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7-Acetyllycopsamine

PubChem CID: 156006

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Compound Synonyms 7-Acetyllycopsamine, 73544-48-6, Acetyllycopsamine, Lycopsamine `1-acetate, 4E96Z64UMM, ACETYLSYMPHYTINE, LYCOPSAMINE 1-ACETATE, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, ((1R,7aR)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)methyl ester, (2S,3S)-, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-,[(1R,7aR)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methylester, (2S,3S)-, (7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl)methyl 2-hydroxy-2-(1-hydroxyethyl)-3-methylbutanoate, UNII-4E96Z64UMM, CHEBI:80703, RKDOFSJTBIDAHX-OFSOMGBPSA-N, AKOS040752804, [(7R,8R)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate, DA-70341, 1ST167135, HY-122916, CS-0090432, NS00066996, Q27149737, BUTANOIC ACID, 2,3-DIHYDROXY-2-(1-METHYLETHYL)-, (1-(ACETYLOXY)-2,3,5,7A-TETRAHYDRO-1H-PYRROLIZIN-7-YL)METHYL ESTER, (1R-(1.ALPHA.,7(2S*,3S*),7A.BETA.))-, BUTANOIC ACID, 2,3-DIHYDROXY-2-(1-METHYLETHYL)-, (1-(ACETYLOXY)-2,3,5,7A-TETRAHYDRO-1H-PYRROLIZIN-7-YL)METHYL ESTER, (1R-(1alpha,7(2S*,3S*),7Abeta))-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 96.3
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CC2CCCC2C1
Np Classifier Class Pyrrolizidine alkaloids
Deep Smiles CC=O)O[C@@H]CCN[C@@H]5C=CC5))COC=O)[C@@][C@@H]O)C))CC)C))O
Heavy Atom Count 24.0
Description 7-acetyllycopsamine is soluble (in water) and a very weakly acidic compound (based on its pKa). 7-acetyllycopsamine can be found in borage, which makes 7-acetyllycopsamine a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level C1CC2CCCN2C1
Isotope Atom Count 0.0
Molecular Complexity 531.0
Database Name fooddb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name [(7R,8R)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 0.1
Gsk 4 400 Rule True
Molecular Formula C17H27NO6
Scaffold Graph Node Bond Level C1=CC2CCCN2C1
Inchi Key RKDOFSJTBIDAHX-OFSOMGBPSA-N
Silicos It Class Soluble
Rotatable Bond Count 8.0
Synonyms 7-acetyl-lycopsamine, acetyllycopsamine
Esol Class Soluble
Functional Groups CC(=O)OC, CC=C(C)C, CN(C)C, CO, COC(C)=O
Compound Name 7-Acetyllycopsamine
Exact Mass 341.184
Formal Charge 0.0
Monoisotopic Mass 341.184
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 341.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C17H27NO6/c1-10(2)17(22,11(3)19)16(21)23-9-13-5-7-18-8-6-14(15(13)18)24-12(4)20/h5,10-11,14-15,19,22H,6-9H2,1-4H3/t11-,14+,15+,17-/m0/s1
Smiles C[C@@H]([C@@](C(C)C)(C(=O)OCC1=CCN2[C@H]1[C@@H](CC2)OC(=O)C)O)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Ornithine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Borago Officinalis (Plant) Rel Props:Source_db:fooddb_chem_all