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Menthoside

PubChem CID: 131752174

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Compound Synonyms Menthoside, CHEBI:191552, Apigenin 7-O-rutinoside 4'-O-caffeate, [4-[5-hydroxy-4-oxo-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-2-yl]phenyl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 272.0
Hydrogen Bond Donor Count 9.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCC(C2CC(C)C3CCC(CC4CCCC(CCC5CCCCC5)C4)CC3C2)CC1
Np Classifier Class Flavones
Deep Smiles O=COcccccc6))ccc=O)cco6)cccc6O)))OCOCCOCOCC)CCC6O))O))O)))))))CCC6O))O))O))))))))))))))))))/C=C/cccccc6)O))O
Heavy Atom Count 53.0
Classyfire Class Flavonoids
Description Isolated from Mentha piperita (peppermint) leaves. Menthoside is found in peppermint and herbs and spices.
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CCC(C2CC(O)C3CCC(OC4CCCC(COC5CCCCO5)O4)CC3O2)CC1
Classyfire Subclass Flavonoid glycosides
Isotope Atom Count 0.0
Molecular Complexity 1320.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name [4-[5-hydroxy-4-oxo-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-2-yl]phenyl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Class Flavonoids
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 0.7
Superclass Phenylpropanoids and polyketides
Subclass Flavonoid glycosides
Gsk 4 400 Rule False
Molecular Formula C36H36O17
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)Oc1ccc(-c2cc(=O)c3ccc(OC4CCCC(COC5CCCCO5)O4)cc3o2)cc1
Inchi Key VFFCBWDFYBEZAX-YCRREMRBSA-N
Silicos It Class Soluble
Rotatable Bond Count 10.0
State Solid
Synonyms Apigenin 7-O-rutinoside 4'-O-caffeate, Apigenin 7-rutinoside-4'-trans-caffeate, Menthoside, 4-{5-hydroxy-4-oxo-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-4H-chromen-2-yl}phenyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid, menthoside
Substituent Name Flavonoid-7-o-glycoside, Hydroxyflavonoid, Flavone, 5-hydroxyflavonoid, Cinnamic acid ester, Hydroxycinnamic acid or derivatives, Coumaric acid or derivatives, Cinnamic acid or derivatives, O-glycosyl compound, Glycosyl compound, Disaccharide, Chromone, 1-benzopyran, Phenol ester, Benzopyran, Phenylpropene, Styrene, 1,2-diphenol, Pyranone, Phenol, Benzenoid, Pyran, Oxane, Saccharide, Monocyclic benzene moiety, Heteroaromatic compound, Vinylogous acid, Alpha,beta-unsaturated carboxylic ester, Enoate ester, Secondary alcohol, Polyol, Carboxylic acid ester, 1,2-diol, Oxacycle, Organoheterocyclic compound, Monocarboxylic acid or derivatives, Ether, Carboxylic acid derivative, Acetal, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Alcohol, Aromatic heteropolycyclic compound
Esol Class Moderately soluble
Functional Groups CO, COC(C)OC, c/C=C/C(=O)Oc, c=O, cO, cOC(C)OC, coc
Compound Name Menthoside
Kingdom Organic compounds
Exact Mass 740.195
Formal Charge 0.0
Monoisotopic Mass 740.195
Hydrogen Bond Acceptor Count 17.0
Molecular Weight 740.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 False
Inchi InChI=1S/C36H36O17/c1-15-29(42)31(44)33(46)35(49-15)48-14-26-30(43)32(45)34(47)36(53-26)51-19-11-22(39)28-23(40)13-24(52-25(28)12-19)17-4-6-18(7-5-17)50-27(41)9-3-16-2-8-20(37)21(38)10-16/h2-13,15,26,29-39,42-47H,14H2,1H3/b9-3+
Smiles CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC(=O)/C=C/C6=CC(=C(C=C6)O)O)O)O)O)O)O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Taxonomy Direct Parent Flavonoid-7-O-glycosides
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Mentha Piperita (Plant) Rel Props:Reference:ISBN:9788185042053