Natural Product (NP) Details

General Information of the NP (ID: NP0166)
Name
Coumarins
Synonyms
warfarin; Coumadin; 81-81-2; Coumafene; Prothromadin; Coumafen; Zoocoumarin; Vampirinip II; Coumarins; Coumefene; Panwarfin; Warfarine; Brumolin; Dethmor; Dethnel; Kumader; Kypfarin; Maveran; Solfarin; Kumadu; Rosex; Athrombine-K; Frass-Ratron; Mar-Frin; Rattentraenke; Rattunal; Rodafarin; Temus W; Warfarat; Kumatox; Ratorex; Ratron; Vampirinip iii; D-Con; Rats-no-more; Tox-hid; Ratten-Koederrohr; Rat-Gard; Rat-Kill; Rat-Trol; Rat-Mix; Rat-Ola; Ro-Deth; Coumaphene; Rat-a-way; Rat & mice bait; Ratoxin; Martin's mar-frin; Rat-B-gon; Maag Rattentod Cum; Warfarin plus; Rodex blox; CO-Rax; Fasco fascrat powder; Liqua-tox; Mouse pak; Place-pax; Twin light rat away; Warfarin Q; Dicusat E; Ratron G; Eastern states duocide; Compound 42; Ratox; Cov-R-Tox; rac-Warfarin; Rodafarin C; Rough & ready mouse mix; WARF compound 42; 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one; Rat-o-cide #2; Latka 42; Arab Rat Death; Spray-trol brand roden-trol; Warf 42; 200 coumarin; Rattenstreupulver Neu Schacht; Coumaphen; Warficide; Sorexa plus; 2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-; Arab rat deth; Rodex; 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one; Rattenstreupulver new schacht; Athrombin-K; W.A.R.F. 42; 4-Hydroxy-3-(3-oxo-1-phenylbutyl)coumarin; Rcra waste number P001; Sakarat; Sewarin; Waran; 3-(1'-Phenyl-2'-acetylethyl)-4-hydroxycoumarin; 4-Hydroxy-3-(3-oxo-1-fenyl-butyl) cumarine; 4-Hydroxy-3-(3-oxo-1-phenyl-butyl)-cumarin; 4OH-Coumarin deriv.; RAX; 1-(4'-Hydroxy-3'-coumarinyl)-1-phenyl-3-butanone; Rat-o-cide No. 2; 2-hydroxy-3-(3-oxo-1-phenylbutyl)-4h-chromen-4-one; 3-(alpha-Acetonylbenzyl)-4-hydroxycoumarin; (R)-(+)-Warfarin; 4-Idrossi-3-(3-oxo-1-fenil-butil)-cumarine; DL-3-(alpha-Acetonylbenzyl)-4-hydroxycoumarin; (Phenyl-1 acetyl-2 ethyl) 3-hydroxy-4 coumarine; 3-(alpha-Phenyl-beta-acetylethyl)-4-hydroxycoumarin; CHEMBL1464; 5543-58-8; 3-(.alpha.-Acetonylbenzyl)-4-hydroxycoumarin; CHEBI:87732; C19H16O4; 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one; NSC59813; Rcr grey squirrel killer concentrate; 3-(Acetonylbenzyl)-4-hydroxycoumarin; 3-(alpha-Phenyl-beta-acetylaethyl)-4-hydroxycumarin; NSC-59813; Coumafene [French]; NCGC00094810-01; Warfarina; Warfarinum; Zoocoumarin [Russian]; Latka 42 [Czech]; Warfarin [INN:BAN]; DSSTox_CID_3742; 4-Idrossi-3-(3-oxo-)-fenil-butil)-cumarine; Warfarine [INN-French]; Warfarine [ISO-French]; Warfarinum [INN-Latin]; DSSTox_RID_77177; (Phenyl-1 acetyl-2 ethyl) 3-hydroxy-4 coumarin; Coumarin, 3-(.alpha.-acetonylbenzyl)-4-hydroxy-; DSSTox_GSID_23742; Warfarina [INN-Spanish]; Warfarin, analytical standard; 951658-59-6; Warfarin plus [discontinued]; 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one; Caswell No. 903; 3-(.alpha.-Phenyl-.beta.-acetylethyl)-4-hydroxycoumarin; Warfarin [BSI:ISO]; Warfarin (and salts of); (R)-Warfarin-d5; Zoocoumarin [Netherlands and USSR]; CAS-81-81-2; Warfarin (INN); Choice (TN); HSDB 1786; SR-01000195154; NCGC00094810-04; EINECS 201-377-6; NSC 59813; RCRA waste no. P001; CBKinase1_000192; CBKinase1_012592; EPA Pesticide Chemical Code 086002; BRN 1293536; wafarin; delta-con; Athrombine K; Rat-alpha-way; Rat-beta-gon; Coumarin, 3-(alpha-acetonylbenzyl)-4-hydroxy-; Killgerm sewarin p; Rat and mice bait; (RS)-Warfarin; 4-Hydroxy-3-(3-oxo-1-fenyl-butyl) cumarine [Dutch]; 4-Hydroxy-3-(3-oxo-1-phenyl-butyl)-cumarin [German]; 4-Idrossi-3-(3-oxo-1-fenil-butil)-cumarine [Italian]; 2-HYDROXY-3-(3-OXO-1-PHENYL-BUTYL)CHROMEN-4-ONE; Rattentraenke (German); Spectrum_000194; (Phenyl-1 acetyl-2 ethyl) 3-hydroxy-4 coumarine [French]; 3-(alpha-Phenyl-beta-acetylaethyl)-4-hydroxycumarin [German]; (.+/-.)-Warfarin; Spectrum2_000935; Spectrum3_000583; Spectrum4_000381; Spectrum5_001751; Rough and ready mouse mix; EC 201-377-6; Ratten-Koederrohr (German); SCHEMBL3689; CHEMBL7252; BSPBio_002026; CBDivE_002127; CBDivE_013236; KBioGR_000901; KBioSS_000674; 5-18-04-00162 (Beilstein Handbook Reference); MLS001304042; DivK1c_000444; SCHEMBL136434; SPECTRUM1500613; SPBio_000870; BEN360; GTPL6853; DTXSID5023742; HMS501G06; KBio1_000444; KBio2_000674; KBio2_003242; KBio2_005810; KBio3_001526; NINDS_000444; HMS1921K07; HMS2092C20; HMS2233L10; HMS3372L19; HMS3648B15; HMS3714G21; Pharmakon1600-01500613; 773005-79-1; 791013-22-4; EBD16262; HY-B0687; Tox21_113185; Tox21_202182; Tox21_300531; Warfarin 1.0 mg/ml in Acetonitrile; BBL027615; BDBM50343352; CCG-39672; MFCD00272376; NSC757385; s4545; SBB058124; STK364490; Warfarin and salts, when present at concentration greater than 0.3%; WLN: T66 BOVJ DYR&1V1 EQ; AKOS005430103; AKOS026749956; DB00682; MCULE-1618253893; NSC-757385; Rattenstreupulver Neu Schacht (German); VC30411; 3-(a-acetonylbenzyl)-4-hydroxycoumarin; IDI1_000444; SMP1_000316; Warfarin 100 microg/mL in Acetonitrile; NCGC00094810-02; NCGC00094810-03; NCGC00094810-05; NCGC00094810-06; NCGC00159398-03; NCGC00178855-01; NCGC00188986-01; NCGC00188986-02; NCGC00254457-01; NCGC00259731-01; 2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-, & salts, when present at concentrations greater than 0.3%; AC-15978; SMR000718754; SBI-0051556.P002; AB0015503; DB-052729; DB-052730; DL-3-(a-Acetonylbenzyl)-4-hydroxycoumarin; R-(+)-3-Acetonybenzyl)-4-hydroxycoumarin; FT-0635767; FT-0635768; ST50308693; Warfarin, PESTANAL(R), analytical standard; 4-Hydroxy-3- (3-oxo-1-fenyl-butyl) cumarine; 4-Hydroxy-3- (3-oxo-1-phenyl-butyl)-cumarin; 4-Idrossi-3- (3-oxo-)-fenil-butil)-cumarine; C01541; D08682; AB00052125_02; AB00876255-06; 006W854; 4-Hydroxy-3-(3-oxo-1-phenylbutyl)coumarin, 97%; A830639; Q407431; 4-Hydroxy-3-(3-oxo-1-phenyl-butyl)-chromen-2-one; 4-hydroxy-3-(3-oxo-1-phenyl-butyl)chromen-2-one; SR-01000195154-3; SR-01000195154-4; BRD-A24514565-001-02-2; BRD-A24514565-236-01-6; SR-01000195154-10; 2-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-4-one; 3-(.alpha.-Phenyl-.beta.-acetylaethyl)-4-hydroxycumarin; Warfarin, British Pharmacopoeia (BP) Reference Standard; Z1692482575; 4-(4-hydroxy-2-oxo-2H-3-chromenyl)-4-phenyl-2-butanone; 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one #; Warfarin4-Hydroxy-3-(3-oxo-1-phenyl-butyl)-chromen-2-one; 2-oxidanyl-3-(3-oxidanylidene-1-phenyl-butyl)chromen-4-one; Warfarin, United States Pharmacopeia (USP) Reference Standard; 2-Hydroxy-3-(alpha-(2-oxopropyl)benzyl)-4H-1-benzopyran-4-one; 2H-1-Benzopyran-2-one,4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-; R-(+)-4-Hydroxy-3-(3-oxo-1-phenybutyl)-2H-1-benzopyran-2-one; 4-Hydroxy-3-(3-oxo-1-phenylbutyl)coumarin; 3-(1'-Phenyl-2'-acetylethyl)-4-hydroxycoumarin
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Species Origin Vanilla fragrans ...     Click to Show/Hide
Vanilla fragrans
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Asparagales
Family: Orchidaceae
Genus: Vanilla
Species: Vanilla fragrans
Disease Supraventricular tachyarrhythmia [ICD-11: BC81] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C19H16O4
PubChem CID
54678486
Canonical SMILES
CC(=O)CC(C1=CC=CC=C1)C2=C(C3=CC=CC=C3OC2=O)O
InChI
1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3
InChIKey
PJVWKTKQMONHTI-UHFFFAOYSA-N
CAS Number
CAS 81-81-2
ChEBI ID
CHEBI:87732
Herb ID
HBIN021614
TTD Drug ID
D0E3OF
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Cisplatin      Bladder cancer     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vitro Model FM55p CVCL_C591 Cutaneous melanoma Homo sapiens
FM55M2 CVCL_C590 Cutaneous melanoma Homo sapiens
                    Experimental
                    Result(s)		 The combination of CDDP and osthole was characterized by the most desirable synergistic interaction.
Target and Pathway
Target(s) Vitamin K epoxide reductase complex 1 (VKORC1)  Molecule Info  [3]
KEGG Pathway Ubiquinone and other terpenoid-quinone biosynthesis Click to Show/Hide
Pathwhiz Pathway Vitamin K Metabolism Click to Show/Hide
2 Coagulation
WikiPathways PTM: gamma carboxylation, hypusine formation and arylsulfatase activation Click to Show/Hide
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 6853).
Reference 2 Synergy, Additivity, and Antagonism between Cisplatin and Selected Coumarins in Human Melanoma Cells. Int J Mol Sci. 2021 Jan 7;22(2):537.
Reference 3 [Oral anticoagulation and pharmacogenetics: importance in the clinical setting]. Rev Med Suisse. 2007 Sep 12;3(124):2030, 2033-4, 2036.
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