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Indicine

PubChem CID: 73614

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Compound Synonyms INDICINE, 480-82-0, INDICIN, (+)-Indicine, NSC136052, CHEBI:5897, [(1r,7ar)-1-hydroxy-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl]methyl(2r,3s)-2,3-dihydroxy-2-isopropylbutanoate, T82SFG1584, NSC-136052, [(7R,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl ester, (1R-(1a,7(2R*,3S*),7a-beta))-, [(1R,7aR)-1-hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl (2R,3S)-2,3-dihydroxy-2-(propan-2-yl)butanoate, [(1R,7aR)-1-hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl (2R,3S)-2,3-dihydroxy-2-isopropylbutanoate, NSC 136052, BRN 4324630, UNII-T82SFG1584, BUTANOIC ACID, 2,3-DIHYDROXY-2-(1-METHYLETHYL)-, ((1R,7AR)-2,3,5,7A-TETRAHYDRO-1-HYDROXY-1H-PYRROLIZIN-7-YL)METHYL ESTER, (2R,3S)-, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, [(1R,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl ester, (2R,3S)-, SCHEMBL166614, CHEMBL471483, DTXSID60197389, SFVVQRJOGUKCEG-XTWPYSKKSA-N, HY-N9130, AKOS030242135, FS-6709, 2,3-Dihydroxy-2-(1-methylethyl)-butanoic acid (2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl) methyl ester, DA-51478, FI161707, NCI60_000822, CS-0158821, NS00094751, Retronecine,3S)-2,3-dihydroxy-2-isopropylbutyrate], Q27106927, RETRONECINE, 7-((2R,3S)-2,3-DIHYDROXY-2-ISOPROPYLBUTYRATE), [(7R,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methyl-butanoate, BUTANOIC ACID, 2,3-DIHYDROXY-2-(1-METHYLETHYL)-, (2,3,5,7A-TETRAHYDRO-1-HYDROXY-1H-PYRROLIZIN-7-YL)METHYL ESTER, (1R-(1.ALPHA.,7(2R*,3S*),7A.BETA.))-, Butanoic acid,3-dihydroxy-2-(1-methylethyl)-, [(1R,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl ester, (2R,3S)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 90.2
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CC2CCCC2C1
Np Classifier Class Pyrrolizidine alkaloids
Deep Smiles O[C@@H]CCN[C@@H]5C=CC5))COC=O)[C@][C@@H]O)C))CC)C))O
Heavy Atom Count 21.0
Scaffold Graph Node Level C1CC2CCCN2C1
Isotope Atom Count 0.0
Molecular Complexity 436.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name [(7R,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp -0.4
Gsk 4 400 Rule True
Molecular Formula C15H25NO5
Scaffold Graph Node Bond Level C1=CC2CCCN2C1
Prediction Swissadme 1.0
Inchi Key SFVVQRJOGUKCEG-XTWPYSKKSA-N
Silicos It Class Soluble
Fcsp3 0.8
Logs -1.536
Rotatable Bond Count 6.0
Logd 1.028
Synonyms indicine, indicinine
Esol Class Very soluble
Functional Groups CC=C(C)C, CN(C)C, CO, COC(C)=O
Compound Name Indicine
Prediction Hob Swissadme 1.0
Exact Mass 299.173
Formal Charge 0.0
Monoisotopic Mass 299.173
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 299.36
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
Esol -1.0228754000000002
Inchi InChI=1S/C15H25NO5/c1-9(2)15(20,10(3)17)14(19)21-8-11-4-6-16-7-5-12(18)13(11)16/h4,9-10,12-13,17-18,20H,5-8H2,1-3H3/t10-,12+,13+,15+/m0/s1
Smiles C[C@@H]([C@](C(C)C)(C(=O)OCC1=CCN2[C@H]1[C@@H](CC2)O)O)O
Nring 2.0
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 Asystasia Intrusa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Dillenia Pentagyna (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Diplacus Aurantiacus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Heliotropium Indicum (Plant) Rel Props:Reference:ISBN:9788172360481; ISBN:9788172361150; ISBN:9788172362300; ISBN:9788185042053
  • 5. Outgoing r'ship FOUND_IN to/from Hemidesmus Indicus (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9780387706375; ISBN:9788172362300; ISBN:9788185042145
  • 6. Outgoing r'ship FOUND_IN to/from Indigofera Tinctoria (Plant) Rel Props:Reference:ISBN:9780387706375
  • 7. Outgoing r'ship FOUND_IN to/from Schisandra Rubriflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all