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[2-[(2E)-2-(cyanomethylidene)-3-hydroxy-4,5-dimethoxycyclohexyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

PubChem CID: 131751773

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 197.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCCCC1CC1CCCCC1C
Np Classifier Class Aminoacids
Deep Smiles N#C/C=C/COCOCCO))CCC6OC=O)/C=C/cccccc6)OC)))O))))))))))O))O))))))CCCC/6O))OC)))OC
Heavy Atom Count 39.0
Classyfire Class Cinnamic acids and derivatives
Description Constituent of the seeds of jojoba. Simmondsin 2'-ferulate is found in coffee and coffee products, fats and oils, and nuts.
Scaffold Graph Node Level CC1CCCCC1OC1OCCCC1OC(O)CCC1CCCCC1
Classyfire Subclass Hydroxycinnamic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 918.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name [2-[(2E)-2-(cyanomethylidene)-3-hydroxy-4,5-dimethoxycyclohexyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Class Cinnamic acids and derivatives
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp -1.0
Superclass Phenylpropanoids and polyketides
Subclass Hydroxycinnamic acids and derivatives
Gsk 4 400 Rule False
Molecular Formula C26H33NO12
Scaffold Graph Node Bond Level C=C1CCCCC1OC1OCCCC1OC(=O)C=Cc1ccccc1
Inchi Key GWXJMPVVJCHQIB-USFPABIYSA-N
Silicos It Class Soluble
Rotatable Bond Count 10.0
Synonyms Simmondsin 2'-ferulate, Simmondsin 2'-ferulic acid, 2-{[(2E)-2-(cyanomethylidene)-3-hydroxy-4,5-dimethoxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid, simmondsin 2'-ferulate
Esol Class Soluble
Functional Groups C/C(C)=C/C#N, CO, COC, COC(C)OC, c/C=C/C(=O)OC, cO, cOC
Compound Name [2-[(2E)-2-(cyanomethylidene)-3-hydroxy-4,5-dimethoxycyclohexyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Kingdom Organic compounds
Exact Mass 551.2
Formal Charge 0.0
Monoisotopic Mass 551.2
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 551.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 2.0
Molecular Framework Aromatic heteromonocyclic compounds
Lipinski Rule Of 5 False
Inchi InChI=1S/C26H33NO12/c1-34-17-10-13(4-6-15(17)29)5-7-20(30)39-25-23(33)22(32)19(12-28)38-26(25)37-16-11-18(35-2)24(36-3)21(31)14(16)8-9-27/h4-8,10,16,18-19,21-26,28-29,31-33H,11-12H2,1-3H3/b7-5+,14-8-
Smiles COC1CC(/C(=C/C#N)/C(C1OC)O)OC2C(C(C(C(O2)CO)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)OC
Np Classifier Biosynthetic Pathway Amino acids and Peptides, Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 2.0
Egan Rule False
Taxonomy Direct Parent Coumaric acids and derivatives
Np Classifier Superclass Small peptides

  • 1. Outgoing r'ship FOUND_IN to/from Simmondsia Chinensis (Plant) Rel Props:Reference:ISBN:9788172363093