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3beta-Isodihydrocadambine

PubChem CID: 188431

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Compound Synonyms 3beta-Isodihydrocadambine, methyl (1R,14R,15S,16S,20S)-14-(hydroxymethyl)-16-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate, methyl (1R,14R,15S,16S,20S)-14-(hydroxymethyl)-16-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-17-oxa-3,13-diazapentacyclo(11.8.0.02,10.04,9.015,20)henicosa-2(10),4,6,8,18-pentaene-19-carboxylate, 3??-Isodihydrocadambine, CHEMBL4566667, SCHEMBL17088392, DTXSID20977548, AKOS040763167, Methyl 19-(hexopyranosyloxy)-21-(hydroxymethyl)-16,17-didehydro-18-oxayohimban-16-carboxylate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 174.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCCC3CC4C(CCC5C6CCCCC6CC45)CC23)CC1
Np Classifier Class Corynanthe type, Iridoids monoterpenoids
Deep Smiles OC[C@H][C@H][C@@H]OC=C[C@H]6C[C@H]N%10CCcc6[nH]cc5cccc6)))))))))))))))C=O)OC))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 39.0
Classyfire Class Yohimbine alkaloids
Scaffold Graph Node Level C1CCC(OC2OCCC3CC4C5NC6CCCCC6C5CCN4CC32)OC1
Isotope Atom Count 0.0
Molecular Complexity 936.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name methyl (1R,14R,15S,16S,20S)-14-(hydroxymethyl)-16-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Alkaloids and derivatives
Xlogp -0.4
Gsk 4 400 Rule False
Molecular Formula C27H34N2O10
Scaffold Graph Node Bond Level C1=CC2CC3c4[nH]c5ccccc5c4CCN3CC2C(OC2CCCCO2)O1
Prediction Swissadme 0.0
Inchi Key FCECVXQMCZMWDG-QLIJHQAKSA-N
Silicos It Class Soluble
Fcsp3 0.5925925925925926
Logs -2.006
Rotatable Bond Count 6.0
Logd 1.031
Synonyms 3alpha-isodihydrocadambine
Esol Class Soluble
Functional Groups CN(C)C, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, c[nH]c
Compound Name 3beta-Isodihydrocadambine
Prediction Hob Swissadme 0.0
Exact Mass 546.221
Formal Charge 0.0
Monoisotopic Mass 546.221
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 546.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -2.738921830769233
Inchi InChI=1S/C27H34N2O10/c1-36-25(35)15-11-37-26(39-27-24(34)23(33)22(32)19(10-31)38-27)20-14(15)8-17-21-13(6-7-29(17)18(20)9-30)12-4-2-3-5-16(12)28-21/h2-5,11,14,17-20,22-24,26-28,30-34H,6-10H2,1H3/t14-,17-,18+,19-,20+,22-,23+,24-,26+,27+/m1/s1
Smiles COC(=O)C1=CO[C@H]([C@H]2[C@@H]1C[C@@H]3C4=C(CCN3[C@H]2CO)C5=CC=CC=C5N4)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
Nring 6.0
Np Classifier Biosynthetic Pathway Alkaloids, Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Tryptophan alkaloids, Monoterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Neonauclea Purpurea (Plant) Rel Props:Reference:ISBN:9788185042084
  • 2. Outgoing r'ship FOUND_IN to/from Uncaria Rhynchophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Uncaria Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all