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MedKoo Cat#: 111012 | Name: Phellodendrine
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Description:

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

Phellodendrine is an alkaloid isolated originally from Phellodendron amurense which exerts antinephritic effects as well as inhibits activity of the human liver. Phellodendrine is naturally found in plants.

Chemical Structure

Phellodendrine
Phellodendrine
CAS#6873-13-8

Theoretical Analysis

MedKoo Cat#: 111012

Name: Phellodendrine

CAS#: 6873-13-8

Chemical Formula: C20H24NO4+

Exact Mass: 342.1700

Molecular Weight: 342.41

Elemental Analysis: C, 70.15; H, 7.07; N, 4.09; O, 18.69

Price and Availability

Size Price Availability Quantity
5mg USD 270.00 2 Weeks
25mg USD 460.00 2 Weeks
100mg USD 850.00 2 Weeks
1g USD 1,950.00 2 Weeks
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Related CAS #
No Data
Synonym
OB-5 Compound; Phallodendrin
IUPAC/Chemical Name
(7S,13aS)-2,11-dihydroxy-3,10-dimethoxy-7-methyl-5,6,7,8,13,13a-hexahydroisoquinolino[3,2-a]isoquinolin-7-ium
InChi Key
RBBVPNQTBKHOEQ-KKSFZXQISA-O
InChi Code
InChI=1S/C20H23NO4/c1-21-5-4-12-8-19(24-2)18(23)10-15(12)16(21)6-13-7-17(22)20(25-3)9-14(13)11-21/h7-10,16H,4-6,11H2,1-3H3,(H-,22,23)/p+1/t16-,21-/m0/s1
SMILES Code
COc1cc2C[N@+]3(C)CCc4cc(OC)c(O)cc4[C@@H]3Cc2cc1O
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
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Phellodendrine is an alkaloid isolated originally from Phellodendron amurense, and it exerts antinephritic effects as well as inhibits activity of the human liver.
In vitro activity:
Phellodendrine acted directly on 12 targets, including PTGS1, PTGS2, HTR1A, and PIK3CA, and then regulated cAMP, estrogen, TNF, serotonergic synapse, and other signaling pathways to exert anti-inflammatory effects. The experimental results showed that phellodendrine reduced the levels of IL-6 compared with the LPS group in 24 h and changed the mRNA expression of PTGS1, PTGS2, HSP90ab1, AKT1, HTR1A, PI3CA, and F10. Reference: PeerJ. 2022 Sep 23;10:e13852. https://pubmed.ncbi.nlm.nih.gov/36172495/
In vivo activity:
The PHE (phellodendrine) obviously improved the decreased survival rate and abnormally elevated heart-beating rate of zebrafish embryos caused by AAPH. Especially 200μg/mL of PHE make the survival rate increased to 90.26±1.40% at 72hfp and the heartbeat back to normal. Besides, AAPH caused a significant increase in the production of reactive oxygen species (ROS), lipid-peroxidation and cell death rate, all of which could be decreased after PHE treatment dose-dependently. Reference: Life Sci. 2016 Jul 15;157:97-106. https://pubmed.ncbi.nlm.nih.gov/27234894/
Solvent mg/mL mM comments
Solubility
DMSO 36.5 106.60
Water 68.0 198.59
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 342.41 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
Formulation protocol:
1. Hu L, Wang J, Wu N, Zhao X, Cai D. Utilizing network pharmacology and experimental validation to investigate the underlying mechanism of phellodendrine on inflammation. PeerJ. 2022 Sep 23;10:e13852. doi: 10.7717/peerj.13852. PMID: 36172495; PMCID: PMC9512003. 2. Su S, Wang X, Xi X, Zhu L, Chen Q, Zhang H, Qin Y, Yang B, Che N, Cao H, Zhong W, Wang B. Phellodendrine promotes autophagy by regulating the AMPK/mTOR pathway and treats ulcerative colitis. J Cell Mol Med. 2021 Jun;25(12):5707-5720. doi: 10.1111/jcmm.16587. Epub 2021 May 18. PMID: 34002930; PMCID: PMC8184668. 3. Li L, Huang T, Tian C, Xiao Y, Kou S, Zhou X, Liu S, Ye X, Li X. The defensive effect of phellodendrine against AAPH-induced oxidative stress through regulating the AKT/NF-κB pathway in zebrafish embryos. Life Sci. 2016 Jul 15;157:97-106. doi: 10.1016/j.lfs.2016.05.032. Epub 2016 May 24. PMID: 27234894.
In vitro protocol:
1. Hu L, Wang J, Wu N, Zhao X, Cai D. Utilizing network pharmacology and experimental validation to investigate the underlying mechanism of phellodendrine on inflammation. PeerJ. 2022 Sep 23;10:e13852. doi: 10.7717/peerj.13852. PMID: 36172495; PMCID: PMC9512003. 2. Su S, Wang X, Xi X, Zhu L, Chen Q, Zhang H, Qin Y, Yang B, Che N, Cao H, Zhong W, Wang B. Phellodendrine promotes autophagy by regulating the AMPK/mTOR pathway and treats ulcerative colitis. J Cell Mol Med. 2021 Jun;25(12):5707-5720. doi: 10.1111/jcmm.16587. Epub 2021 May 18. PMID: 34002930; PMCID: PMC8184668.
In vivo protocol:
1. Li L, Huang T, Tian C, Xiao Y, Kou S, Zhou X, Liu S, Ye X, Li X. The defensive effect of phellodendrine against AAPH-induced oxidative stress through regulating the AKT/NF-κB pathway in zebrafish embryos. Life Sci. 2016 Jul 15;157:97-106. doi: 10.1016/j.lfs.2016.05.032. Epub 2016 May 24. PMID: 27234894.
1: Liu H, Kong L, Cao D, Zhan X, Gao X, Sun H, Yan G, Zhao Q, Han Y, Wang X. Efficacy and mechanism of the Ermiao San series of formulas for rheumatoid arthritis based on Chinmedomics strategy. Phytomedicine. 2024 Jul 22;132:155903. doi: 10.1016/j.phymed.2024.155903. Epub ahead of print. PMID: 39047412. 2: Hu L, Wu N, Wang J, Yao M, Han B. Network Pharmacology Combined with Bioinformatics Analysis to Texplore the Potential Mechanism of Phellodendri Chinensis Cortex Against Bladder Cancer. Cell Biochem Biophys. 2024 Jul 18. doi: 10.1007/s12013-024-01414-6. Epub ahead of print. PMID: 39023680. 3: Li Z, Ma T, Liu Y, Liu W, Zhao X, Zhang G, Wang J, Zhang Y. Screening and Mechanism Study of Three Antagonistic Drugs, Oxysophoridine, Rutin, and Phellodendrine, against Zearalenone-Induced Reproductive Toxicity in Ovine Oocytes. Antioxidants (Basel). 2024 Jun 20;13(6):752. doi: 10.3390/antiox13060752. PMID: 38929191; PMCID: PMC11201285. 4: Cheng C, Xu C, Zhou W, Xue L, Wang S, Zhai Q, Dai R. Integrated network pharmacology and serum metabonomics analysis to explore the potential mechanism of Anemarrhena asphodeloides Bunge-Phellodendron chinense Schneid herb pair in the treatment of benign prostatic hyperplasia. J Pharm Biomed Anal. 2024 Sep 15;248:116264. doi: 10.1016/j.jpba.2024.116264. Epub 2024 May 31. PMID: 38889577. 5: Xu Q, Gao H, Zhu F, Xu W, Wang Y, Xie J, Guo G, Yang L, Ma L, Shen Z, Li J. Pharmacokinetic Properties of Baitouweng Decoction in Bama Miniature Pigs: Implications for Clinical Application in Humans. Int J Anal Chem. 2024 May 10;2024:5535752. doi: 10.1155/2024/5535752. PMID: 38766522; PMCID: PMC11101253. 6: Wang J, Liu J, Yang Y, Sun G, Yang D, Yin S, Zhang S, Jin W, Zhao D, Sun L, Jiang R. Inhibitory effect of phellodendrine on C48/80-induced allergic reaction in vitro and in vivo. Int Immunopharmacol. 2024 Jun 15;134:112256. doi: 10.1016/j.intimp.2024.112256. Epub 2024 May 13. PMID: 38744172. 7: Zhang W, Gao R, Tian L, Xu Z. Integrated microbiome and metabolomics analysis reveal the relationship between plant-specialized metabolites and microbial community in Phellodendron amurense. Front Plant Sci. 2024 Feb 21;15:1363063. doi: 10.3389/fpls.2024.1363063. PMID: 38450408; PMCID: PMC10915045. 8: Ge XT, Zhao JH, Ren WJ, Zhou Y, Chen Y, Jiang SR, Jia TZ, Gao H, Zhang F. Alkaloid uptake pathways in renal tubular epithelial cells from different processed products of Phellodendri chinensis Cortex. J Pharm Biomed Anal. 2024 May 15;242:116014. doi: 10.1016/j.jpba.2024.116014. Epub 2024 Feb 6. PMID: 38367517. 9: Liu L, Zhao N, Yang K, Liao H, Liu X, Wu Y, Wang Y, Peng X, Wu Y. Proteomic Analysis of Staphylococcus aureus Treated with ShangKeHuangShui. Biol Pharm Bull. 2024;47(1):292-302. doi: 10.1248/bpb.b23-00471. PMID: 38281773. 10: Yang L, Sun Y, Wei S, Wen H, Liu R, Wang X. Chemical profiling of Simiao pill and quantification of main effective constituents in it by ultra-high- performance liquid chromatography coupled with Q Exactive Orbitrap and triple quadrupole mass spectrometry. J Sep Sci. 2024 Jan;47(1):e2300615. doi: 10.1002/jssc.202300615. PMID: 38234033. 11: Zhang J, Jiang X, Shi G, Zhang H, Hu K, Wu D, Shao J, Liu T, Wang T, Wang C. Effect of the Pulsatilla decoction n-butanol extract on vulvovaginal candidiasis caused by Candida glabrata and on its virulence factors. Fitoterapia. 2024 Mar;173:105825. doi: 10.1016/j.fitote.2024.105825. Epub 2024 Jan 14. PMID: 38219843. 12: Hu YN, Luo ZY, Liu CS, Xia T, Zhang FL, Chen FL, Tan XM. [Excretion of three alkaloids from Simiao Pills in urine, feces, and bile between normal and type 2 diabetic rats]. Zhongguo Zhong Yao Za Zhi. 2023 Dec;48(23):6509-6518. Chinese. doi: 10.19540/j.cnki.cjcmm.20230616.202. PMID: 38212008. 13: Lu XY, Bi JY, Li MH, Mamujiang R, Zhai XF, Gu Y, Song Y, Peng ZW, Li HH, DU SY, Bai J. [Optimization of extraction process for classic prescription Yihuang Decoction based on Box-Behnken design-response surface methodology, standard relation, and analytic hierarchy process combined with entropy weight method]. Zhongguo Zhong Yao Za Zhi. 2023 Nov;48(21):5798-5808. Chinese. doi: 10.19540/j.cnki.cjcmm.20230822.301. PMID: 38114175. 14: Wang W, Shi X, Zhu G. Evaluation of raw and processed Phellodendri Chinensis Cortex using the quality marker analysis strategy by UHPLC-Q-Orbitrap MS and multivariate statistical analysis. Front Chem. 2023 Jul 31;11:1223865. doi: 10.3389/fchem.2023.1223865. PMID: 37583566; PMCID: PMC10423935. 15: Patel K, Patel DK. Biological Importance of Phellodendrine in Traditional and Modern Medicines: An Update on Therapeutic Potential in Medicine. Curr Drug Res Rev. 2024;16(2):209-218. doi: 10.2174/2589977515666230721153904. PMID: 37488762. 16: Li BJ, Ge WJ, Shan PT, Wang HS, Liu M, Li GS, Liang RF. [Pharmacokinetics and tissue distribution of four alkaloids in Ermiao Pills and Sanmiao Pills in normal and arthritic model rats]. Zhongguo Zhong Yao Za Zhi. 2023 Apr;48(7):1943-1950. Chinese. doi: 10.19540/j.cnki.cjcmm.20221224.501. PMID: 37282971. 17: Li Q, Ren J, Yang L, Sun H, Zhang X, Yan G, Han Y, Wang X. Parsing the Q-Markers of Baoyin Jian to Treat Abnormal Uterine Bleeding by High-Throughput Chinmedomics Strategy. Pharmaceuticals (Basel). 2023 May 9;16(5):719. doi: 10.3390/ph16050719. PMID: 37242503; PMCID: PMC10221270. 18: Wang Y, Zhang F, Li X, Li X, Wang J, He J, Wu X, Chen S, Zhang Y, Li Y. Integrated Multi-Omics Techniques and Network Pharmacology Analysis to Explore the Material Basis and Mechanism of Simiao Pill in the Treatment of Rheumatoid Arthritis. ACS Omega. 2023 Mar 20;8(12):11138-11150. doi: 10.1021/acsomega.2c07959. PMID: 37008152; PMCID: PMC10061593. 19: Xia T, Xu WJ, Hu YN, Luo ZY, He W, Liu CS, Tan XM. Simiao Wan and its ingredients alleviate type 2 diabetes mellitus via IRS1/AKT2/FOXO1/GLUT2 signaling. Front Nutr. 2023 Jan 9;9:1012961. doi: 10.3389/fnut.2022.1012961. PMID: 36698459; PMCID: PMC9868910. 20: Xia T, Liang X, Liu CS, Hu YN, Luo ZY, Tan XM. Network Pharmacology Integrated with Transcriptomics Analysis Reveals Ermiao Wan Alleviates Atopic Dermatitis via Suppressing MAPK and Activating the EGFR/AKT Signaling. Drug Des Devel Ther. 2022 Dec 21;16:4325-4341. doi: 10.2147/DDDT.S384927. PMID: 36578822; PMCID: PMC9790806.

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