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Neriifolin

PubChem CID: 441867

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Compound Synonyms Neriifolin, 466-07-9, Digitoxigenin 3-(alpha-L-thevetoside), Digitoxigenin + thevetose, UNII-5RD2ADS9WV, 5RD2ADS9WV, 17beta-Neriifolin, CHEBI:7522, NERIIFOLIN [MI], Digitoxigenin + thevetose [German], EINECS 207-372-5, NSC 123976, BRN 0100752, DTXSID40881390, 3beta-(6-deoxy-3-O-methyl-alpha-L-glucopyranosyloxy)-14-hydroxy-5beta-card-20(22)-enolide, NSC-123976, 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one, 4-18-00-01486 (Beilstein Handbook Reference), 5-beta-Card-20(22)-enolide, 3-beta-((6-deoxy-3-O-methyl-beta-L-glucopyranosyl)oxy)-14-hydroxy-, CARD-20(22)-ENOLIDE, 3-((6-DEOXY-3-O-METHYL-.ALPHA.-L-GLUCOPYRANOSYL)OXY)-14-HYDROXY-, (3.BETA.,5.BETA.)-, 3-((3S,5R,8R,9S,10S,13R,14S,17R)-3-((2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta(a)phenanthren-17-yl)-2H-furan-5-one, 17.BETA.-NERIIFOLIN, SCHEMBL644057, CHEMBL501533, DTXCID201022651, Digitoxigenin 3-(a-L-thevetoside), HY-N8441, LMST01120021, MFCD00869436, Digitoxigenin 3-(I+--L-thevetoside), Card-20(22)-enolide, 3-((6-deoxy-3-O-methyl-alpha-L-glucopyranosyl)oxy)-14-hydroxy-, (3beta,5beta)-, DA-76109, MS-29886, CS-0144224, NS00015484, C08876, E88654, Q27107523, (3beta,5beta)-3-[(6-Deoxy-3-O-methyl-alpha-L-glucopyranosyl)oxy]card-20(22)-enolide, (5beta)-3beta-((6-Deoxy-3-O-methyl-alpha-L-glucopyranosyl)oxy)-14-hydroxycard-20(22)-enolide, 207-372-5
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 115.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC(C2CCC3C2CCC2C4CCC(CC5CCCCC5)CC4CCC23)C1
Np Classifier Class Cardenolides
Deep Smiles CO[C@H][C@H]O)[C@H]O[C@H]CC[C@][C@@H]C6)CC[C@@H][C@@H]6CC[C@][C@]6O)CC[C@@H]5C=CC=O)OC5)))))))))C)))))))))C))))))O[C@H][C@@H]6O))C
Heavy Atom Count 38.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level OC1CC(C2CCC3C2CCC2C4CCC(OC5CCCCO5)CC4CCC23)CO1
Classyfire Subclass Steroid lactones
Isotope Atom Count 0.0
Molecular Complexity 968.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 13.0
Uniprot Id n.a., Q9Y6L6, Q9NPD5
Iupac Name 3-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.1
Gsk 4 400 Rule False
Molecular Formula C30H46O8
Scaffold Graph Node Bond Level O=C1C=C(C2CCC3C2CCC2C4CCC(OC5CCCCO5)CC4CCC23)CO1
Prediction Swissadme 0.0
Inchi Key VPUNMTHWNSJUOG-BAOINKAISA-N
Silicos It Class Soluble
Fcsp3 0.9
Logs -4.347
Rotatable Bond Count 4.0
Logd 3.703
Synonyms 14-hydroxy-3β-(α-l-thevetopyranosyl)-5α-card-20(22)-enolide (thevefolin), neriifolin, thevefolin
Esol Class Moderately soluble
Functional Groups CC1=CC(=O)OC1, CO, COC, CO[C@@H](C)OC
Compound Name Neriifolin
Prediction Hob Swissadme 0.0
Exact Mass 534.319
Formal Charge 0.0
Monoisotopic Mass 534.319
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 534.7
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 13.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -4.214078000000003
Inchi InChI=1S/C30H46O8/c1-16-24(32)26(35-4)25(33)27(37-16)38-19-7-10-28(2)18(14-19)5-6-22-21(28)8-11-29(3)20(9-12-30(22,29)34)17-13-23(31)36-15-17/h13,16,18-22,24-27,32-34H,5-12,14-15H2,1-4H3/t16-,18+,19-,20+,21-,22+,24-,25-,26+,27-,28-,29+,30-/m0/s1
Smiles C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)C)O)OC)O
Nring 6.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Steroids

  • 1. Outgoing r'ship FOUND_IN to/from Cascabela Thevetia (Plant) Rel Props:Reference:ISBN:9788172361150; ISBN:9788185042053; ISBN:9788185042138
  • 2. Outgoing r'ship FOUND_IN to/from Cerbera Manghas (Plant) Rel Props:Reference:ISBN:9788172360481
  • 3. Outgoing r'ship FOUND_IN to/from Thevetia Peruviana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all