Sphondin | CAS#483-66-9 | furanocoumarin

MedKoo Cat#: 146199 | Name: Sphondin

Description:

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

Sphondin is a naturally occurring furanocoumarin compound found in various plants, particularly in the Apiaceae family. It exhibits biological activities such as anti-inflammatory, antimicrobial, and anticancer effects. Sphondin acts primarily by inhibiting enzymes like cyclooxygenase-2 (COX-2), thus reducing inflammation and modulating cell signaling pathways involved in tumor growth. Its applications are being explored in pharmaceuticals and traditional medicine for managing conditions like arthritis, infections, and certain cancers.

Chemical Structure

Sphondin

CAS#483-66-9

Theoretical Analysis

MedKoo Cat#: 146199

Name: Sphondin

CAS#: 483-66-9

Chemical Formula: C12H8O4

Exact Mass: 216.0423

Molecular Weight: 216.19

Elemental Analysis: C, 66.67; H, 3.73; O, 29.60

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

Sphondin;

IUPAC/Chemical Name

6-methoxy-2H-furo[2,3-h]chromen-2-one

InChi Key

DLCJNIBLOSKIQW-UHFFFAOYSA-N

InChi Code

1S/C12H8O4/c1-14-9-6-7-2-3-10(13)16-11(7)8-4-5-15-12(8)9/h2-6H,1H3

SMILES Code

COC1=CC2=C(OC(=O)C=C2)C3=C1OC=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 216.19 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: Ren F, Hu J, Dang Y, Deng H, Ren J, Cheng S, Tan M, Zhang H, He X, Yu H, Zhang J, Zhang Z, Chen W, Hu J, Cai X, Hu Y, Huang A, Chen J. Sphondin efficiently blocks HBsAg production and cccDNA transcription through promoting HBx degradation. J Med Virol. 2023 Mar;95(3):e28578. doi: 10.1002/jmv.28578. PMID: 36846971. 2: Yang LL, Liang YC, Chang CW, Lee WS, Kuo CT, Wang CC, Lee HM, Lin CH. Effects of sphondin, isolated from Heracleum laciniatum, on IL-1beta-induced cyclooxygenase-2 expression in human pulmonary epithelial cells. Life Sci. 2002 Nov 29;72(2):199-213. doi: 10.1016/s0024-3205(02)02173-2. PMID: 12417253. 3: Wang CC, Lai JE, Chen LG, Yen KY, Yang LL. Inducible nitric oxide synthase inhibitors of Chinese herbs. Part 2: naturally occurring furanocoumarins. Bioorg Med Chem. 2000 Dec;8(12):2701-7. doi: 10.1016/s0968-0896(00)00200-5. PMID: 11131161. 4: Kavli G, Midelfart K, Raa J, Volden G. Phototoxicity from furocoumarins (psoralens) of Heracleum laciniatum in a patient with vitiligo. Action spectrum studies on bergapten, pimpinellin, angelicin and sphondin. Contact Dermatitis. 1983 Sep;9(5):364-6. doi: 10.1111/j.1600-0536.1983.tb04429.x. PMID: 6627920. 5: Kagan J, Szczepanski P, Bindokas V, Wulff WD, McCallum JS. Delayed phototoxic effects of 8-methoxypsoralen, khellin, and sphondin inAedes aegypti. J Chem Ecol. 1986 Apr;12(4):899-914. doi: 10.1007/BF01020260. PMID: 24306978. 6: Bartnik M. Methoxyfuranocoumarins of Natural Origin-Updating Biological Activity Research and Searching for New Directions-A Review. Curr Issues Mol Biol. 2024 Jan 19;46(1):856-883. doi: 10.3390/cimb46010055. PMID: 38275669; PMCID: PMC10813879. 7: Nitao JK, Berhow M, Duval SM, Weisleder D, Vaughn SF, Zangerl A, Berenbaum MR. Characterization of furanocoumarin metabolites in parsnip webworm, Depressaria pastinacella. J Chem Ecol. 2003 Mar;29(3):671-82. doi: 10.1023/a:1022872704016. PMID: 12757327. 8: Tao Y, Pu J, Wang P. Ethnobotany, phytochemistry, pharmacology and quality control of Peucedanum decursivum (Miq.) Maxim: A critical review. J Ethnopharmacol. 2024 Nov 15;334:118542. doi: 10.1016/j.jep.2024.118542. Epub 2024 Jul 9. PMID: 38992404. 9: O'Neill T, Johnson JA, Webster D, Gray CA. The Canadian medicinal plant Heracleum maximum contains antimycobacterial diynes and furanocoumarins. J Ethnopharmacol. 2013 May 2;147(1):232-7. doi: 10.1016/j.jep.2013.03.009. Epub 2013 Mar 13. PMID: 23501157. 10: Hung CF, Berenbaum MR, Schuler MA. Isolation and characterization of CYP6B4, a furanocoumarin-inducible cytochrome P450 from a polyphagous caterpillar (Lepidoptera:papilionidae). Insect Biochem Mol Biol. 1997 May;27(5):377-85. doi: 10.1016/s0965-1748(97)00009-x. PMID: 9219364. 11: KOMISSARENKO NF, CHERNOBAI VT, KOLESNIKOV DG. [Isolation of sphondin from the roots of the cow parsnip Heracleum dissectum LDB. II]. Med Prom SSSR. 1962 Oct;10:25-6. Russian. PMID: 14034501. 12: Fu Y, Bai Y, Dawa Z, Bai B, Ding L. [Chemical constituents of Incarvillea younghusbandii]. Zhongguo Zhong Yao Za Zhi. 2010 Jan;35(1):58-62. Chinese. doi: 10.4268/cjcmm20100112. PMID: 20349717. 13: Berenbaum MR, Zangerl AR, Nitao JK. CONSTRAINTS ON CHEMICAL COEVOLUTION: WILD PARSNIPS AND THE PARSNIP WEBWORM. Evolution. 1986 Nov;40(6):1215-1228. doi: 10.1111/j.1558-5646.1986.tb05746.x. PMID: 28563494. 14: Bogucka-Kocka A, Krzaczek T. The furanocoumarins in the roots of Heracleum sibiricum L. Acta Pol Pharm. 2003 Sep-Oct;60(5):391-3. PMID: 15005423. 15: Kavli G, Raa J, Johnson BE, Volden G, Haugsbø S. Furocoumarins of Heracleum laciniatum: isolation, phototoxicity, absorption and action spectra studies. Contact Dermatitis. 1983 Jul;9(4):257-62. doi: 10.1111/j.1600-0536.1983.tb04386.x. PMID: 6617185. 16: Hung CF, Harrison TL, Berenbaum MR, Schuler MA. CYP6B3: a second furanocoumarin-inducible cytochrome P450 expressed in Papilio polyxenes. Insect Mol Biol. 1995 Aug;4(3):149-60. doi: 10.1111/j.1365-2583.1995.tb00020.x. PMID: 8589841. 17: Mäenpää J, Sigusch H, Raunio H, Syngelmä T, Vuorela P, Vuorela H, Pelkonen O. Differential inhibition of coumarin 7-hydroxylase activity in mouse and human liver microsomes. Biochem Pharmacol. 1993 Mar 9;45(5):1035-42. doi: 10.1016/0006-2952(93)90247-t. PMID: 8461033. 18: Berenbaum MR, Zangerl AR. Chemical phenotype matching between a plant and its insect herbivore. Proc Natl Acad Sci U S A. 1998 Nov 10;95(23):13743-8. doi: 10.1073/pnas.95.23.13743. PMID: 9811871; PMCID: PMC24890. 19: Mao W, Berhow MA, Zangerl AR, McGovern J, Berenbaum MR. Cytochrome P450-mediated metabolism of xanthotoxin by Papilio multicaudatus. J Chem Ecol. 2006 Mar;32(3):523-36. doi: 10.1007/s10886-005-9018-3. Epub 2006 Mar 30. PMID: 16572296. 20: Sumiyoshi M, Sakanaka M, Taniguchi M, Baba K, Kimura Y. Anti-tumor effects of various furocoumarins isolated from the roots, seeds and fruits of Angelica and Cnidium species under ultraviolet A irradiation. J Nat Med. 2014 Jan;68(1):83-94. doi: 10.1007/s11418-013-0774-z. Epub 2013 May 7. PMID: 23649674.