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Sanguinarium

PubChem CID: 5154

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Compound Synonyms SANGUINARINE, 2447-54-3, Pseudochelerythrine, Sanguinarin, sangvinarin, SANGUINARIUM, Veadent, Sangrovit, [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium, 13-methyl-, Dimethylenedioxy benzphenanthridine, UNII-AV9VK043SS, EINECS 219-503-3, AV9VK043SS, Pseudochelerythrine, Sanguinarin, BRN 3915507, DTXSID0045204, CHEBI:17183, Benzophenanthridine alkaloid, DTXCID8025204, (1,3)-Benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridinium, 13-methyl-, 24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene, NCGC00015959-03, Sanguiritrin, CAS-2447-54-3, 13-Methyl[1,3]benzodioxolo[5,6-C][1,3]dioxolo[4,5-I]phenanthridin-13-Ium, (1,3)BENZODIOXOLO(5,6-C)-1,3-DIOXOLO(4,5-I)PHENANTHRIDINIUM, 13-METHYL-, 13-Methyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthridin-13-ium, pseudo-chelerythrine, UI5, y-Chelerythrine, SR-01000075650, 13-methyl(1,3)benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridinium, 13-methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium, 13-methyl-2H,10H-(1,3)dioxolo(4,5-i)(1,3)dioxolo(4',5':4,5)benzo(1,2-c)phenanthridinium, 13-methyl-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridinium, sanguinarium-chloride, Spectrum_000259, Prestwick0_000987, Prestwick1_000987, Prestwick2_000987, Prestwick3_000987, Spectrum2_000724, Spectrum3_001148, Spectrum4_001838, Spectrum5_000635, Lopac-S-5890, SANGUINARINE [MI], cid_5154, Lopac0_001108, BSPBio_001053, BSPBio_002675, KBioGR_002542, KBioSS_000739, MLS002154085, DivK1c_000495, SANGUINARINE [WHO-DD], SCHEMBL123241, SPBio_000648, SPBio_002954, BPBio1_001159, CHEMBL417799, SCHEMBL17131945, BDBM25525, GTPL11563, KBio1_000495, KBio2_000739, KBio2_003307, KBio2_005875, KBio3_002175, NINDS_000495, HMS1571E15, HMS2098E15, BCP13614, EX-A5014, HY-N0052, Tox21_110268, NSC765394, s9032, AKOS025311557, Tox21_110268_1, CCG-205184, compound 1 [PMID: 28621943], CS-3818, FS40153, NSC-765394, SDCCGMLS-0066612.P001, IDI1_000495, NCGC00015959-01, NCGC00015959-02, NCGC00015959-04, NCGC00015959-05, NCGC00015959-09, NCGC00015959-16, NCGC00015959-22, NCGC00160289-01, NCGC00160289-02, AC-34836, SMR001233394, SBI-0051077.P003, DB-046461, AB00053789, NS00018310, C06162, E80766, AB00053789_04, Q347392, SR-01000075650-7, BRD-K66898851-001-03-7, BRD-K66898851-003-02-5, BRD-K66898851-003-03-3, 5-Methyl-2,3:7,8-bis(methylenedioxy)benzo[c]phenanthridinium(1+), 13-Methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium nitrate, 13-Methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium(1+), 9CI, 219-503-3, 24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21),23-nonaen-24-ium, 24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-1(13),2,4(8),9,11,14,16,21,23-nonaen-24-ium, 24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.0^{2,10.0^{4,8.0^{14,22.0^{17,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 40.8
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CC2CC3CCC4C(CCC5C6CCCC6CCC54)C3CC2C1
Np Classifier Class Isoquinoline alkaloids
Deep Smiles C[n+]cccOCOc5ccc9cc%13cccOCOc5cc9cc%13
Heavy Atom Count 25.0
Classyfire Class Benzophenanthridine alkaloids
Scaffold Graph Node Level C1OC2CC3CCC4C5CCC6OCOC6C5CNC4C3CC2O1
Classyfire Subclass Quaternary benzophenanthridine alkaloids
Isotope Atom Count 0.0
Molecular Complexity 530.0
Database Name cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P25409, Q92934, P02545, P19838, Q27686, O14924, B2RXH2, Q99714, P42858, P42226, P51151, Q16637, P16473, P10636, P08659, P33261, P51450, Q16665, P00352, Q9F4F7, P14618, P97697, P16050, P18054, P28482, Q03164, O97447, P15917, O75604, O15118, P42345, P15428, P08482, P40225, P04637, P08684, P10635, P11712, Q96QE3, Q16236, Q92830, Q99816, P13267, Q96KQ7, O15648, P83916, O15296, Q13951, P05177, P11473, Q99700, P39748, Q9UNA4, P49798, P84022, O94782, O89049, P25094, P11021, O94925, Q9HC16, P21728, O94956, Q9NPD5, Q9Y6L6, O42275, P81908, Q9NUW8, P37840, n.a., P15289, P02675, Q04206, Q9UGC6, P22303, P06276, P10275, Q03181, P04792, P05412
Iupac Name 24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene
Prediction Hob 1.0
Class Benzophenanthridine alkaloids
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Target Id NPT2968, NPT483, NPT163, NPT2969, NPT48, NPT149, NPT1197, NPT1620, NPT537, NPT93, NPT210, NPT51, NPT213, NPT211, NPT94, NPT52, NPT792, NPT1119, NPT282, NPT45, NPT538, NPT940, NPT151, NPT96, NPT539, NPT109, NPT110, NPT212, NPT208, NPT2970, NPT204, NPT439
Xlogp 4.4
Superclass Alkaloids and derivatives
Subclass Quaternary benzophenanthridine alkaloids
Gsk 4 400 Rule True
Molecular Formula C20H14NO4+
Scaffold Graph Node Bond Level c1cc2c(c[nH+]c3c4cc5c(cc4ccc23)OCO5)c2c1OCO2
Prediction Swissadme 0.0
Inchi Key INVGWHRKADIJHF-UHFFFAOYSA-N
Silicos It Class Poorly soluble
Fcsp3 0.15
Logs -8.561
Rotatable Bond Count 0.0
State Solid
Logd 3.513
Synonyms 13-Methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium, 13-Methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium(1+), 9ci, 5-Methyl-2,3:7,8-bis(methylenedioxy)benzo[c]phenanthridinium(1+), Benzophenanthridine alkaloid, Dimethylenedioxy benzphenanthridine, Pseudochelerythrine, Sanguinarin, Sanguinarine chloride, Sanguinarium, Sanguiritrin, Sangvinarin, Veadent, Viadent, Y-chelerythrine, Pseudo-chelerythrine, Sanguinarine sulfate (2:1), Sanguinarine sulfate (1:1), Sanguinarine hydroxide, Sanguinarine nitrate, sanguinarine
Esol Class Moderately soluble
Functional Groups c1cOCO1, c[n+](c)C
Compound Name Sanguinarium
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 332.092
Formal Charge 1.0
Monoisotopic Mass 332.092
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 332.3
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -5.236777
Inchi InChI=1S/C20H14NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-8H,9-10H2,1H3/q+1
Smiles C[N+]1=C2C(=C3C=CC4=C(C3=C1)OCO4)C=CC5=CC6=C(C=C52)OCO6
Nring 6.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Quaternary benzophenanthridine alkaloids
Np Classifier Superclass Tyrosine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Aloe Microstigma (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Angelica Dahurica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Argemone Mexicana (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/20349332
  • 4. Outgoing r'ship FOUND_IN to/from Argemone Ochroleuca (Plant) Rel Props:Reference:ISBN:9788172360481
  • 5. Outgoing r'ship FOUND_IN to/from Argemone Subfusiformis (Plant) Rel Props:Reference:ISBN:9788172360481
  • 6. Outgoing r'ship FOUND_IN to/from Artabotrys Maingayi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Brassica Rapa (Plant) Rel Props:Reference:ISBN:9780387706375
  • 8. Outgoing r'ship FOUND_IN to/from Chaetomorpha Moniligera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Chelidonium Majus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Chrozophora Prostrata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Colysis Pothifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Corydalis Ophiocarpa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Corydalis Stricta (Plant) Rel Props:Reference:ISBN:9788185042114
  • 14. Outgoing r'ship FOUND_IN to/from Corydalis Ternata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Corydalis Vaginans (Plant) Rel Props:Reference:ISBN:9788185042114
  • 16. Outgoing r'ship FOUND_IN to/from Cullen Corylifolium (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/11744296
  • 17. Outgoing r'ship FOUND_IN to/from Dicranostigma Lactucoides (Plant) Rel Props:Reference:ISBN:9788185042145
  • 18. Outgoing r'ship FOUND_IN to/from Diospyros Ebenum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Eschscholzia Californica (Plant) Rel Props:Reference:ISBN:9788172360481; ISBN:9788185042053
  • 20. Outgoing r'ship FOUND_IN to/from Fumaria Indica (Plant) Rel Props:Reference:ISBN:9788172360481
  • 21. Outgoing r'ship FOUND_IN to/from Fumaria Officinalis (Plant) Rel Props:Reference:ISBN:9788172360481
  • 22. Outgoing r'ship FOUND_IN to/from Fumaria Parviflora (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788172362300; ISBN:9788185042114
  • 23. Outgoing r'ship FOUND_IN to/from Fumaria Vaillantii (Plant) Rel Props:Reference:ISBN:9788172363130
  • 24. Outgoing r'ship FOUND_IN to/from Garcinia Xanthochymus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 25. Outgoing r'ship FOUND_IN to/from Hunnemannia Fumariifolia (Plant) Rel Props:Reference:ISBN:9788185042053
  • 26. Outgoing r'ship FOUND_IN to/from Hypecoum Leptocarpum (Plant) Rel Props:Reference:ISBN:9788185042053; ISBN:9788185042138
  • 27. Outgoing r'ship FOUND_IN to/from Hypecoum Pendulum (Plant) Rel Props:Reference:ISBN:9788172362300; ISBN:9788185042053
  • 28. Outgoing r'ship FOUND_IN to/from Hypecoum Procumbens (Plant) Rel Props:Reference:ISBN:9788185042053
  • 29. Outgoing r'ship FOUND_IN to/from Lamprocapnos Spectabilis (Plant) Rel Props:Reference:ISBN:9788185042114
  • 30. Outgoing r'ship FOUND_IN to/from Lappula Echinata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 31. Outgoing r'ship FOUND_IN to/from Ligularia Sagitta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 32. Outgoing r'ship FOUND_IN to/from Mezzettia Leptopoda (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 33. Outgoing r'ship FOUND_IN to/from Nicotiana Plumbaginifolia (Plant) Rel Props:Source_db:npass_chem_all
  • 34. Outgoing r'ship FOUND_IN to/from Papaver Hybridum (Plant) Rel Props:Reference:ISBN:9780387706375
  • 35. Outgoing r'ship FOUND_IN to/from Papaver Rhoeas (Plant) Rel Props:Reference:ISBN:9788185042053
  • 36. Outgoing r'ship FOUND_IN to/from Papaver Somniferum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 37. Outgoing r'ship FOUND_IN to/from Piper Methysticum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 38. Outgoing r'ship FOUND_IN to/from Psacalium Peltatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 39. Outgoing r'ship FOUND_IN to/from Pueraria Tuberosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 40. Outgoing r'ship FOUND_IN to/from Senna Spectabilis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 41. Outgoing r'ship FOUND_IN to/from Stachys Plumosa (Plant) Rel Props:Source_db:npass_chem_all
  • 42. Outgoing r'ship FOUND_IN to/from Symphytum Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 43. Outgoing r'ship FOUND_IN to/from Syzygium Aromaticum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 44. Outgoing r'ship FOUND_IN to/from Teclea Sudanica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 45. Outgoing r'ship FOUND_IN to/from Thuja Plicata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 46. Outgoing r'ship FOUND_IN to/from Ulex Airensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 47. Outgoing r'ship FOUND_IN to/from Zanthoxylum Limonella (Plant) Rel Props:Reference:ISBN:9788172363093
  • 48. Outgoing r'ship FOUND_IN to/from Zanthoxylum Nitidum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 49. Outgoing r'ship FOUND_IN to/from Zanthoxylum Rhetsa (Plant) Rel Props:Reference:ISBN:9788185042145