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Amabiline

PubChem CID: 442706

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Compound Synonyms Amabiline, 17958-43-9, CHEBI:2617, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1H-pyrrolidizin-7-yl)methyl ester, (7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-ylmethyl (2S,3S)-2,3-dihydroxy-2-(propan-2-yl)butanoate, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, [(7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl ester, (2S,3S)-, Supinidine (2S,3S)-2,3-dihydroxy-2-isopropylbutyrate, (2S,3S)-((S)-2,3,5,7a-Tetrahydro-1H-pyrrolizin-7-yl)methyl 2,3-dihydroxy-2-isopropylbutanoate, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, ((7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)methyl ester, (2S,3S)-, DTXSID60939241, AKOS040746556, (2S,3S)-2,3-Dihydroxy-2-isopropylbutanoic acid [(5S)-1-azabicyclo[3.3.0]oct-3-en-4-yl]methyl ester, [(8S)-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate, NS00094175, Q27105738, [(7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate, [(7aS)-2,3,5,7a-Tetrahydro-1H-pyrrolizin-7-yl]methyl (2S,3S)-2,3-dihydroxy-2-(1-methylethyl)butanoate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 70.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CC2CCCC2C1
Np Classifier Class Pyrrolizidine alkaloids
Deep Smiles CC[C@@]C=O)OCC=CCN[C@H]5CCC5)))))))))))[C@@H]O)C))O))C
Heavy Atom Count 20.0
Description Amabiline belongs to alkaloids and derivatives class of compounds. Those are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic propertiesand is also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Amabiline is soluble (in water) and a very weakly acidic compound (based on its pKa). Amabiline can be found in borage, which makes amabiline a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level C1CC2CCCN2C1
Isotope Atom Count 0.0
Molecular Complexity 407.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name [(8S)-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 0.5
Superclass Alkaloids and derivatives
Gsk 4 400 Rule True
Molecular Formula C15H25NO4
Scaffold Graph Node Bond Level C1=CC2CCCN2C1
Prediction Swissadme 1.0
Inchi Key DRVWTOSBCBKXOR-WHOFXGATSA-N
Silicos It Class Soluble
Fcsp3 0.8
Logs -1.491
Rotatable Bond Count 6.0
Logd 1.184
Synonyms Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1H-pyrrolidizin-7-yl)methyl ester, Butanoate, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1H-pyrrolidizin-7-yl)methyl ester, amabiline
Esol Class Very soluble
Functional Groups CC=C(C)C, CN(C)C, CO, COC(C)=O
Compound Name Amabiline
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 283.178
Formal Charge 0.0
Monoisotopic Mass 283.178
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 283.36
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -1.5410815999999992
Inchi InChI=1S/C15H25NO4/c1-10(2)15(19,11(3)17)14(18)20-9-12-6-8-16-7-4-5-13(12)16/h6,10-11,13,17,19H,4-5,7-9H2,1-3H3/t11-,13-,15-/m0/s1
Smiles C[C@@H]([C@@](C(C)C)(C(=O)OCC1=CCN2[C@H]1CCC2)O)O
Nring 2.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Alkaloids and derivatives
Np Classifier Superclass Ornithine alkaloids

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