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Heliosupine

PubChem CID: 5281732

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Compound Synonyms HELIOSUPINE, Cynoglossofin, Cynoglossophine, Heliosupin, 32728-78-2, Cynoglossofine, 7-Angelyl-9-echimidinylheliotridine, UNII-XW15Z680DP, CYNOGLOSSOPHIN, XW15Z680DP, NSC 136054, CHEBI:5641, [(7S,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2,3-dihydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate, NSC-136054, (1S,7aR)-7-[({(2S)-2,3-dihydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoyl}oxy)methyl]-2,3,5,7a-tetrahydro-1H-pyrrolo[1,2-a]pyrrol-1-yl (2Z)-2-methylbut-2-enoate, D-ERYTHRO-PENTITOL, 1,5-DIDEOXY-4-C-METHYL-3-C-((((1S,7AR)-2,3,5,7A-TETRAHYDRO-1-(((2Z)-2-METHYL-1-OXO-2-BUTEN-1-YL)OXY)-1H-PYRROLIZIN-7-YL)METHOXY)CARBONYL)-, DTXSID501020054, (1S,7aR)-7-((((2S)-2,3-dihydroxy-2-((1S)-1-hydroxyethyl)-3-methylbutanoyl)oxy)methyl)-2,3,5,7a-tetrahydro-1H-pyrrolo(1,2-a)pyrrol-1-yl (2Z)-2-methylbut-2-enoate, HELIOSUPINE [MI], DTXCID701477902, GLXC-17471, DA-64094, 1ST163491, HY-124140, CS-0084459, NS00094179, Q27106842, 2-Butenoic acid, 2-methyl-, 7-((2,3-dihydroxy-2-(1-hydroxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester (VAN)
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 117.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CC2CCCC2C1
Np Classifier Class Pyrrolizidine alkaloids
Deep Smiles C/C=CC=O)O[C@H]CCN[C@@H]5C=CC5))COC=O)[C@@]CO)C)C))[C@@H]O)C))O)))))))))))))/C
Heavy Atom Count 28.0
Scaffold Graph Node Level C1CC2CCCN2C1
Isotope Atom Count 0.0
Molecular Complexity 684.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name [(7S,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2,3-dihydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp -0.1
Gsk 4 400 Rule True
Molecular Formula C20H31NO7
Scaffold Graph Node Bond Level C1=CC2CCCN2C1
Inchi Key HRSGCYGUWHGOPY-UKLMUADPSA-N
Silicos It Class Soluble
Rotatable Bond Count 9.0
Synonyms heliosupine
Esol Class Soluble
Functional Groups C/C=C(/C)C(=O)OC, CC=C(C)C, CN(C)C, CO, COC(C)=O
Compound Name Heliosupine
Exact Mass 397.21
Formal Charge 0.0
Monoisotopic Mass 397.21
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 397.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H31NO7/c1-6-12(2)17(23)28-15-8-10-21-9-7-14(16(15)21)11-27-18(24)20(26,13(3)22)19(4,5)25/h6-7,13,15-16,22,25-26H,8-11H2,1-5H3/b12-6-/t13-,15-,16+,20+/m0/s1
Smiles C/C=C(/C)\C(=O)O[C@H]1CCN2[C@@H]1C(=CC2)COC(=O)[C@]([C@H](C)O)(C(C)(C)O)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Ornithine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Heliotropium Indicum (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075
  • 2. Outgoing r'ship FOUND_IN to/from Heliotropium Supinum (Plant) Rel Props:Reference:ISBN:9788185042053