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Osthol

PubChem CID: 10228

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Compound Synonyms Osthole, Osthol, 484-12-8, Ostole, Ostol, 7-methoxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one, 2H-1-Benzopyran-2-one, 7-methoxy-8-(3-methyl-2-butenyl)-, 7-Methoxy-8-isopentenylcoumarin, 7-methoxy-8-(3-methylbut-2-enyl)chromen-2-one, 8-(3-Methyl-2-butenyl)herniarin, 7-methoxy-8-(3-methyl-2-buten-1-yl)-2H-chromen-2-one, 7-methoxy-8-(3-methyl-2-butenyl)coumarin, NSC 31868, UNII-XH1TI1759C, Coumarin, 7-methoxy-8-(3-methyl-2-butenyl)-, XH1TI1759C, 7-METHOXY-8-(3-METHYL-2-BUTENYL)-COUMARIN, MFCD00076049, NSC-31868, CHEMBL52229, CHEBI:69832, HSDB 8479, NSC31868, 7-methoxy-8-(3-methyl-2-butenyl)-2h-1-benzopyran-2-one, 7-METHOXY-8-(3-METHYLBUT-2-ENYL)-2-CHROMENONE, SMR000156202, Osthole (Osthol), A0O, Osthole,(S), 7-Methoxy-8-(3-methyl-but-2-enyl)-chromen-2-one, Osthole (Standard), Spectrum_001542, SpecPlus_000946, OSTHOLE [MI], 7-methoxy-8-(3-methylpent-2-enyl)coumarin, Spectrum2_000723, Spectrum3_001645, Spectrum4_001687, Spectrum5_000334, Osthole, analytical standard, Oprea1_642606, Oprea1_873803, SCHEMBL50436, BSPBio_003369, KBioGR_001954, KBioSS_002022, MLS000574904, MLS001048988, MLS006011425, DivK1c_007042, SPECTRUM1504165, SPBio_000646, MEGxp0_000155, ACon1_002155, GTPL10302, HY-N0054R, KBio1_001986, KBio2_002022, KBio2_004590, KBio2_007158, KBio3_002589, DTXSID20197507, HMS2267O21, HMS3656A07, BCP10832, HY-N0054, BBL013019, BDBM50240512, CCG-40172, s2337, STK396321, AKOS000277663, AC-8041, DS-0881, FO09975, SDCCGMLS-0066780.P001, NCGC00095694-01, NCGC00095694-02, NCGC00095694-03, NCGC00095694-05, NCGC00095694-06, WLN: T66 BOVJ IO1 J2UY1&1, NS00031794, O0426, SW219438-1, C09280, AM-721/20651007, Osthole, primary pharmaceutical reference standard, SR-01000721624, Q4338679, SR-01000721624-4, BRD-K78294846-001-03-3, BRD-K78294846-001-12-4, 7-Methoxy-8-(3-methyl-2-butenyl)-2H-chromen-2-one #, Osthole, European Pharmacopoeia (EP) Reference Standard, 7-Methoxy-8-(3-methyl-2-buten-1-yl)-2H-1-benzopyran-2-one, 7-Methoxy-8-(3-methyl-2-butenyl)coumarin, 7-Methoxy-8-isopentenylcoumarin, Osthol, 1440642-68-1, InChI=1/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 35.5
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2CCCCC2C1
Np Classifier Class Simple coumarins
Deep Smiles COcccccc6CC=CC)C)))))oc=O)cc6
Heavy Atom Count 18.0
Classyfire Class Coumarins and derivatives
Description Osthol, also known as 7-methoxy-8-(3-methylpent-2-enyl)coumarin, belongs to coumarins and derivatives class of compounds. Those are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Osthol is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Osthol can be found in a number of food items such as wild celery, lemon, parsley, and wild carrot, which makes osthol a potential biomarker for the consumption of these food products. Osthol is an O-methylated coumarin. It is a calcium channel blocker, found in plants such as Cnidium monnieri, Angelica archangelica and Angelica pubescens .
Scaffold Graph Node Level OC1CCC2CCCCC2O1
Isotope Atom Count 0.0
Molecular Complexity 366.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P04406, n.a., P09917, P23219, O14980, P00352, P02791, P08684, P04062, P83916, O94782, P56817, O75496, P43220, O42275, P81908, Q9Y6L6, Q9NPD5, Q8WZA2, P10635, P11712, P33261, P0A0J7, A0A0C5K5S3, P08183, P05979, P35354, P04798, P18507, P0DTD1
Iupac Name 7-methoxy-8-(3-methylbut-2-enyl)chromen-2-one
Prediction Hob 1.0
Class Coumarins and derivatives
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Target Id NPT1224, NPT570, NPT4115, NPT94, NPT109, NPT668, NPT31
Xlogp 3.8
Superclass Phenylpropanoids and polyketides
Gsk 4 400 Rule True
Molecular Formula C15H16O3
Scaffold Graph Node Bond Level O=c1ccc2ccccc2o1
Prediction Swissadme 1.0
Inchi Key MBRLOUHOWLUMFF-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.2666666666666666
Logs -4.42
Rotatable Bond Count 3.0
Logd 3.105
Synonyms 2H-1-Benzopyran-2-one, 7-methoxy-8-(3-methyl-2-butenyl)-, 7-Methoxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one, 7-Methoxy-8-(3-methyl-2-butenyl)-2H-chromen-2-one, 7-Methoxy-8-(3-methyl-2-butenyl)-coumarin, 7-Methoxy-8-(3-methyl-but-2-enyl)-chromen-2-one, 7-methoxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one, 7-Methoxy-8-isopentenylcoumarin, 7-Methoxy-8-prenylcoumarin, 8-(3-Methyl-2-butenyl)herniarin, Coumarin, 7-methoxy-8-(3-methyl-2-butenyl)-, Coumarin, 7-methoxy-8-(3-mmtenyl)-, Osthol, Osthole, Ostol, Ostole, 7-Methoxy-8-(3-methylpent-2-enyl)coumarin, osthol, osthole, ostol
Esol Class Soluble
Functional Groups CC=C(C)C, c=O, cOC, coc
Compound Name Osthol
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 244.11
Formal Charge 0.0
Monoisotopic Mass 244.11
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 244.28
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 -2.9033091111111107
Inchi InChI=1S/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H3
Smiles CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)OC)C
Nring 2.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Coumarins and derivatives
Np Classifier Superclass Coumarins