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MedKoo Cat#: 145737 | Name: Phyltetralin

Description:

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

Phyltetralin is a natural lignan compound primarily isolated from the leaves of Phyllanthus amarus, a plant known for its medicinal properties. In addition to its immunosuppressive properties, phyltetralin exhibits significant anti-inflammatory effects.

Chemical Structure

Phyltetralin
Phyltetralin
CAS#123048-17-9

Theoretical Analysis

MedKoo Cat#: 145737

Name: Phyltetralin

CAS#: 123048-17-9

Chemical Formula: C24H32O6

Exact Mass: 416.2200

Molecular Weight: 416.51

Elemental Analysis: C, 69.21; H, 7.74; O, 23.05

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
Phyltetralin;
IUPAC/Chemical Name
(1R,2S,3S)-1-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2,3-bis(methoxymethyl)-1,2,3,4-tetrahydronaphthalene
InChi Key
CZZKSEXMNQGXJU-ROMRWMGNSA-N
InChi Code
1S/C24H32O6/c1-25-13-17-9-16-11-22(29-5)23(30-6)12-18(16)24(19(17)14-26-2)15-7-8-20(27-3)21(10-15)28-4/h7-8,10-12,17,19,24H,9,13-14H2,1-6H3/t17-,19-,24-/m1/s1
SMILES Code
COC[C@H]1CC2=CC(OC)=C(OC)C=C2[C@H]([C@@H]1COC)C3=CC(OC)=C(OC)C=C3
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 416.51 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: Trammel GL, Kerlin AC, Zachau C, Brown MK. Synthesis of (±)-Phyltetralin by Cu/Pd-Catalyzed Arylboration. Synlett. 2023 Nov;34(18):2197-2199. doi: 10.1055/s-0041-1738434. Epub 2023 Apr 5. PMID: 39464301; PMCID: PMC11501086. 2: Nikule HA, Nitnaware KM, Chambhare MR, Kadam NS, Borde MY, Nikam TD. In-vitro propagation, callus culture and bioactive lignan production in Phyllanthus tenellus Roxb: a new source of phyllanthin, hypophyllanthin and phyltetralin. Sci Rep. 2020 Jun 30;10(1):10668. doi: 10.1038/s41598-020-67637-8. PMID: 32606305; PMCID: PMC7327055. 3: Kassuya CA, Leite DF, de Melo LV, Rehder VL, Calixto JB. Anti-inflammatory properties of extracts, fractions and lignans isolated from Phyllanthus amarus. Planta Med. 2005 Aug;71(8):721-6. doi: 10.1055/s-2005-871258. PMID: 16142635. 4: Jantan I, Haque MA, Ilangkovan M, Arshad L. An Insight Into the Modulatory Effects and Mechanisms of Action of Phyllanthus Species and Their Bioactive Metabolites on the Immune System. Front Pharmacol. 2019 Aug 7;10:878. doi: 10.3389/fphar.2019.00878. PMID: 31440162; PMCID: PMC6693410. 5: Murugaiyah V, Chan KL. Mechanisms of antihyperuricemic effect of Phyllanthus niruri and its lignan constituents. J Ethnopharmacol. 2009 Jul 15;124(2):233-9. doi: 10.1016/j.jep.2009.04.026. Epub 2009 May 3. PMID: 19397979. 6: Kassuya CA, Silvestre A, Menezes-de-Lima O Jr, Marotta DM, Rehder VL, Calixto JB. Antiinflammatory and antiallodynic actions of the lignan niranthin isolated from Phyllanthus amarus. Evidence for interaction with platelet activating factor receptor. Eur J Pharmacol. 2006 Sep 28;546(1-3):182-8. doi: 10.1016/j.ejphar.2006.07.025. Epub 2006 Jul 22. PMID: 16925995. 7: Yuandani, Jantan I, Ilangkovan M, Husain K, Chan KM. Inhibitory effects of compounds from Phyllanthus amarus on nitric oxide production, lymphocyte proliferation, and cytokine release from phagocytes. Drug Des Devel Ther. 2016 Jun 9;10:1935-45. doi: 10.2147/DDDT.S105651. PMID: 27354767; PMCID: PMC4907639. 8: Murugaiyah V, Chan KL. Determination of four lignans in Phyllanthus niruri L. by a simple high-performance liquid chromatography method with fluorescence detection. J Chromatogr A. 2007 Jun 22;1154(1-2):198-204. doi: 10.1016/j.chroma.2007.03.079. Epub 2007 Mar 28. PMID: 17418855. 9: Murugaiyah V, Chan KL. Antihyperuricemic lignans from the leaves of Phyllanthus niruri. Planta Med. 2006 Nov;72(14):1262-7. doi: 10.1055/s-2006-947224. Epub 2006 Sep 1. PMID: 16953466. 10: Conrado GG, Grazzia N, de Oliveira ADSS, Franco CH, Moraes CB, Gadelha FR, Miguel DC, Garcia VL. Prospecting and Identifying Phyllanthus amarus Lignans with Antileishmanial and Antitrypanosomal Activity. Planta Med. 2020 Jul;86(11):782-789. doi: 10.1055/a-1179-1003. Epub 2020 Jun 8. PMID: 32512613. 11: Fang SH, Rao YK, Tzeng YM. Anti-oxidant and inflammatory mediator's growth inhibitory effects of compounds isolated from Phyllanthus urinaria. J Ethnopharmacol. 2008 Mar 5;116(2):333-40. doi: 10.1016/j.jep.2007.11.040. Epub 2007 Dec 4. PMID: 18187278. 12: Ismail EN, Jantan I, Vidyadaran S, Jamal JA, Azmi N. Phyllanthus amarus prevents LPS-mediated BV2 microglial activation via MyD88 and NF-κB signaling pathways. BMC Complement Med Ther. 2020 Jul 1;20(1):202. doi: 10.1186/s12906-020-02961-0. PMID: 32611404; PMCID: PMC7330992. 13: Leite DF, Kassuya CA, Mazzuco TL, Silvestre A, de Melo LV, Rehder VL, Rumjanek VM, Calixto JB. The cytotoxic effect and the multidrug resistance reversing action of lignans from Phyllanthus amarus. Planta Med. 2006 Dec;72(15):1353-8. doi: 10.1055/s-2006-951708. Epub 2006 Oct 20. PMID: 17054045. 14: Alagan A, Jantan I, Kumolosasi E, Ogawa S, Abdullah MA, Azmi N. Protective Effects of Phyllanthus amarus Against Lipopolysaccharide-Induced Neuroinflammation and Cognitive Impairment in Rats. Front Pharmacol. 2019 Jun 4;10:632. doi: 10.3389/fphar.2019.00632. PMID: 31231221; PMCID: PMC6558432. 15: Mohamed SIA, Jantan I, Nafiah MA, Seyed MA, Chan KM. Lignans and Polyphenols of Phyllanthus amarus Schumach and Thonn Induce Apoptosis in HCT116 Human Colon Cancer Cells through Caspases-Dependent Pathway. Curr Pharm Biotechnol. 2021;22(2):262-273. doi: 10.2174/1389201021666200612173029. PMID: 32532192. 16: Murugaiyah V, Chan KL. Analysis of lignans from Phyllanthus niruri L. in plasma using a simple HPLC method with fluorescence detection and its application in a pharmacokinetic study. J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Jun 1;852(1-2):138-44. doi: 10.1016/j.jchromb.2007.01.014. Epub 2007 Jan 18. PMID: 17261384.