Aspulvinone H | 57744-69-1 | GOT1 inhibitor

MedKoo Cat#: 208017 | Name: Aspulvinone H

Description:

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

Aspulvinone H is a natural inhibitor of glutamic oxaloacetate transaminase 1 (GOT1), suppressing glutamine metabolism, making PDAC cells sensitive to oxidative stress and inhibiting cell proliferation, exhibiting potent in vivo antitumor activity in an SW1990-cell-induced xenograft model.

Chemical Structure

Aspulvinone H

CAS#57744-69-1

Theoretical Analysis

MedKoo Cat#: 208017

Name: Aspulvinone H

CAS#: 57744-69-1

Chemical Formula: C27H28O5

Exact Mass: 432.1937

Molecular Weight: 432.52

Elemental Analysis: C, 74.98; H, 6.53; O, 18.50

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Aspulvinone H; Aspulvinone-H; AspulvinoneH

IUPAC/Chemical Name

(Z)-4-hydroxy-5-(4-hydroxy-3-(3-methylbut-2-en-1-yl)benzylidene)-3-(4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)furan-2(5H)-one

InChi Key

LFDYHAWYVIBCDT-OYKKKHCWSA-N

InChi Code

InChI=1S/C27H28O5/c1-16(2)5-8-19-13-18(7-11-22(19)28)14-24-26(30)25(27(31)32-24)21-10-12-23(29)20(15-21)9-6-17(3)4/h5-7,10-15,28-30H,8-9H2,1-4H3/b24-14-

SMILES Code

C/C(C)=C\CC1=CC(/C=C2OC(C(C3=CC(C/C=C(C)/C)=C(O)C=C3)=C\2O)=O)=CC=C1O

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

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 432.52 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.

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.Liang XX, Zhang XJ, Zhao YX, Feng J, Zeng JC, Shi QQ, Kaunda JS, Li XL, Wang WG, Xiao WL. Aspulvins A-H, Aspulvinone Analogues with SARS-CoV-2 Mpro Inhibitory and Anti-inflammatory Activities from an Endophytic Cladosporium sp. J Nat Prod. 2022 Apr 22;85(4):878-887. doi: 10.1021/acs.jnatprod.1c01003. Epub 2022 Mar 16. PMID: 35293744; PMCID: PMC8938825. 2. Yan S, Qi C, Song W, Xu Q, Gu L, Sun W, Zhang Y. Discovery of GOT1 Inhibitors from a Marine-Derived Aspergillus terreus That Act against Pancreatic Ductal Adenocarcinoma. Mar Drugs. 2021 Oct 20;19(11):588. doi: 10.3390/md19110588. PMID: 34822459; PMCID: PMC8618880. 3. Qi X, Chen WH, Lin XP, Liao SR, Yang B, Zhou XF, Liu YH, Wang JF, Li Y. A glyoxylate-containing benzene derivative and butenolides from a marine algicolous fungus Aspergillus sp. SCSIO 41304. Nat Prod Res. 2021 Sep 20:1-8. doi: 10.1080/14786419.2021.1978994. Epub ahead of print. PMID: 34542359. 4. Wu C, Cui X, Sun L, Lu J, Li F, Song M, Zhang Y, Hao X, Tian C, Song M, Liu X. Aspulvinones Suppress Postprandial Hyperglycemia as Potent α-Glucosidase Inhibitors From Aspergillus terreus ASM-1. Front Chem. 2021 Aug 17;9:736070. doi: 10.3389/fchem.2021.736070. PMID: 34485249; PMCID: PMC8416056. 5. Machado FP, Kumla D, Pereira JA, Sousa E, Dethoup T, Freitas-Silva J, Costa PM, Mistry S, Silva AMS, Kijjoa A. Prenylated phenylbutyrolactones from cultures of a marine sponge-associated fungus Aspergillus flavipes KUFA1152. Phytochemistry. 2021 May;185:112709. doi: 10.1016/j.phytochem.2021.112709. Epub 2021 Feb 23. PMID: 33636575. 6. Wodajo A, Tskhovrebov AG, Le TA, Kubasov AS, Grishina MM, Krutius ON, Khrustalev VN. Crystal structure of 1,1'-{(1E,1'E)-[4,4'-(9H-fluorene-9,9-di-yl)bis-(4,1-phenyl-ene)]bis-(aza-nylyl-idene)bis(methanylyl-idene)}bis-(naphthalen-2-ol) di-chloro-benzene monosolvate. Acta Crystallogr E Crystallogr Commun. 2020 Sep 4;76(Pt 10):1579-1581. doi: 10.1107/S2056989020012104. PMID: 33117567; PMCID: PMC7534250. 7. Ezekiel CN, Kraak B, Sandoval-Denis M, Sulyok M, Oyedele OA, Ayeni KI, Makinde OM, Akinyemi OM, Krska R, Crous PW, Houbraken J. Diversity and toxigenicity of fungi and description of Fusarium madaense sp. nov. from cereals, legumes and soils in north-central Nigeria. MycoKeys. 2020 Jun 8;67:95-124. doi: 10.3897/mycokeys.67.52716. PMID: 32565683; PMCID: PMC7295817. 8. Manchoju A, Annadate RA, Desquien L, Pansare SV. Functionalization of diazotetronic acid and application in a stereoselective modular synthesis of pulvinone, aspulvinones A-E, G, Q and their analogues. Org Biomol Chem. 2018 Aug 29;16(34):6224-6238. doi: 10.1039/c8ob01511b. PMID: 30109333. 9. Nagia MM, El-Metwally MM, Shaaban M, El-Zalabani SM, Hanna AG. Four butyrolactones and diverse bioactive secondary metabolites from terrestrial Aspergillus flavipes MM2: isolation and structure determination. Org Med Chem Lett. 2012 Mar 1;2(1):9. doi: 10.1186/2191-2858-2-9. PMID: 22380482; PMCID: PMC3349564. 10. Takahashi I, Ojima N, Ogura K, Seto S. Purification and characterization of dimethylallyl pyrophosphate: aspulvinone dimethylallyltransferase from Aspergillus terreus. Biochemistry. 1978 Jun 27;17(13):2696-702. doi: 10.1021/bi00606a037. PMID: 678538.