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MedKoo Cat#: 596452 | Name: Phellodendrine chloride
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Description:

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

Phellodendrine Chloride is an alkaloid isolated from the Phellodrndron amurensis, which shows activity as an immunosuppressor against the cellular immune response.

Chemical Structure

Phellodendrine chloride
Phellodendrine chloride
CAS#104112-82-5

Theoretical Analysis

MedKoo Cat#: 596452

Name: Phellodendrine chloride

CAS#: 104112-82-5

Chemical Formula: C20H24ClNO4

Exact Mass: 0.0000

Molecular Weight: 377.87

Elemental Analysis: C, 63.57; H, 6.40; Cl, 9.38; N, 3.71; O, 16.94

Price and Availability

Size Price Availability Quantity
10mg USD 500.00
100mg USD 1,475.00
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Related CAS #
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Synonym
Phellodendrine chloride; l-(-)-N-Methylcoreximine;
IUPAC/Chemical Name
(13aS)-2,11-dihydroxy-3,10-dimethoxy-7-methyl-5,6,7,8,13,13a-hexahydroisoquinolino[3,2-a]isoquinolin-7-ium chloride
InChi Key
DGLDSNPMIYUWGN-OOJQBDKLSA-N
InChi Code
InChI=1S/C20H23NO4.ClH/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);1H/t16-,21?;/m0./s1
SMILES Code
C[N+]12CCc3c([C@@H]1Cc4c(C2)cc(OC)c(O)c4)cc(O)c(OC)c3.[Cl-]
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
>2 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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Phellodendrine Chloride is an alkaloid isolated from the Phellodendron amurensis.
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 43.0 113.80
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 377.87 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: 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. 2: 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. 3: Thu PM, Zheng ZG, Zhou YP, Wang YY, Zhang X, Jing D, Cheng HM, Li J, Li P, Xu X. Phellodendrine chloride suppresses proliferation of KRAS mutated pancreatic cancer cells through inhibition of nutrients uptake via macropinocytosis. Eur J Pharmacol. 2019 May 5;850:23-34. doi: 10.1016/j.ejphar.2019.01.060. Epub 2019 Feb 1. PMID: 30716311. 4: Yin F, Li L, Li X, Lu T, Li W, Cai B, Yin W. DECOCTION PROCESS OPTIMIZATION AND QUALITY EVALUATION OF YI-HUANG DECOCTION BY HPLC FINGERPRINT ANALYSIS. Acta Pol Pharm. 2016 Jul;73(4):855-864. PMID: 29648711. 5: Zhang Y, Zhang ZP, Zhang Z, Bi CJ, Liu HT, Zhang Q, Huang SX, Zhang BG, Chen Y, Suo FM. [Regional characteristic analysis of alkaloids and chlorogenic acid in wild Phellodendri Amurensis Cortex]. Zhongguo Zhong Yao Za Zhi. 2016 May;41(10):1797-1802. Chinese. doi: 10.4268/cjcmm20161006. PMID: 28895323. 6: Mori H, Fuchigami M, Inoue N, Nagai H, Koda A, Nishioka I. Principle of the bark of Phellodendron amurense to suppress the cellular immune response. Planta Med. 1994 Oct;60(5):445-9. doi: 10.1055/s-2006-959529. PMID: 7997475.

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