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Nepetariaside

PubChem CID: 131752511

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Compound Synonyms Nepetariaside, CHEBI:175434, DTXSID601117101, (1S,2R,5S)-2-[(1R)-2-(I(2)-D-Glucopyranosyloxy)-1-methylethyl]-5-methylcyclopentanecarboxylic acid, 110344-61-1, 2-methyl-5-[1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]cyclopentane-1-carboxylic acid
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 137.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CCCC2CCCC2)CC1
Np Classifier Class Iridoids monoterpenoids
Deep Smiles OCCOCOCCCCCCC5C=O)O)))C)))))C))))CCC6O))O))O
Heavy Atom Count 24.0
Classyfire Class Prenol lipids
Description Constituent of Nepeta cataria (catnip). Nepetariaside is found in tea and herbs and spices.
Scaffold Graph Node Level C1CCC(OCCC2CCCC2)OC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 430.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2-methyl-5-[1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]cyclopentane-1-carboxylic acid
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.2
Superclass Lipids and lipid-like molecules
Subclass Terpene glycosides
Gsk 4 400 Rule True
Molecular Formula C16H28O8
Scaffold Graph Node Bond Level C1CCC(OCCC2CCCC2)OC1
Inchi Key NCBSGBLITRBNGW-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 6.0
State Solid
Synonyms Daunosamine, 2-Methyl-5-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)cyclopentane-1-carboxylate, nepetariaside
Esol Class Very soluble
Functional Groups CC(=O)O, CO, COC(C)OC
Compound Name Nepetariaside
Kingdom Organic compounds
Exact Mass 348.178
Formal Charge 0.0
Monoisotopic Mass 348.178
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 348.39
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteromonocyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C16H28O8/c1-7-3-4-9(11(7)15(21)22)8(2)6-23-16-14(20)13(19)12(18)10(5-17)24-16/h7-14,16-20H,3-6H2,1-2H3,(H,21,22)
Smiles CC1CCC(C1C(=O)O)C(C)COC2C(C(C(C(O2)CO)O)O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Terpene glycosides
Np Classifier Superclass Monoterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Nepeta Cataria (Plant) Rel Props:Reference:ISBN:9788185042138