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Nepitrin

PubChem CID: 120742

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Compound Synonyms Nepitrin, 569-90-4, Nepetin-7-glucoside, Nepetin 7-glucoside, Eupatolin 7-glucoside, 6-Methoxyluteolin 7-glucoside, UNII-S9ZMJ20NUO, S9ZMJ20NUO, 3',4',5-Trihydroxy-6-methoxy-7-(glucosyloxy)flavone, 5,3,4-Trihydroxy-6-methoxyflavonoid, NEPETRIN, Eupafolin-7-glucoside, 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-6-methoxy-, NEPETIN 7-O-GLUCOSIDE, 6-Methoxyluteolin-7-glucoside, EUPAFOLIN 7-.BETA.-GLUCOSIDE, 2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one, 6-METHOXYLUTEOLIN 7-O-GLUCOSIDE, EUPAFOLIN 7-O-.BETA.-GLUCOSIDE, NEPETIN 7-O-.BETA.-D-GLUCOSIDE, J16.151I, NEPETIN 7-O-.BETA.-D-GLUCOPYRANOSIDE, EUPAFOLIN 7-O-.BETA.-D-GLUCOPYRANOSIDE, FLAVONE, 3',4',5,7-TETRAHYDROXY-6-METHOXY-, 7-.BETA.-D-GLUCOPYRANOSIDE, 2-(3,4-DIHYDROXYPHENYL)-5-HYDROXY-6-METHOXY-4-OXO-4H-CHROMEN-7-YL .BETA.-D-GLUCOPYRANOSIDE, 2-(3,4-DIHYDROXYPHENYL)-5-HYDROXY-6-METHOXY-7-(((2S,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL)OXY)-4H-CHROMEN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-5-HYDROXY-6-METHOXY-7-(((2S,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL)OXY)CHROMEN-4-ONE, 2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one, 4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-7-(.BETA.-D-GLUCOPYRANOSYLOXY)-5-HYDROXY-6-METHOXY-, 5-HYDROXY-6-METHOXY-2-(3,4-DIHYDROXYPHENYL)-7-(.BETA.-D-GLUCOPYRANOSYLOXY)-4H-1-BENZOPYRAN-4-ONE, 2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one, 2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-7-((2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one, 2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one, MFCD01662760, Nepitrin (Standard), CHEMBL517682, 6-Methoxy-luteolin 7-glucoside, HY-N5010R, DTXSID00972339, CHEBI:191783, EUPAFOLIN 7-BETA-GLUCOSIDE, HY-N5010, EUPAFOLIN 7-O-BETA-GLUCOSIDE, MSK181796, NEPETIN 7-O-BETA-D-GLUCOSIDE, AKOS037514751, 5,3',4'-Trihydroxy-6-methoxyflavone, AC-34360, DA-76106, FN146186, MS-28870, CS-0032071, EUPAFOLIN 7-O-BETA-D-GLUCOPYRANOSIDE, Q27289103, 2-(3,4-Dihydroxyphenyl)-5-hydroxy-6-methoxy-4-oxo-4H-1-benzopyran-7-yl hexopyranoside, 2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside, FLAVONE, 3',4',5,7-TETRAHYDROXY-6-METHOXY-, 7-BETA-D-GLUCOPYRANOSIDE, Nepetin-7-glucosideNepetin 7-glucoside, Eupatolin 7-glucoside, 6-Methoxyluteolin 7-glucoside, 2-(3,4-Dihydroxyphenyl)-5-hydroxy-6-methoxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one, 5-HYDROXY-6-METHOXY-2-(3,4-DIHYDROXYPHENYL)-7-(BETA-D-GLUCOPYRANOSYLOXY)-4H-1-BENZOPYRAN-4-ONE
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 196.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC(C2CCCCC2)CC2CC(CC3CCCCC3)CCC12
Np Classifier Class Flavones
Deep Smiles OC[C@H]O[C@@H]Occcoccc=O)c6cc%10OC)))O)))))cccccc6)O))O)))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 34.0
Classyfire Class Flavonoids
Description Constituent of rosemary (Rosmarinus officinalis). Nepitrin is found in herbs and spices and rosemary.
Scaffold Graph Node Level OC1CC(C2CCCCC2)OC2CC(OC3CCCCO3)CCC12
Classyfire Subclass Flavonoid glycosides
Isotope Atom Count 0.0
Molecular Complexity 760.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name 2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Prediction Hob 0.0
Class Flavonoids
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 0.5
Superclass Phenylpropanoids and polyketides
Subclass Flavonoid glycosides
Gsk 4 400 Rule False
Molecular Formula C22H22O12
Scaffold Graph Node Bond Level O=c1cc(-c2ccccc2)oc2cc(OC3CCCCO3)ccc12
Prediction Swissadme 0.0
Inchi Key DMXHXBGUNHLMQO-IWLDQSELSA-N
Silicos It Class Soluble
Fcsp3 0.3181818181818182
Logs -3.811
Rotatable Bond Count 5.0
State Solid
Logd 0.004
Synonyms 3',4',5-Trihydroxy-6-methoxy-7-(glucosyloxy)flavone, 6-Methoxyluteolin 7-glucoside, 6-Methoxyluteolin-7-glucoside, Eupafolin-7-glucoside, Eupatolin 7-glucoside, Nepetin 7-glucoside, Nepitrin, 5,3',4'-Trihydroxy-6-methoxyflavone, 6-Methoxy-luteolin 7-glucoside, nepitrin
Esol Class Soluble
Functional Groups CO, c=O, cO, cOC, cO[C@@H](C)OC, coc
Compound Name Nepitrin
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 478.111
Formal Charge 0.0
Monoisotopic Mass 478.111
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 478.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 False
Esol -2.6290524941176474
Inchi InChI=1S/C22H22O12/c1-31-21-14(33-22-20(30)19(29)17(27)15(7-23)34-22)6-13-16(18(21)28)11(26)5-12(32-13)8-2-3-9(24)10(25)4-8/h2-6,15,17,19-20,22-25,27-30H,7H2,1H3/t15-,17-,19+,20-,22-/m1/s1
Smiles COC1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=CC(=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
Nring 4.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Flavonoid-7-O-glycosides
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Digitalis Lanata (Plant) Rel Props:Reference:ISBN:9788172361792
  • 2. Outgoing r'ship FOUND_IN to/from Eupatorium Cannabinum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Inula Britannica (Plant) Rel Props:Source_db:npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Nepeta Hindostana (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9780387706375; ISBN:9788172362461; ISBN:9788185042053
  • 5. Outgoing r'ship FOUND_IN to/from Rosmarinus Officinalis (Plant) Rel Props:Source_db:fooddb_chem_all