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MedKoo Cat#: 146314 | Name: Pachybasin

Description:

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

Pachybasin is a naturally occurring anthraquinone compound produced by certain fungal species, such as Alternaria and Aspergillus. It exhibits phytotoxic properties and has been studied for its potential as a natural herbicide, where it interferes with plant cell metabolism and induces oxidative stress, leading to cell damage and growth inhibition. Though not widely used in commercial agriculture, it has attracted interest in biocontrol research as a possible eco-friendly alternative to synthetic herbicides. Its mechanism involves disruption of mitochondrial function and the generation of reactive oxygen species (ROS), which contribute to its herbicidal and antimicrobial effects.

Chemical Structure

Pachybasin
Pachybasin
CAS#2549-78-2

Theoretical Analysis

MedKoo Cat#: 146314

Name: Pachybasin

CAS#: 2549-78-2

Chemical Formula: C15H10O3

Exact Mass: 238.0630

Molecular Weight: 238.24

Elemental Analysis: C, 75.62; H, 4.23; O, 20.15

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
Pachybasin;
IUPAC/Chemical Name
1-hydroxy-3-methylanthracene-9,10-dione
InChi Key
AFHWNNJNTNLCQF-UHFFFAOYSA-N
InChi Code
1S/C15H10O3/c1-8-6-11-13(12(16)7-8)15(18)10-5-3-2-4-9(10)14(11)17/h2-7,16H,1H3
SMILES Code
CC1=CC(O)=C2C(=O)C3=C(C=CC=C3)C(=O)C2=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 238.24 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: Lin YR, Peng KC, Chan MH, Peng HL, Liu SY. Effect of Pachybasin on General Toxicity and Developmental Toxicity in Vivo. J Agric Food Chem. 2017 Dec 6;65(48):10489-10494. doi: 10.1021/acs.jafc.7b03879. Epub 2017 Nov 20. PMID: 29111710. 2: Lin YR, Lo CT, Liu SY, Peng KC. Involvement of pachybasin and emodin in self- regulation of Trichoderma harzianum mycoparasitic coiling. J Agric Food Chem. 2012 Mar 7;60(9):2123-8. doi: 10.1021/jf202773y. Epub 2012 Feb 24. PMID: 22292460. 3: Cadelis MM, Gordon H, Grey A, Geese S, Mulholland DR, Weir BS, Copp BR, Wiles S. Isolation of a Novel Polyketide from Neodidymelliopsis sp. Molecules. 2021 May 27;26(11):3235. doi: 10.3390/molecules26113235. PMID: 34072211; PMCID: PMC8199022. 4: Hildebrandt U, Marsell A, Riederer M. Direct Effects of Physcion, Chrysophanol, Emodin, and Pachybasin on Germination and Appressorium Formation of the Barley ( Hordeum vulgare L.) Powdery Mildew Fungus Blumeria graminis f. sp. hordei (DC.) Speer. J Agric Food Chem. 2018 Apr 4;66(13):3393-3401. doi: 10.1021/acs.jafc.7b05977. Epub 2018 Mar 22. PMID: 29554805. 5: Barilli E, Agudo FJ, Masi M, Nocera P, Evidente A, Rubiales D. Anthraquinones and their analogues as potential biocontrol agents of rust and powdery mildew diseases of field crops. Pest Manag Sci. 2022 Aug;78(8):3489-3497. doi: 10.1002/ps.6989. Epub 2022 Jun 10. PMID: 35567400; PMCID: PMC9543780. 6: Masi M, Nocera P, Zonno MC, Tuzi A, Pescitelli G, Cimmino A, Boari A, Infantino A, Vurro M, Evidente A. Lentiquinones A, B, and C, Phytotoxic Anthraquinone Derivatives Isolated from Ascochyta lentis, a Pathogen of Lentil. J Nat Prod. 2018 Dec 28;81(12):2700-2709. doi: 10.1021/acs.jnatprod.8b00556. Epub 2018 Nov 20. PMID: 30457871. 7: Liu SY, Lo CT, Chen C, Liu MY, Chen JH, Peng KC. Efficient isolation of anthraquinone-derivatives from Trichoderma harzianum ETS 323. J Biochem Biophys Methods. 2007 Apr 10;70(3):391-5. doi: 10.1016/j.jbbm.2006.09.003. Epub 2006 Sep 16. PMID: 17067682. 8: Kusakabe K, Honmura Y, Uesugi S, Tonouchi A, Maeda H, Kimura KI, Koshino H, Hashimoto M. Neomacrophorin X, a [4.4.3]Propellane-Type Meroterpenoid from Trichoderma sp. 1212-03. J Nat Prod. 2017 May 26;80(5):1484-1492. doi: 10.1021/acs.jnatprod.6b01177. Epub 2017 Apr 26. PMID: 28445065. 9: El-Beih AA, Kawabata T, Koimaru K, Ohta T, Tsukamoto S. Monodictyquinone A: a new antimicrobial anthraquinone from a sea urchin-derived fungus Monodictys sp. Chem Pharm Bull (Tokyo). 2007 Jul;55(7):1097-8. doi: 10.1248/cpb.55.1097. PMID: 17603212. 10: Bick IR, Rhee C. Anthraquinone pigments from Phoma foveata Foister. Biochem J. 1966 Jan;98(1):112-6. doi: 10.1042/bj0980112. PMID: 5938630; PMCID: PMC1264802. 11: Andolfi A, Cimmino A, Villegas-Fernández AM, Tuzi A, Santini A, Melck D, Rubiales D, Evidente A. Lentisone, a new phytotoxic anthraquinone produced by Ascochyta lentis, the causal agent of Ascochyta blight in Lens culinaris. J Agric Food Chem. 2013 Jul 31;61(30):7301-8. doi: 10.1021/jf4026663. Epub 2013 Jul 23. PMID: 23837870. 12: Zhang S, Sun F, Liu L, Bao L, Fang W, Yin C, Zhang Y. Dragonfly-Associated Trichoderma harzianum QTYC77 Is Not Only a Potential Biological Control Agent of Fusarium oxysporum f. sp. cucumerinum But Also a Source of New Antibacterial Agents. J Agric Food Chem. 2020 Nov 16. doi: 10.1021/acs.jafc.0c05760. Epub ahead of print. PMID: 33198460. 13: Liu SY, Lo CT, Shibu MA, Leu YL, Jen BY, Peng KC. Study on the anthraquinones separated from the cultivation of Trichoderma harzianum strain Th-R16 and their biological activity. J Agric Food Chem. 2009 Aug 26;57(16):7288-92. doi: 10.1021/jf901405c. PMID: 19650641.