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MedKoo Cat#: 145613 | Name: Hispidol

Description:

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

Hispidol is a 6,4'-dihydroxyaurone. Hispidol increases the survival rate of worms against a heat stress condition through up-regulated expressions of HSP-16.2.

Chemical Structure

Hispidol
Hispidol
CAS#5786-54-9

Theoretical Analysis

MedKoo Cat#: 145613

Name: Hispidol

CAS#: 5786-54-9

Chemical Formula: C15H10O4

Exact Mass: 254.0600

Molecular Weight: 254.24

Elemental Analysis: C, 70.86; H, 3.96; O, 25.17

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Hispidol;
IUPAC/Chemical Name
(Z)-6-hydroxy-2-(4-hydroxybenzylidene)benzofuran-3(2H)-one
InChi Key
KEZLDSPIRVZOKZ-AUWJEWJLSA-N
InChi Code
1S/C15H10O4/c16-10-3-1-9(2-4-10)7-14-15(18)12-6-5-11(17)8-13(12)19-14/h1-8,16-17H/b14-7-
SMILES Code
OC1=CC=C(\C=C2/OC3=CC(O)=CC=C3C2=O)C=C1
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 254.24 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: Lim HJ, Han YT, Ahn JH, Jeon YD, Jeon H, Cha DS. Longevity effects of hispidol in Caenorhabditis elegans. Biofactors. 2020 Nov;46(6):1041-1048. doi: 10.1002/biof.1695. Epub 2020 Nov 12. PMID: 33179346. 2: Oh JM, Lee HS, Baek SC, Lee JP, Jeong GS, Paik MJ, Kim H. Antidepressant-Like Activities of Hispidol and Decursin in Mice and Analysis of Neurotransmitter Monoamines. Neurochem Res. 2020 Aug;45(8):1930-1940. doi: 10.1007/s11064-020-03057-4. Epub 2020 May 21. PMID: 32440903. 3: Baek SC, Lee HW, Ryu HW, Kang MG, Park D, Kim SH, Cho ML, Oh SR, Kim H. Selective inhibition of monoamine oxidase A by hispidol. Bioorg Med Chem Lett. 2018 Feb 15;28(4):584-588. doi: 10.1016/j.bmcl.2018.01.049. Epub 2018 Jan 31. PMID: 29395970. 4: Yang W, Goh HJ, Han YT, Lee MH, Cha DS. Hispidol Regulates Behavioral Responses to Ethanol through Modulation of BK Channels: A Novel Candidate for the Treatment of Alcohol Use Disorder. Molecules. 2024 Sep 24;29(19):4531. doi: 10.3390/molecules29194531. PMID: 39407462; PMCID: PMC11478065. 5: Shin EM, Zhou HY, Xu GH, Lee SH, Merfort I, Kim YS. Anti-inflammatory activity of hispidol A 25-methyl ether, a triterpenoid isolated from Ponciri Immaturus Fructus. Eur J Pharmacol. 2010 Feb 10;627(1-3):318-24. doi: 10.1016/j.ejphar.2009.10.036. Epub 2009 Oct 24. PMID: 19857488. 6: Hassan AHE, Kim HJ, Gee MS, Park JH, Jeon HR, Lee CJ, Choi Y, Moon S, Lee D, Lee JK, Park KD, Lee YS. Positional scanning of natural product hispidol's ring-B: discovery of highly selective human monoamine oxidase-B inhibitor analogues downregulating neuroinflammation for management of neurodegenerative diseases. J Enzyme Inhib Med Chem. 2022 Dec;37(1):768-780. doi: 10.1080/14756366.2022.2036737. PMID: 35196956; PMCID: PMC8881063. 7: Patel DK. Biological Importance and Therapeutic Potential of Hispidol in Medicine: An Effective Aurone from Soybean. Curr Drug Res Rev. 2023 Nov 15. doi: 10.2174/0125899775267790231107113557. Epub ahead of print. PMID: 37966283. 8: Shal B, Khan A, Naveed M, Ullah Khan N, Ihsan-Ul-Haq, D AlSharari S, Kim YS, Khan S. Effect of 25-methoxy hispidol A isolated from Poncirus trifoliate against bacteria-induced anxiety and depression by targeting neuroinflammation, oxidative stress and apoptosis in mice. Biomed Pharmacother. 2019 Mar;111:209-223. doi: 10.1016/j.biopha.2018.12.047. Epub 2018 Dec 22. PMID: 30583228. 9: Hassan AHE, Kim HJ, Park K, Choi Y, Moon S, Lee CH, Kim YJ, Cho SB, Gee MS, Lee D, Park JH, Lee JK, Ryu JH, Park KD, Lee YS. Synthesis and Biological Evaluation of O6-Aminoalkyl-Hispidol Analogs as Multifunctional Monoamine Oxidase-B Inhibitors towards Management of Neurodegenerative Diseases. Antioxidants (Basel). 2023 Apr 29;12(5):1033. doi: 10.3390/antiox12051033. PMID: 37237899; PMCID: PMC10215199. 10: Farag MA, Deavours BE, de Fátima A, Naoumkina M, Dixon RA, Sumner LW. Integrated metabolite and transcript profiling identify a biosynthetic mechanism for hispidol in Medicago truncatula cell cultures. Plant Physiol. 2009 Nov;151(3):1096-113. doi: 10.1104/pp.109.141481. Epub 2009 Jul 1. PMID: 19571306; PMCID: PMC2773099. 11: Hassan AHE, Choi Y, Kim R, Kim HJ, Almatary AM, El-Sayed SM, Lee Y, Lee JK, Park KD, Lee YS. Synthesis and biological evaluation of O4'-benzyl- hispidol derivatives and analogs as dual monoamine oxidase-B inhibitors and anti-neuroinflammatory agents. Bioorg Med Chem. 2024 Aug 1;110:117826. doi: 10.1016/j.bmc.2024.117826. Epub 2024 Jul 5. PMID: 39004050. 12: Khan A, Ullah MZ, Afridi R, Rasheed H, Khalid S, Ullah H, Ali H, AlSharari SD, Kim YS, Khan S. Antinociceptive properties of 25-methoxy hispidol A, a triterpinoid isolated from Poncirus trifoliata (Rutaceae) through inhibition of NF-κB signalling in mice. Phytother Res. 2019 Feb;33(2):327-341. doi: 10.1002/ptr.6223. Epub 2018 Nov 19. PMID: 30456885. 13: Zhang L, Xia J, Duan Y, Wei K, Gao R, Li D, Liu X, Zhang T, Qiu M. Toonamicrocarpavarin, a new tirucallane-type triterpenoid from Toona Ciliata. Nat Prod Res. 2021 Jan;35(2):266-271. doi: 10.1080/14786419.2019.1627351. Epub 2019 Jul 15. PMID: 31305146. 14: Xu GH, Kim JA, Kim SY, Ryu JC, Kim YS, Jung SH, Kim MK, Lee SH. Terpenoids and coumarins isolated from the fruits of Poncirus trifoliata. Chem Pharm Bull (Tokyo). 2008 Jun;56(6):839-42. doi: 10.1248/cpb.56.839. PMID: 18520091. 15: Boucherle B, Peuchmaur M, Boumendjel A, Haudecoeur R. Occurrences, biosynthesis and properties of aurones as high-end evolutionary products. Phytochemistry. 2017 Oct;142:92-111. doi: 10.1016/j.phytochem.2017.06.017. PMID: 28704688. 16: Jacobson KA, Moro S, Manthey JA, West PL, Ji XD. Interactions of flavones and other phytochemicals with adenosine receptors. Adv Exp Med Biol. 2002;505:163-71. doi: 10.1007/978-1-4757-5235-9_15. PMID: 12083460; PMCID: PMC3429336. 17: Mitsui K, Saito H, Yamamura R, Fukaya H, Hitotsuyanagi Y, Takeya K. Apotirucallane and tirucallane triterpenoids from Cedrela sinensis. Chem Pharm Bull (Tokyo). 2007 Oct;55(10):1442-7. doi: 10.1248/cpb.55.1442. PMID: 17917286.

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