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Yohimbic Acid

PubChem CID: 72131

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Compound Synonyms Yohimbic Acid, 522-87-2, Yohimbinic acid, Yohimbinsaeure, Acido yohimbico, Acide yohimbique, Yohimbic acid [INN], Acidum yohimbicum, 17alpha-Hydroxyyohimban-16alpha-carboxylic acid, Yohimbinic acid monohydrate, UNII-35FAV1EVEG, 35FAV1EVEG, NSC-95096, Acide yohimbique [INN-French], Acido yohimbico [INN-Spanish], Acidum yohimbicum [INN-Latin], CHEBI:35633, EINECS 208-337-7, NSC 95096, CHEMBL148824, YOHIMBIC ACID [WHO-DD], DTXSID4048563, NSC95096, 17alpha-Hydroxy-3alpha,15alpha,20beta-yohimban-16alpha-carbonsaeure, 17.alpha.-Hydroxyyohimban-16.alpha.-carboxylic acid, Acide yohimbique (INN-French), Acido yohimbico (INN-Spanish), Acidum yohimbicum (INN-Latin), Yohimban-16-carboxylic acid, 17-hydroxy-, (16alpha,17alpha)-, MLS002153893, (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylic acid, SMR001233242, Yohimbineacid, MFCD00167087, Spectrum_001515, SpecPlus_000211, Prestwick0_000590, Prestwick1_000590, Prestwick2_000590, Prestwick3_000590, Spectrum2_000451, Spectrum3_001117, Spectrum4_001955, Spectrum5_000725, BSPBio_000440, BSPBio_002854, KBioGR_002393, KBioSS_001995, DivK1c_006307, SCHEMBL571103, SPBio_000522, SPBio_002659, BPBio1_000484, DTXCID7028192, Yohimban-16-carboxylic acid, 17-hydroxy-, (16.alpha.,17.alpha.)-, BDBM95054, cid_6419962, KBio1_001251, KBio2_001995, KBio2_004563, KBio2_007131, KBio3_002074, AADVZSXPNRLYLV-GKMXPDSGSA-N, CCG-38693, MFCD00005094, AKOS015955772, NCGC00178432-04, (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4(9),5,7-tetraene-19-carboxylic acid, NS-05570, HY-121936, CS-0083713, NS00032471, EN300-302966, G12048, BRD-K37282009-001-02-3, BRD-K37282009-002-03-9, Q27116536, Yohimban-16-carboxylic acid, (16.alpha.,17.alpha.)-, (16alpha,17alpha)-17-hydroxyyohimban-16-carboxylic acid, Yohimban-16-carboxylic acid, 17-hydroxy-, (16alpha,17alpha)-(9CI), (1R,2S,4aR,13bS,14aS)-2-Hydroxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid, (1R,2S,4AR,13BS,14AS)-2-HYDROXY-1,2,3,4,4A,5,7,8,13,13B,14,14A-DODECAHYDROISOQUINO[3,2-A]BETA-CARBOLINE-1-CARBOXYLIC ACID, (1S,15R,18S,19R,20S)-18-Hydroxy-3,11,12,13,14,15,16,17,18,19,20,21-dodecahydro-1H-yohimban-13-ium-19-carboxylate, (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0(2),(1)?.0?,?.0(1)?,(2)?]henicosa-2(10),4(9),5,7-tetraene-19-carboxylic acid, (1S,15R,18S,19R,20S)-18-oxidanyl-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylic acid, hydrate, 208-337-7
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 76.6
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC2CC3C(CCC4C5CCCCC5CC34)CC2C1
Np Classifier Class Yohimbine-like alkaloids
Deep Smiles OC=O)[C@H][C@@H]O)CC[C@@H][C@@H]6C[C@@H]NC6)CCcc6[nH]cc5cccc6
Heavy Atom Count 25.0
Classyfire Class Corynanthean-type alkaloids
Scaffold Graph Node Level C1CCC2CN3CCC4C5CCCCC5NC4C3CC2C1
Isotope Atom Count 0.0
Molecular Complexity 541.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylic acid
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 0.3
Gsk 4 400 Rule True
Molecular Formula C20H24N2O3
Scaffold Graph Node Bond Level c1ccc2c3c([nH]c2c1)C1CC2CCCCC2CN1CC3
Inchi Key AADVZSXPNRLYLV-GKMXPDSGSA-N
Silicos It Class Soluble
Rotatable Bond Count 1.0
Synonyms yohimbinic acid
Esol Class Soluble
Functional Groups CC(=O)O, CN(C)C, CO, c[nH]c
Compound Name Yohimbic Acid
Exact Mass 340.179
Formal Charge 0.0
Monoisotopic Mass 340.179
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 340.4
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/C20H24N2O3/c23-17-6-5-11-10-22-8-7-13-12-3-1-2-4-15(12)21-19(13)16(22)9-14(11)18(17)20(24)25/h1-4,11,14,16-18,21,23H,5-10H2,(H,24,25)/t11-,14-,16-,17-,18+/m0/s1
Smiles C1C[C@@H]([C@@H]([C@@H]2[C@@H]1CN3CCC4=C([C@@H]3C2)NC5=CC=CC=C45)C(=O)O)O
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 Rauvolfia Serpentina (Plant) Rel Props:Reference:https://doi.org/10.1186/s12906-015-0683-7