angelate Ameliorates Dextran Sodium Sulfate-Induced Colitis by Modulating Type 17 Helper T Cell Responses. Biomol Ther (Seoul). 2019 Mar 25;27(5):466-473. doi: 10.4062/biomolther.2019.004. [Epub ahead of print] PubMed PMID: 30917627; PubMed Central PMCID: PMC6720537. 6: Lee W, Yuseok O, Lee C, Jeong SY, Lee JH, Baek MC, Song GY, Bae JS. Suppressive activities of KC1-3 on HMGB1-mediated septic responses. Biochem Pharmacol. 2019 May;163:260-268. doi: 10.1016/j.bcp.2019.02.027. Epub 2019 Feb 26. PubMed PMID: 30822402. 7: Evidence-Based Complementary And Alternative Medicine. Retracted: Decursin Isolated from Angelica gigas Nakai Rescues PC12 Cells from Amyloid β-Protein-Induced Neurotoxicity through Nrf2-Mediated Upregulation of Heme Oxygenase-1: Potential Roles of MAPK. Evid Based Complement Alternat Med. 2019 Jan 2;2019:2986594. doi: 10.1155/2019/2986594. eCollection 2019. PubMed PMID: 30719058; PubMed Central PMCID: PMC6334345. 8: Oh ST, Lee S, Hua C, Koo BS, Pak SC, Kim DI, Jeon S, Shin BA. Decursin induces apoptosis in glioblastoma cells, but not in glial cells via a mitochondria-related caspase pathway. Korean J Physiol Pharmacol. 2019 Jan;23(1):29-35. doi: 10.4196/kjpp.2019.23.1.29. Epub 2018 Dec 26. PubMed PMID: 30627007; PubMed Central PMCID: PMC6315092. 9: Azad MOK, Piao JP, Park CH, Cho DH. Far Infrared Irradiation Enhances Nutraceutical Compounds and Antioxidant Properties in Angelica gigas Nakai Powder. Antioxidants (Basel). 2018 Dec 11;7(12). pii: E189. doi: 10.3390/antiox7120189. PubMed PMID: 30545026; PubMed Central PMCID: PMC6315959. 10: Fontamillas GAD, Kim SW, Kim HU, Kim SJ, Kim JG, Park TS, Park BC. Effects of Angelica gigas Nakai on the production of decursin- and decursinol angelate-enriched eggs. J Sci Food Agric. 2019 Apr;99(6):3117-3123. doi: 10.1002/jsfa.9526. Epub 2019 Jan 31. PubMed PMID: 30536922. 11: Lee W, Yuseok O, Yang S, Lee BS, Lee JH, Park EK, Baek MC, Song GY, Bae JS. JH-4 reduces HMGB1-mediated septic responses and improves survival rate in septic mice. J Cell Biochem. 2019 Apr;120(4):6277-6289. doi: 10.1002/jcb.27914. Epub 2018 Oct 30. PubMed PMID: 30378167. 12: Li J, Wang H, Wang L, Tan R, Zhu M, Zhong X, Zhang Y, Chen B, Wang L. Decursin inhibits the growth of HepG2 hepatocellular carcinoma cells via Hippo/YAP signaling pathway. Phytother Res. 2018 Dec;32(12):2456-2465. doi: 10.1002/ptr.6184. Epub 2018 Sep 24. PubMed PMID: 30251417. 13: Jeon YJ, Shin JI, Lee S, Lee YG, Kim JB, Kwon HC, Kim SH, Kim I, Lee K, Han YS. Angelica gigas Nakai Has Synergetic Effects on Doxorubicin-Induced Apoptosis. Biomed Res Int. 2018 Aug 1;2018:6716547. doi: 10.1155/2018/6716547. eCollection 2018. PubMed PMID: 30155480; PubMed Central PMCID: PMC6093040. 14: Islam SU, Lee JH, Shehzad A, Ahn EM, Lee YM, Lee YS. Decursinol Angelate Inhibits LPS-Induced Macrophage Polarization through Modulation of the NFκB and MAPK Signaling Pathways. Molecules. 2018 Jul 27;23(8). pii: E1880. doi: 10.3390/molecules23081880. PubMed PMID: 30060484; PubMed Central PMCID: PMC6222640. 15: Kim HJ, Lee GJ, Choi AJ, Kim TH, Kim TI, Oh JM. Layered Double Hydroxide Nanomaterials Encapsulating Angelica gigas Nakai Extract for Potential Anticancer Nanomedicine. Front Pharmacol. 2018 Jul 9;9:723. doi: 10.3389/fphar.2018.00723. eCollection 2018. PubMed PMID: 30038570; PubMed Central PMCID: PMC6046438. 16: Kim E, Nam J, Chang W, Zulfugarov IS, Okhlopkova ZM, Olennikov D, Chirikova NK, Kim SW. Angelica gigas Nakai and Decursin Downregulate Myc Expression to Promote Cell Death in B-cell Lymphoma. Sci Rep. 2018 Jul 12;8(1):10590. doi: 10.1038/s41598-018-28619-z. PubMed PMID: 30002430; PubMed Central PMCID: PMC6043616. 17: Kim YJ, Jeong SJ, Seo CS, Lim HS, Sohn E, Yun J, Kim BY. Simultaneous Determination of the Traditional Herbal Formula Ukgansan and the In Vitro Antioxidant Activity of Ferulic Acid as an Active Compound. Molecules. 2018 Jul 7;23(7). pii: E1659. doi: 10.3390/molecules23071659. PubMed PMID: 29986512; PubMed Central PMCID: PMC6100485. 18: Park Y, Kim D, Yang I, Choi B, Lee JW, Namkoong S, Koo HJ, Lee SR, Park MR, Lim H, Kim YK, Nam SJ, Sohn EH. Decursin and Z-Ligustilide in Angelica tenuissima Root Extract Fermented by Aspergillus oryzae Display Anti-Pigment Activity in Melanoma Cells. J Microbiol Biotechnol. 2018 Jul 28;28(7):1061-1067. doi: 10.4014/jmb.1812.02044. PubMed PMID: 29913552. 19: Nam S, Lee SY, Kang WS, Cho HJ. Development of Resveratrol-Loaded Herbal Extract-Based Nanocomposites and Their Application to the Therapy of Ovarian Cancer. Nanomaterials (Basel). 2018 May 31;8(6). pii: E384. doi: 10.3390/nano8060384. PubMed PMID: 29857475; PubMed Central PMCID: PMC6027326. 20: Kim SJ, Ko SM, Choi EJ, Ham SH, Kwon YD, Lee YB, Cho HY. Simultaneous Determination of Decursin, Decursinol Angelate, Nodakenin, and Decursinol of Angelica gigas Nakai in Human Plasma by UHPLC-MS/MS: Application to Pharmacokinetic Study. Molecules. 2018 Apr 26;23(5). pii: E1019. doi: 10.3390/molecules23051019. PubMed PMID: 29701699; PubMed Central PMCID: PMC6100347.