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    Also known as: Berberine hydrochloride, 633-65-8, Natural yellow 18, Berberinium chloride, Benzodioxide, Berberine hcl
    Molecular Formula
    C20H18ClNO4
    Molecular Weight
    371.8  g/mol
    InChI Key
    VKJGBAJNNALVAV-UHFFFAOYSA-M
    FDA UNII
    UOT4O1BYV8
    Berberine Hydrochloride
    Berberine Chloride is the orally bioavailable, hydrochloride salt form of berberine, a quaternary ammonium salt of an isoquinoline alkaloid and active component of various Chinese herbs, with potential antineoplastic, radiosensitizing, anti-inflammatory, anti-lipidemic and antidiabetic activities. Although the mechanisms of action through which berberine exerts its effects are not yet fully elucidated, upon administration this agent appears to suppress the activation of various proteins and/or modulate the expression of a variety of genes involved in tumorigenesis and inflammation, including, but not limited to transcription factor nuclear factor-kappa B (NF-kB), myeloid cell leukemia 1 (Mcl-1), B-cell lymphoma 2 (Bcl-2), B-cell lymphoma-extra large (Bcl-xl), cyclooxygenase (COX)-2, tumor necrosis factor (TNF), interleukin (IL)-6, IL-12, inducible nitric oxide synthase (iNOS), intercellular adhesion molecule-1 (ICAM-1), E-selectin, monocyte chemoattractant protein-1 (MCP-1), C-X-C motif chemokine 2 (CXCL2), cyclin D1, activator protein (AP-1), hypoxia-inducible factor 1 (HIF-1), signal transducer and activator of transcription 3 (STAT3), peroxisome proliferator-activated receptor (PPAR), arylamine N-acetyltransferase (NAT), and DNA topoisomerase I and II. The modulation of gene expression may induce cell cycle arrest and apoptosis, and inhibit cancer cell proliferation. In addition, berberine modulates lipid and glucose metabolism.
    1 2D Structure

    Berberine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    16,17-dimethoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaene;chloride
    2.1.2 InChI
    InChI=1S/C20H18NO4.ClH/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2;/h3-4,7-10H,5-6,11H2,1-2H3;1H/q+1;/p-1
    2.1.3 InChI Key
    VKJGBAJNNALVAV-UHFFFAOYSA-M
    2.1.4 Canonical SMILES
    COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC.[Cl-]
    2.2 Other Identifiers
    2.2.1 UNII
    UOT4O1BYV8
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Barberry Root

    2. Barberry Root Extract

    3. Berberidis Radix

    4. Berberidis Radix Extract

    5. Berberis Wilsoniae Root

    6. Berberis Wilsoniae Root Extract

    7. Sankezhen

    2.3.2 Depositor-Supplied Synonyms

    1. Berberine Hydrochloride

    2. 633-65-8

    3. Natural Yellow 18

    4. Berberinium Chloride

    5. Benzodioxide

    6. Berberine Hcl

    7. Berberine (chloride)

    8. Berberinum

    9. Nsc-163088

    10. Berberin Hydrochloride

    11. 9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium Chloride

    12. Mfcd00011939

    13. Uot4o1byv8

    14. Nsc-646666

    15. Mls002702530

    16. Natural Yellow 18 (chloride)

    17. Chebi:31271

    18. Nsc163088

    19. 633-65-8 (chloride)

    20. Dsstox_cid_4602

    21. Berbinium, 7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-(methylenedioxy)-, Chloride

    22. 5,6-dihydro-9,10-dimethoxybenzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium Chloride

    23. Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium, 5,6-dihydro-9,10-dimethoxy-, Chloride

    24. Dsstox_rid_77465

    25. Dsstox_gsid_24602

    26. Berberinium Chloride Hydrate

    27. Chembl12089

    28. Berberine Chloride [jan]

    29. Gnf-pf-4545

    30. 16,17-dimethoxy-5,7-dioxa-13$l^{5}-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium Chloride

    31. Smr001233240

    32. Nsc646666

    33. Berberine Chloride Form

    34. Sr-01000711827

    35. Ncgc00016526-02

    36. Ncgc00016526-07

    37. Cas-633-65-8

    38. Einecs 211-195-9

    39. Unii-uot4o1byv8

    40. Nsc 163088

    41. Berberine Chloride, Primary Pharmaceutical Reference Standard

    42. Ai3-61834

    43. Ccris 8656

    44. 5,6-dihydro-9,10-dimethoxybenzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium Chloride

    45. Prestwick_91

    46. Barberry Root Extract

    47. Nsc 646666

    48. Dimethoxy[?] Chloride

    49. Berberine Chloride (tn)

    50. Berberinum [hpus]

    51. Berberine Hydrochloride,(s)

    52. Mls002153890

    53. Schembl153906

    54. Spectrum1500811

    55. Dtxsid8024602

    56. Hms500n07

    57. Chebi: 16118

    58. Hms1569f14

    59. Hms1921i18

    60. Hms2096f14

    61. Hms2210a06

    62. Hms2235h16

    63. Hms3336c05

    64. Hms3373l14

    65. Hms3655f20

    66. Pharmakon1600-01500811

    67. Berberine Chloride [usp-rs]

    68. Tox21_110474

    69. Tox21_200348

    70. Ac-118

    71. Ccg-39622

    72. Nsc757795

    73. S2271

    74. Akos007930622

    75. Tox21_110474_1

    76. Cs-3214

    77. Ks-5294

    78. Nsc-757795

    79. 5,6-dihydro-9,10-dimethoxybenzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium Chloride Hydrate

    80. Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9,10-dimethoxy-, Chloride

    81. Berberine Hydrochloride [who-dd]

    82. Ncgc00091896-01

    83. Ncgc00094858-01

    84. Ncgc00094858-02

    85. Ncgc00257902-01

    86. 16,17-dimethoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaene;chloride

    87. Hy-18258

    88. Sy076593

    89. Cas: 638-65-8

    90. B0450

    91. Ft-0622874

    92. N1699

    93. Sw196403-2

    94. A834344

    95. Berberine Chloride Hydrate, Technical, >=90% (at)

    96. Q-100261

    97. Q-100731

    98. Sr-01000711827-4

    99. Sr-01000711827-6

    100. Z2768724441

    101. Berberine Chloride, British Pharmacopoeia (bp) Reference Standard

    102. Berberine Chloride, European Pharmacopoeia (ep) Reference Standard

    103. Benzo[g]-1,6-a]quinolizinium, 5,6-dihydro-9,10-dimethoxy-, Chloride

    104. Berberine Chloride, United States Pharmacopeia (usp) Reference Standard

    105. 5,6-dihydro-9,10-dimethoxy-1,3-benzodioxolo[5,6-a]benzo[g]quinolizinium Chloride (1:1)

    106. Berberine Chloride, Pharmaceutical Secondary Standard; Certified Reference Material

    107. Berbinium,8,13,13a-tetradehydro-9.10-dimethoxy-2,3-(methylene Dioxy)-, Chloride

    108. 16,17-dimethoxy-5,7-dioxa-13lambda5-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(21),2(10),3,8,13,15(20),16,18-octaen-13-ylium Chloride

    109. 9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-iumchloride

    110. Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium, 5,6-dihydro-9,10-dimethoxy-, Chloride (1:1)

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 371.8 g/mol
    Molecular Formula C20H18ClNO4
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count2
    Exact Mass371.0924357 g/mol
    Monoisotopic Mass371.0924357 g/mol
    Topological Polar Surface Area40.8 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity488
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2

    API Reference Price

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STATES","quantity":"1000.00","actualQuantity":"1000","unit":"KGS","unitRateFc":"101","totalValueFC":"99504.3","currency":"USD","unitRateINR":8361,"date":"11-Oct-2024","totalValueINR":"8361000","totalValueInUsd":"99504.3","indian_port":"Delhi TKD ICD","hs_no":"29397900","bill_no":"4765557","productDescription":"API","marketType":"REGULATED MARKET","country":"UNITED STATES","selfForZScoreResived":"Pharma Grade","supplierPort":"Delhi TKD ICD","supplierAddress":"Sharda Building, Haldwani","customerAddress":""},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1724869800,"product":"BERBERINE HYDROCHLORIDE","address":"184, HARIOM AVAS","city":"SURAT","supplier":"EFFE PHARM LTD","supplierCountry":"CHINA","foreign_port":"BEIJING","customer":"CENTENARIANS LIFE SCIENCES PRIVATE LIMITED","customerCountry":"INDIA","quantity":"1.00","actualQuantity":"1","unit":"KGS","unitRateFc":"150","totalValueFC":"183.8","currency":"USD","unitRateINR":"15416.2","date":"29-Aug-2024","totalValueINR":"15416.18","totalValueInUsd":"183.8","indian_port":"Bombay Air","hs_no":"29051990","bill_no":"5318582","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"BEIJING","supplierAddress":"Bld 4, No.1, Mid Wangzhong Rd, Shanghai, ChinaSDNF China","customerAddress":"184, HARIOM AVAS"}]
    09-Jan-2021
    11-Oct-2024
    KGS
    overview
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    Average Price (USD/KGS)

    Number of Transactions

    Total Quantity (KGS)

    Total Value (USD)

    Quantity (KGS) & Unit rate (USD/KGS) over time

    API Imports and Exports

    Importing Country Total Quantity
    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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