SP-8356 | CAS#1454885-45-0 | CD147 inhibitor

MedKoo Cat#: 462434 | Name: SP-8356

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Description:

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

SP-8356 an anti-inflammatory synthetic verbenone derivative, is a potent, orally active cluster of differentiation 147 (CD147) inhibitor. SP-8356 inhibits CD147-cyclophilin A (CypA) interaction and reduces MMP-9 activity. SP-8356 exerts anti-breast cancer effects by inhibiting NF-κB signaling.

Chemical Structure

SP-8356

CAS#1454885-45-0

Theoretical Analysis

MedKoo Cat#: 462434

Name: SP-8356

CAS#: 1454885-45-0

Chemical Formula: C18H20O4

Exact Mass: 300.1362

Molecular Weight: 300.35

Elemental Analysis: C, 71.98; H, 6.71; O, 21.31

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 550.00	2 Weeks
25mg	USD 1,550.00	2 Weeks

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Related CAS #

No Data

Synonym

SP-8356; SP 8356; SP8356

IUPAC/Chemical Name

(1S,5R)-4-((E)-3,4-dihydroxy-5-methoxystyryl)-6,6-dimethylbicyclo[3.1.1]hept-3-en-2-one

InChi Key

ITCSXIQQWJYZHT-QITAHTHBSA-N

InChi Code

InChI=1S/C18H20O4/c1-18(2)12-9-13(18)14(19)8-11(12)5-4-10-6-15(20)17(21)16(7-10)22-3/h4-8,12-13,20-21H,9H2,1-3H3/b5-4+/t12-,13+/m0/s1

SMILES Code

O=C1[C@](C2)([H])C(C)(C)[C@]2([H])C(/C=C/C3=CC(OC)=C(O)C(O)=C3)=C1

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

	Solvent	mg/mL	mM	comments
Solubility
	Soluble in DMSO	0.0	100.00

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 300.35 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: Mander S, Kim DH, Thi Nguyen H, Yong HJ, Pahk K, Kim EY, Lee K, Seong JY, Kim WK, Hwang JI. SP-8356, a (1S)-(-)-verbenone derivative, exerts in vitro and in vivo anti-breast cancer effects by inhibiting NF-κB signaling. Sci Rep. 2019 Apr 29;9(1):6595. doi: 10.1038/s41598-019-41224-y. PMID: 31036845; PMCID: PMC6488667. 2: Pahk K, Noh H, Joung C, Jang M, Song HY, Kim KW, Han K, Hwang JI, Kim S, Kim WK. A novel CD147 inhibitor, SP-8356, reduces neointimal hyperplasia and arterial stiffness in a rat model of partial carotid artery ligation. J Transl Med. 2019 Aug 20;17(1):274. doi: 10.1186/s12967-019-2024-y. PMID: 31429778; PMCID: PMC6700999. 3: Pahk K, Joung C, Song HY, Kim S, Kim WK. SP-8356, a Novel Inhibitor of CD147-Cyclophilin A Interactions, Reduces Plaque Progression and Stabilizes Vulnerable Plaques in apoE-Deficient Mice. Int J Mol Sci. 2019 Dec 21;21(1):95. doi: 10.3390/ijms21010095. PMID: 31877775; PMCID: PMC6981359. 4: Zhou Y, Oh MH, Kim YJ, Kim EY, Kang J, Chung S, Ju C, Kim WK, Lee K. Metabolism and Pharmacokinetics of SP-8356, a Novel (1S)-(-)-Verbenone Derivative, in Rats and Dogs and Its Implications in Humans. Molecules. 2020 Apr 13;25(8):1775. doi: 10.3390/molecules25081775. PMID: 32294954; PMCID: PMC7221793. 5: Joung C, Noh H, Jung J, Song HY, Bae H, Pahk K, Kim WK. A Novel CD147 Inhibitor, SP-8356, Attenuates Pathological Fibrosis in Alkali-Burned Rat Cornea. Int J Mol Sci. 2020 Apr 23;21(8):2990. doi: 10.3390/ijms21082990. PMID: 32340317; PMCID: PMC7215672. 6: Kim DH, Yong HJ, Mander S, Nguyen HT, Nguyen LP, Park HK, Cha HK, Kim WK, Hwang JI. SP-8356, a (1S)-(-)-Verbenone Derivative, Inhibits the Growth and Motility of Liver Cancer Cells by Regulating NF-κB and ERK Signaling. Biomol Ther (Seoul). 2021 May 1;29(3):331-341. doi: 10.4062/biomolther.2020.200. PMID: 33455945; PMCID: PMC8094067. 7: Zhou J, Liu K, Feng C, Peng Z, Luo W. Therapeutic effect of SP-8356 on pulmonary embolism-associated cardiac injury is mediated by its ability to suppress apoptosis and inflammation. J Cell Mol Med. 2021 Jun;25(11):5260-5268. doi: 10.1111/jcmm.16535. Epub 2021 May 4. PMID: 33942476; PMCID: PMC8178275. 8: Wang Y, Zhang L, Zhang L, Li J, Sheng Z, Du Y, Zuo Z, Yu X. Intervention with extracellular matrix metalloproteinase inducer in osteoclasts attenuates periodontitis-induced bone resorption. Odontology. 2024 Jan;112(1):148-157. doi: 10.1007/s10266-023-00819-8. Epub 2023 May 25. PMID: 37227552. 9: Cui W, Yang D, Chen X, Yu H. SP-8356 (A Verbenone Derivative) Inhibits Proliferation, Suppresses Cell Migration and Invasion and Decreases Tumor Growth of Osteosarcoma: Role of PGC-1α/TFAM and AMPK-Activation. Cell J. 2023 May 28;25(5):291-299. doi: 10.22074/cellj.2023.557404.1052. PMID: 37300290; PMCID: PMC10257062. 10: Xu Y, Yao Y, Yu L, Zhang X, Mao X, Tey SK, Wong SWK, Yeung CLS, Ng TH, Wong MY, Che CM, Lee TKW, Gao Y, Cui Y, Yam JWP. Clathrin light chain A-enriched small extracellular vesicles remodel microvascular niche to induce hepatocellular carcinoma metastasis. J Extracell Vesicles. 2023 Aug;12(8):e12359. doi: 10.1002/jev2.12359. PMID: 37606345; PMCID: PMC10443339. 11: Yang L, Hu L. SP-8356: A Novel Verbenone Derivative Exerts In Vitro Anti-Non-Small Cell Lung Cancer Effects, Promotes Apoptosis via The P53/MDM2 Axis and Inhibits Tumor Formation in Mice. Cell J. 2023 Dec 31;25(12):839-846. doi: 10.22074/cellj.2023.2008708.1385. PMID: 38192254; PMCID: PMC10777321. 12: Nguyen TU, Hurh S, In S, Nguyen LP, Cho M, Mykhailova K, Kim HR, Ham BJ, Choi Y, Kim WK, Hwang JI. SP-8356 inhibits acute lung injury by suppressing inflammatory cytokine production and immune cell infiltration. Int Immunopharmacol. 2024 Apr 20;131:111847. doi: 10.1016/j.intimp.2024.111847. Epub 2024 Mar 21. PMID: 38518593.