MedKoo Biosciences

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

MedKoo CAT#: 330219

CAS#: 52452-60-5

Description: Terphenyllin is a naturally abundant p-terphenyl metabolite isolated from the coral derived fungus Aspergillus candidus, has signiﬁcant α-glucosidase inhibitory activity.

Chemical Structure

Terphenyllin

CAS# 52452-60-5

Instruction

Theoretical Analysis

MedKoo Cat#: 330219
Name: Terphenyllin
CAS#: 52452-60-5
Chemical Formula: C20H18O5
Exact Mass: 338.12
Molecular Weight: 338.359
Elemental Analysis: C, 71.00; H, 5.36; O, 23.64

Price and Availability

Size	Price	Availability	Quantity
500mg	USD 2950
1g	USD 4850
2g	USD 8950
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Terphenyllin

IUPAC/Chemical Name: 3',6'-dimethoxy-[1,1':4',1''-terphenyl]-2',4,4''-triol

InChi Key: YNEMPXKRLPZFAX-UHFFFAOYSA-N

InChi Code: InChI=1S/C20H18O5/c1-24-17-11-16(12-3-7-14(21)8-4-12)20(25-2)19(23)18(17)13-5-9-15(22)10-6-13/h3-11,21-23H,1-2H3

SMILES Code: OC1=C(OC)C(C2=CC=C(O)C=C2)=CC(OC)=C1C3=CC=C(O)C=C3

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:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 338.36 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.

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: Zhang XQ, Mou XF, Mao N, Hao JJ, Liu M, Zheng JY, Wang CY, Gu YC, Shao CL. Design, semisynthesis, α-glucosidase inhibitory, cytotoxic, and antibacterial activities of p-terphenyl derivatives. Eur J Med Chem. 2018 Feb 25;146:232-244. doi: 10.1016/j.ejmech.2018.01.057. Epub 2018 Feb 4. PubMed PMID: 29407953.

2: Wang W, Liao Y, Tang C, Huang X, Luo Z, Chen J, Cai P. Cytotoxic and Antibacterial Compounds from the Coral-Derived Fungus Aspergillus tritici SP2-8-1. Mar Drugs. 2017 Nov 7;15(11). pii: E348. doi: 10.3390/md15110348. PubMed PMID: 29112138; PubMed Central PMCID: PMC5706038.

3: Guo ZK, Yan T, Guo Y, Song YC, Jiao RH, Tan RX, Ge HM. p-Terphenyl and diterpenoid metabolites from endophytic Aspergillus sp. YXf3. J Nat Prod. 2012 Jan 27;75(1):15-21. doi: 10.1021/np200321s. Epub 2011 Dec 23. PubMed PMID: 22196792.

4: Singh SB, Jayasuriya H, Dewey R, Polishook JD, Dombrowski AW, Zink DL, Guan Z, Collado J, Platas G, Pelaez F, Felock PJ, Hazuda DJ. Isolation, structure, and HIV-1-integrase inhibitory activity of structurally diverse fungal metabolites. J Ind Microbiol Biotechnol. 2003 Dec;30(12):721-31. Epub 2004 Jan 9. PubMed PMID: 14714192.

5: Yen GC, Chiang HC, Wu CH, Yeh CT. The protective effects of Aspergillus candidus metabolites against hydrogen peroxide-induced oxidative damage to Int 407 cells. Food Chem Toxicol. 2003 Nov;41(11):1561-7. PubMed PMID: 12963009.

6: Yen GC, Chang YC, Sheu F, Chiang HC. Isolation and characterization of antioxidant compounds from Aspergillus candidus broth filtrate. J Agric Food Chem. 2001 Mar;49(3):1426-31. PubMed PMID: 11312875.

7: Rahbaek L, Frisvad JC, Christophersen C. An amendment of Aspergillus section Candidi based on chemotaxonomical evidence. Phytochemistry. 2000 Mar;53(5):581-6. PubMed PMID: 10724184.

8: Kamigauchi T, Sakazaki R, Nagashima K, Kawamura Y, Yasuda Y, Matsushima K, Tani H, Takahashi Y, Ishii K, Suzuki R, Koizumi K, Nakai H, Ikenishi Y, Terui Y. Terprenins, novel immunosuppressants produced by Aspergillus candidus. J Antibiot (Tokyo). 1998 Apr;51(4):445-50. PubMed PMID: 9630870.

9: Kurobane I, Vining LC, McInnes AG, Smith DG. 3-Hydroxyterphenyllin, a new metabolite of Aspergillus candidus. Structure elucidation by H and C nuclear magnetic resonance spectroscopy. J Antibiot (Tokyo). 1979 Jun;32(6):559-64. PubMed PMID: 468731.

10: Ohtsubo K, Saito M. Hepato-and cardiotoxicity of xanthoascin, a new xanthocillin analogue produced by Aspergillus candidus. II. A preliminary electron microscopic observation of the heart and lung with intranuclear myelin-like figures. Ann Nutr Aliment. 1977;31(4-6):771-80. PubMed PMID: 613931.

11: Ohtsubo K, Horiuchi T, Hatanaka Y, Saito M. Hepato- and cardiotoxicity of xanthoascin, a new metabolite of A. candidus Link, to mice. I. Blood chemistry and histological changes in mice. Jpn J Exp Med. 1976 Oct;46(5):277-87. PubMed PMID: 1011375.

12: Marchelli R, Vining LC. Terphenyllin, a novel p-terphenyl metabolite from aspergillus candidus. J Antibiot (Tokyo). 1975 Apr;28(4):328-31. PubMed PMID: 1150533.

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