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Ergotoxine

PubChem CID: 3084035

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Compound Synonyms Ecboline, ERGOTOXINE, Ergotoxin, 8006-25-5, 2'beta-Isopropylergopeptine, (6aR,9R)-N-[(1S,2S,4R)-2-hydroxy-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide, DTXSID90230056, 13GR36R05G, 2J09Y26C6I, 59630-30-7, UNII-13GR36R05G, (6aR,9R)-N-((1S,2S,4R)-2-hydroxy-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo(7.3.0.02,6)dodecan-4-yl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinoline-9-carboxamide, ERGOTOXINE [MI], ERGOTOXINE [WHO-DD], UNII-2J09Y26C6I, SCHEMBL3009864, DTXCID90152547, 2'.BETA.-ISOPROPYLERGOPEPTINE, Ergotaman-3',6',18-trione, 12'-hydroxy-2'-(1-methylethyl)-, (5'alpha)-, NS00075541, Q27251515, ERGOTAMAN-3',6',18-TRIONE, 12'-HYDROXY-2'-(1-METHYLETHYL)-, (5'.ALPHA.)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 118.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CC1CC2C(CC(C)C3CCCC32)C1C)C1CCC2CC3CCC4CCCC(C2C1)C43
Np Classifier Class Ergot alkaloids
Deep Smiles O=C[C@H]CNC)[C@H]C=C6)cccccc6cC%10)c[nH]5))))))))))))))N[C@@]O[C@@]NC5=O))CC=O)N[C@H]6CCC5))))))))O)))CC)C
Heavy Atom Count 38.0
Classyfire Class Ergoline and derivatives
Scaffold Graph Node Level OC(NC1OC2C3CCCN3C(O)CN2C1O)C1CNC2CC3CNC4CCCC(C2C1)C34
Classyfire Subclass Lysergic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 1100.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name (6aR,9R)-N-[(1S,2S,4R)-2-hydroxy-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 1.0
Gsk 4 400 Rule False
Molecular Formula C28H33N5O5
Scaffold Graph Node Bond Level O=C(NC1OC2C3CCCN3C(=O)CN2C1=O)C1C=C2c3cccc4[nH]cc(c34)CC2NC1
Inchi Key XLMJRFCCCWFQRE-SJRQCXNHSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 3.0
Synonyms ergotoxine
Esol Class Soluble
Functional Groups CC(=O)N(C)C, CN(C)C, CN1C(=O)[C@](C)(NC(C)=O)O[C@]1(C)O, cC(C)=CC, c[nH]c
Compound Name Ergotoxine
Exact Mass 519.248
Formal Charge 0.0
Monoisotopic Mass 519.248
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 519.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C28H33N5O5/c1-15(2)27(26(36)33-14-23(34)32-9-5-8-22(32)28(33,37)38-27)30-25(35)17-10-19-18-6-4-7-20-24(18)16(12-29-20)11-21(19)31(3)13-17/h4,6-7,10,12,15,17,21-22,29,37H,5,8-9,11,13-14H2,1-3H3,(H,30,35)/t17-,21-,22+,27-,28+/m1/s1
Smiles CC(C)[C@@]1(C(=O)N2CC(=O)N3CCC[C@H]3[C@@]2(O1)O)NC(=O)[C@H]4CN([C@@H]5CC6=CNC7=CC=CC(=C67)C5=C4)C
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Bromus Inermis (Plant) Rel Props:Reference:ISBN:9788172360481