Agathisflavone

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

MedKoo CAT#: 562614

CAS#: 28441-98-7

Description: Agathisflavone is an inhibitor of NS2B-NS3 proteases of the Dengue virus serotypes 2 and 3.

Chemical Structure

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Agathisflavone
CAS# 28441-98-7
Instruction

Theoretical Analysis

MedKoo Cat#: 562614
Name: Agathisflavone
CAS#: 28441-98-7
Chemical Formula: C30H18O10
Exact Mass: 538.09
Molecular Weight: 538.460
Elemental Analysis: C, 66.92; H, 3.37; O, 29.71

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Agathisflavone; 6,8'-Biapigenin;

IUPAC/Chemical Name: 8-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

InChi Key: BACLASYRJRZXMY-UHFFFAOYSA-N

InChi Code: InChI=1S/C30H18O10/c31-15-5-1-13(2-6-15)22-11-20(36)26-24(39-22)12-21(37)27(29(26)38)28-18(34)9-17(33)25-19(35)10-23(40-30(25)28)14-3-7-16(32)8-4-14/h1-12,31-34,37-38H

SMILES Code: O=C1C=C(C2=CC=C(O)C=C2)OC3=C1C(O)=CC(O)=C3C4=C(O)C(C(C=C(C5=CC=C(O)C=C5)O6)=O)=C6C=C4O

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: >2 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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 538.46 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Chirumbolo S, Bjørklund G. Agathisflavone and GABA(A) receptors in the biflavone-mediated action on rat primary cortical neurons. Neurotoxicology. 2018 May;66:43-44. doi: 10.1016/j.neuro.2018.03.002. Epub 2018 Mar 9. PubMed PMID: 29530473.

2: Dos Santos Souza C, Grangeiro MS, Lima Pereira EP, Dos Santos CC, da Silva AB, Sampaio GP, Ribeiro Figueiredo DD, David JM, David JP, da Silva VDA, Butt AM, Lima Costa S. Agathisflavone, a flavonoid derived from Poincianella pyramidalis (Tul.), enhances neuronal population and protects against glutamate excitotoxicity. Neurotoxicology. 2018 Mar;65:85-97. doi: 10.1016/j.neuro.2018.02.001. Epub 2018 Feb 6. PubMed PMID: 29425760.

3: da Silva JHS, Simas NK, Alviano CS, Alviano DS, Ventura JA, de Lima EJ, Seabra SH, Kuster RM. Anti-Escherichia coli activity of extracts from Schinus terebinthifolius fruits and leaves. Nat Prod Res. 2018 Jun;32(11):1365-1368. doi: 10.1080/14786419.2017.1344657. Epub 2017 Jul 3. PubMed PMID: 28669243.

4: Mbabi Nyemeck N 2nd, Serge Ngono Bikobo D, Abouem A Zintchem A, Schäfer EM, Bochet C, Emmanuel Pegnyemb D, Koert U. A new procyanidin B from Campylospermum zenkeri (Ochnaceae) and antiplasmodial activity of two derivatives of (±)-serotobenine. Nat Prod Res. 2017 Dec;31(24):2875-2884. doi: 10.1080/14786419.2017.1305378. Epub 2017 Apr 7. PubMed PMID: 28385033.

5: Taiwo BJ, Fatokun AA, Olubiyi OO, Bamigboye-Taiwo OT, van Heerden FR, Wright CW. Identification of compounds with cytotoxic activity from the leaf of the Nigerian medicinal plant, Anacardium occidentale L. (Anacardiaceae). Bioorg Med Chem. 2017 Apr 15;25(8):2327-2335. doi: 10.1016/j.bmc.2017.02.040. Epub 2017 Feb 22. PubMed PMID: 28291684.

6: Venditti A, Frezza C, Campanelli C, Foddai S, Bianco A, Serafini M. Phytochemical analysis of the ethanolic extract of Agathis robusta (C. Moore ex F. Muell.) F.M. Bailey. Nat Prod Res. 2017 Jul;31(14):1604-1611. doi: 10.1080/14786419.2017.1288625. Epub 2017 Feb 8. PubMed PMID: 28278682.

7: Covington CL, Junior FM, Silva JH, Kuster RM, de Amorim MB, Polavarapu PL. Atropoisomerism in Biflavones: The Absolute Configuration of (-)-Agathisflavone via Chiroptical Spectroscopy. J Nat Prod. 2016 Oct 28;79(10):2530-2537. Epub 2016 Oct 10. PubMed PMID: 27723329.

8: Campana PR, Mansur DS, Gusman GS, Ferreira D, Teixeira MM, Braga FC. Anti-TNF-α Activity of Brazilian Medicinal Plants and Compounds from Ouratea semiserrata. Phytother Res. 2015 Oct;29(10):1509-15. doi: 10.1002/ptr.5401. Epub 2015 Jun 22. PubMed PMID: 26094613.

9: de Sousa LR, Wu H, Nebo L, Fernandes JB, da Silva MF, Kiefer W, Schirmeister T, Vieira PC. Natural products as inhibitors of recombinant cathepsin L of Leishmania mexicana. Exp Parasitol. 2015 Sep;156:42-8. doi: 10.1016/j.exppara.2015.05.016. Epub 2015 Jun 1. PubMed PMID: 26044356.

10: de Sousa LR, Wu H, Nebo L, Fernandes JB, da Silva MF, Kiefer W, Kanitz M, Bodem J, Diederich WE, Schirmeister T, Vieira PC. Flavonoids as noncompetitive inhibitors of Dengue virus NS2B-NS3 protease: inhibition kinetics and docking studies. Bioorg Med Chem. 2015 Feb 1;23(3):466-70. doi: 10.1016/j.bmc.2014.12.015. Epub 2014 Dec 19. PubMed PMID: 25564380.

11: Ndongo JT, Issa ME, Messi AN, Mbing JN, Cuendet M, Pegnyemb DE, Bochet CG. Cytotoxic flavonoids and other constituents from the stem bark of Ochna schweinfurthiana. Nat Prod Res. 2015;29(17):1684-7. doi: 10.1080/14786419.2014.991321. Epub 2015 Jan 2. PubMed PMID: 25553908.

12: Feuereisen MM, Hoppe J, Zimmermann BF, Weber F, Schulze-Kaysers N, Schieber A. Characterization of phenolic compounds in Brazilian pepper (Schinus terebinthifolius Raddi) exocarp. J Agric Food Chem. 2014 Jul 2;62(26):6219-26. doi: 10.1021/jf500977d. Epub 2014 Jun 23. PubMed PMID: 24881808.

13: Bermúdez J, Rodríguez M, Hasegawa M, González-Mujica F, Duque S, Ito Y. (6R,9S)-6"-(4"-hydroxybenzoyl)-roseoside, a new megastigmane derivative from Ouratea polyantha and its effect on hepatic glucose-6-phosphatase. Nat Prod Commun. 2012 Aug;7(8):973-6. PubMed PMID: 22978207; PubMed Central PMCID: PMC3445296.

14: Shrestha S, Park JH, Lee DY, Cho JG, Cho S, Yang HJ, Yong HI, Yoon MS, Han DS, Baek NI. Rhus parviflora and its biflavonoid constituent, rhusflavone, induce sleep through the positive allosteric modulation of GABA(A)-benzodiazepine receptors. J Ethnopharmacol. 2012 Jun 26;142(1):213-20. doi: 10.1016/j.jep.2012.04.047. Epub 2012 May 2. PubMed PMID: 22579675.

15: Njock GB, Bartholomeusz TA, Foroozandeh M, Pegnyemb DE, Christen P, Jeannerat D. NASCA-HMBC, a new NMR methodology for the resolution of severely overlapping signals: application to the study of agathisflavone. Phytochem Anal. 2012 Mar-Apr;23(2):126-30. doi: 10.1002/pca.1333. Epub 2011 May 19. PubMed PMID: 21594945.

16: Paulsen BS, Souza CS, Chicaybam L, Bonamino MH, Bahia M, Costa SL, Borges HL, Rehen SK. Agathisflavone enhances retinoic acid-induced neurogenesis and its receptors α and β in pluripotent stem cells. Stem Cells Dev. 2011 Oct;20(10):1711-21. doi: 10.1089/scd.2010.0446. Epub 2011 Mar 18. PubMed PMID: 21281018.

17: Konan NA, Lincopan N, Díaz IE, de Fátima Jacysyn J, Tiba MM, Amarante Mendes JG, Bacchi EM, Spira B. Cytotoxicity of cashew flavonoids towards malignant cell lines. Exp Toxicol Pathol. 2012 Jul;64(5):435-40. doi: 10.1016/j.etp.2010.10.010. Epub 2010 Nov 23. PubMed PMID: 21106357.

18: Stafford GI, Pedersen ME, van Staden J, Jäger AK. Review on plants with CNS-effects used in traditional South African medicine against mental diseases. J Ethnopharmacol. 2008 Oct 28;119(3):513-37. doi: 10.1016/j.jep.2008.08.010. Epub 2008 Aug 15. PubMed PMID: 18775771.

19: Ngo Mbing J, Enguehard-Gueiffier C, Atchadé Ade T, Allouchi H, Gangoué-Piéboji J, Mbafor JT, Tih RG, Pothier J, Pegnyemb DE, Gueiffier A. Two biflavonoids from Ouratea nigroviolacea. Phytochemistry. 2006 Dec;67(24):2666-70. Epub 2006 Sep 6. PubMed PMID: 16950483.

20: de Carvalho MG, do Rocha Gomes MS, Fernandes Pereira AH, de Souza Daniel JF, Schripsema J. Carbon-13 and proton NMR assignments of a new agathisflavone derivative. Magn Reson Chem. 2006 Jan;44(1):35-7. PubMed PMID: 16259052.