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Tetrahydroalstonine

PubChem CID: 72340

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Compound Synonyms Tetrahydroalstonine, 6474-90-4, Alstonine, tetrahydro-, Alstonine, 3,4,5,6-tetrahydro-, EINECS 229-331-0, NSC 72115, BRN 0097270, CHEBI:9479, 6U62R2Y5Y2, (-)-Tetrahydroalstonine, Alstonine, 3,4,5,6-tetrahydro-, (3alpha)-, UNII-6U62R2Y5Y2, 4-27-00-07926 (Beilstein Handbook Reference), NSC-72115, methyl (20alpha)-16,17-didehydro-19alpha-methyl-18-oxayohimban-16-carboxylate, Oxayohimban-16-carboxylic acid, 16,17-didehydro-19-methyl-, methyl ester, (19-alpha,20-alpha)-, methyl (19alpha,20alpha)-19-methyl-16,17-didehydro-18-oxayohimban-16-carboxylate, 4H-INDOLO(2,3-A)PYRANO(3,4-G)QUINOLIZINE-1-CARBOXYLIC ACID, 4A,5,7,8,13,13B,14,14A-OCTAHYDRO-4-METHYL-, METHYL ESTER, (4S,4AS,13BS,14AS)-, Alstonine, 3,4,5,6-tetrahydro-, (3.alpha.)-, Methyl (19alpha,20alpha)-16,17-didehydro-19-methyloxayohimban-16-carboxylate, SCHEMBL564502, CHEMBL498734, Alstonine, 3,4,5,6-tetrahydro, DTXSID201020629, HY-N1163, BDBM50407156, PDSP2_001642, AKOS037515397, CCG-208423, FT74459, (3alpha)-3,4,5,6-Tetrahydroalstonine, NCGC00163632-01, DA-58436, MS-25467, Oxayohimban-16-carboxylic acid, 16,17-didehydro-19-methyl-, methyl ester, (19.alpha.,20.alpha.)-, CS-0016454, NS00082054, (3.ALPHA.)-3,4,5,6-TETRAHYDROALSTONINE, Q27108406, 815B4D52-2710-4B1D-B671-7CCBD7EC8A81, 16,17-Didehydro-19-methyloxayohimban-16-carboxylic acid, methyl ester, 229-331-0, Oxayohimban-16-carboxylic acid, 16,17-didehydro-19-methyl-, methyl ester, (19alpha,20alpha)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 54.6
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2CC3C(CCC4C5CCCCC5CC34)CC2C1
Np Classifier Class Corynanthe type, Yohimbine-like alkaloids
Deep Smiles COC=O)C=CO[C@H][C@H][C@@H]6C[C@@H]NC6)CCcc6[nH]cc5cccc6))))))))))))))))C
Heavy Atom Count 26.0
Classyfire Class Yohimbine alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1C2CCN2CC3COCCC3CC12
Isotope Atom Count 0.0
Molecular Complexity 606.0
Database Name cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id P10635, Q72547, Q03164, Q9NUW8, O97447, Q92830, Q9UBT6, O42275, P81908, P08908
Iupac Name methyl (1S,15S,16S,20S)-16-methyl-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 1.0
Class Yohimbine alkaloids
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Target Id NPT110, NPT50
Xlogp 2.7
Superclass Alkaloids and derivatives
Gsk 4 400 Rule True
Molecular Formula C21H24N2O3
Scaffold Graph Node Bond Level C1=CC2CC3c4[nH]c5ccccc5c4CCN3CC2CO1
Prediction Swissadme 1.0
Inchi Key GRTOGORTSDXSFK-DLLGKBFGSA-N
Silicos It Class Moderately soluble
Fcsp3 0.4761904761904761
Logs -2.893
Rotatable Bond Count 2.0
State Solid
Logd 3.362
Synonyms Methyl (20alpha)-16,17-didehydro-19alpha-methyl-18-oxayohimban-16-carboxylate, Methyl (20a)-16,17-didehydro-19a-methyl-18-oxayohimban-16-carboxylate, Methyl (20a)-16,17-didehydro-19a-methyl-18-oxayohimban-16-carboxylic acid, Methyl (20alpha)-16,17-didehydro-19alpha-methyl-18-oxayohimban-16-carboxylic acid, Methyl (20α)-16,17-didehydro-19α-methyl-18-oxayohimban-16-carboxylate, Methyl (20α)-16,17-didehydro-19α-methyl-18-oxayohimban-16-carboxylic acid, (3b)-Stigmastan-3-ol, (3beta)-Stigmastan-3-ol, (3beta,5alpha)-Stigmastan-3-ol, 24-alpha-Ethylcholestanol, 24a-Ethylcholestanol, 4a-Methyl-5a,14a-lumistan-3b-ol, 4a-Methylcampestanol, 5,6-dihydro-b-Sitosterol, 5,6-dihydro-beta-Sitosterol, 5a-Stigmastan-3b-ol, 5alpha-Stigmastan-3beta-ol, b-Sitostanol, beta-dihydro-Sitosterol, beta-Sitostanol, dihydro-b-Sitosterol, dihydro-beta-Sitosterol, Dihydrositosterin, Dihydrositosterol, Fucostanol, Sitostanol, Spinastanol, Stigmastan-3-ol, Stigmastane-3-beta-ol, 24 alpha-Ethyl-5 alpha-cholestan-3 beta-ol, Stigmastanol, (3beta,5beta,24S)-isomer, 24 alpha-Ethyl-5 beta-cholestan-3 alpha-ol, Stigmastanol, tatrahydroalstonine, tetrahydroalstonine
Esol Class Soluble
Functional Groups CN(C)C, COC(=O)C(C)=COC, c[nH]c
Compound Name Tetrahydroalstonine
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 352.179
Formal Charge 0.0
Monoisotopic Mass 352.179
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 352.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -3.8817446461538467
Inchi InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16-,19-/m0/s1
Smiles C[C@H]1[C@@H]2CN3CCC4=C([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)NC5=CC=CC=C45
Nring 5.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Yohimbine alkaloids
Np Classifier Superclass Tryptophan alkaloids

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