Terphenyllin
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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.


Price and Availability

Size
Price

500mg
USD 2950
Size
Price

1g
USD 4850
Size
Price

2g
USD 8950

Terphenyllin, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 330219
Name: Terphenyllin
CAS#: 52452-60-5
Chemical Formula: C20H18O5
Exact Mass: 338.1154
Molecular Weight: 338.359
Elemental Analysis: C, 71.00; H, 5.36; O, 23.64


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


Technical Data

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).

Harmonized System Code:
2934.99.90.01


References

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.