Yohimbine
PubChem CID: 8969
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| Compound Synonyms | Yohimbine, 146-48-5, Yohimbin, Quebrachin, Corynine, Quebrachine, APHRODINE, Aphrosol, Yohimbic acid methyl ester, (+)-Yohimbine, Actibine, Johimbin, Yohimbinum, Yohimbe bark, Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16alpha,17alpha)-, EINECS 205-672-0, UNII-2Y49VWD90Q, BRN 0097276, 2Y49VWD90Q, CCRIS 9415, 17-Hydroxyyohimban-16-carboxylic acid methyl ester, DTXSID9040130, CHEBI:10093, methyl 17alpha-hydroxyyohimban-16alpha-carboxylate, CHEMBL15245, 17alpha-hydroxyyohimban-16alpha-carboxylic acid methyl ester, DTXCID7020130, (16alpha,17alpha)-17-hydroxyyohimban-16-carboxylic acid methyl ester, 4-25-00-01237 (Beilstein Handbook Reference), methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate, methyl (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),4,6,8-tetraene-19-carboxylate, Amberlite CG 400, CHEMBL537669, Yohimbine (DCF), CAS-146-48-5, methyl hydroxy[?]carboxylate, trans-Quinolizidine yohimbine, SR-01000075297, Benz[g]indolo[2,3-a]quinolizine, yohimban-16-carboxylic acid deriv., MFCD00005093, NSC19509, YOHIMBINE [MI], Prestwick0_000584, Prestwick1_000584, Prestwick2_000584, Prestwick3_000584, Yohimban-16-alpha-carboxylic acid, 17-alpha-hydroxy-, methyl ester, YOHIMBINE [VANDF], YOHIMBINUM [HPUS], cid_6169, cid_8969, YOHIMBE HYDROCHLORIDE, YOHIMBINE [WHO-DD], Lopac0_001210, SCHEMBL33954, BSPBio_000428, BSPBio_001236, GTPL102, KBioGR_000576, KBioSS_000576, MLS000728591, SPBio_002647, BPBio1_000472, Yohimbol-16alpha-carboxylic acid, methyl ester (6CI), BCBcMAP01_000032, KBio2_000576, KBio2_003144, KBio2_005712, KBio3_001031, KBio3_001032, Bio1_000455, Bio1_000944, Bio1_001433, Bio2_000458, Bio2_000938, HMS1362N17, HMS1792N17, HMS1990N17, HMS2089G19, HMS2234C18, Tox21_110019, BDBM50013515, BDBM50203564, AKOS015902024, Tox21_110019_1, Yohimban-16-.alpha.-carboxylic acid, 17-.alpha.-hydroxy-, methyl ester, Yohimban-16alpha-carboxylic acid, 17alpha-hydroxy-, methyl ester (8CI), CCG-205284, CS-5173, DB01392, FY01219, GS-5751, SDCCGSBI-0051177.P002, IDI1_002213, MRF-0000020, SMP1_000320, NCGC00013260-01, NCGC00025018-05, NCGC00025018-06, NCGC00025018-07, NCGC00025018-10, NCGC00025018-11, NCGC00025018-16, NCGC00025018-17, NCGC00025018-24, NCGC00025018-29, HY-12715, SMR000470778, 17a-hydroxy-16a-methoxycarbonyl-yohimbane, NS00003970, C09256, D08685, H10057, EN300-19731915, Q412226, SR-01000075297-5, BRD-K35586044-001-02-6, BRD-K35586044-003-03-0, BRD-K35586044-003-11-3, BRD-K35586044-003-14-7, BRD-K35586044-003-15-4, 17.ALPHA.-HYDROXY-20-.ALPHA.-YOHIMBAN-16-.BETA.-CARBOXYLIC ACID, METHYL ESTER, Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16alpha,17alpha)- (9CI), (1R,2S,4aR,13bS,14aS)-2-hydroxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-indolo[2'',3'':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester hydrochloride, 103834-06-6, 205-672-0, methyl (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-carboxylate |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 65.6 |
| Hydrogen Bond Donor Count | 2.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CCC2CC3C(CCC4C5CCCCC5CC34)CC2C1 |
| Np Classifier Class | Yohimbine-like alkaloids |
| Deep Smiles | COC=O)[C@H][C@@H]O)CC[C@@H][C@@H]6C[C@@H]NC6)CCcc6[nH]cc5cccc6 |
| Heavy Atom Count | 26.0 |
| Classyfire Class | Yohimbine alkaloids |
| Scaffold Graph Node Level | C1CCC2CN3CCC4C5CCCCC5NC4C3CC2C1 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 555.0 |
| Database Name | cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 5.0 |
| Uniprot Id | P08684, P10635, P08913, P18089, P14416, P28222, P08908, P28223, P28335, P28221, P18825, P35462, P43140, P22909, P61169, P35348, P25100, P23944, P35368, P18871, Q01337, P18130, Q9NY46, P22002, P23975, P30994, P14842, P34968, P29276, P19020, Q28838, P19328, O42275, P11387, Q9XUB2, P42345, G5EF15, P21728, Q92830, Q96KQ7, Q99700, O95149, P49798, P08183, P15823, P19327, P41595, P50406, P80244, Q13526, P30304, Q9NUW8, P15289, O95342, P51685, P08173, P21554, P34972, P61073, P21462, Q8TDV5, O43614, P35367, Q6W5P4, P49683, P43119, n.a., P30518, P51677, P49238, P23945, P30559 |
| Iupac Name | methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate |
| Prediction Hob | 1.0 |
| Class | Yohimbine alkaloids |
| Veber Rule | True |
| Classyfire Superclass | Alkaloids and derivatives |
| Target Id | NPT222, NPT223, NPT221, NPT1789, NPT110, NPT1788, NPT224, NPT143, NPT940, NPT243, NPT291, NPT294, NPT3060, NPT713 |
| Xlogp | 2.9 |
| Superclass | Alkaloids and derivatives |
| Gsk 4 400 Rule | True |
| Molecular Formula | C21H26N2O3 |
| Scaffold Graph Node Bond Level | c1ccc2c3c([nH]c2c1)C1CC2CCCCC2CN1CC3 |
| Prediction Swissadme | 1.0 |
| Inchi Key | BLGXFZZNTVWLAY-SCYLSFHTSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.5714285714285714 |
| Logs | -3.032 |
| Rotatable Bond Count | 2.0 |
| State | Solid |
| Logd | 2.641 |
| Synonyms | (+)-Yohimbine, (16alpha,17alpha)-17-Hydroxyyohimban-16-carboxylic acid methyl ester, 17alpha-Hydroxyyohimban-16alpha-carboxylic acid methyl ester, Aphrodine, Corynine, Johimbin, Quebrachin, Quebrachine, Yohimbic acid methyl ester, Yohimbin, (16a,17a)-17-Hydroxyyohimban-16-carboxylate methyl ester, (16a,17a)-17-Hydroxyyohimban-16-carboxylic acid methyl ester, (16alpha,17alpha)-17-Hydroxyyohimban-16-carboxylate methyl ester, (16Α,17α)-17-hydroxyyohimban-16-carboxylate methyl ester, (16Α,17α)-17-hydroxyyohimban-16-carboxylic acid methyl ester, 17a-Hydroxyyohimban-16a-carboxylate methyl ester, 17a-Hydroxyyohimban-16a-carboxylic acid methyl ester, 17alpha-Hydroxyyohimban-16alpha-carboxylate methyl ester, 17Α-hydroxyyohimban-16α-carboxylate methyl ester, 17Α-hydroxyyohimban-16α-carboxylic acid methyl ester, Yohimbate methyl ester, Aphrodyne, Aventis brand OF yohimbine hydrochloride, Solvay brand OF yohimbine hydrochloride, Yohimbine hydrochloride, Aphrodine hydrochloride, Hydrochloride, yohimbine, Pluriviron, Rauwolscine, Palisades brand OF yohimbine hydrochloride, Star brand OF yohimbine hydrochloride, StegroPharm brand OF yohimbine hydrochloride, Tartrate, corynanthine, Corynanthine, Corynanthine tartrate, Glenwood brand OF yohimbine hydrochloride, Hydrochloride, aphrodine, Kramer brand OF yohimbine hydrochloride, Rauhimbine, Yocon, Yohimbin spiegel, Yohimbine houdé, Yohimex, yihimbine, yohimbine, yohimibine |
| Esol Class | Moderately soluble |
| Functional Groups | CN(C)C, CO, COC(C)=O, c[nH]c |
| Compound Name | Yohimbine |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 1.0 |
| Exact Mass | 354.194 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 354.194 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 354.4 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 5.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Inchi | InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1 |
| Smiles | COC(=O)[C@H]1[C@H](CC[C@@H]2[C@@H]1C[C@H]3C4=C(CCN3C2)C5=CC=CC=C5N4)O |
| 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 |
- 1. Outgoing r'ship
FOUND_INto/from Alstonia Macrophylla (Plant) Rel Props:Reference:ISBN:9788172362089; ISBN:9788185042145 - 2. Outgoing r'ship
FOUND_INto/from Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075 - 3. Outgoing r'ship
FOUND_INto/from Rauvolfia Serpentina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Rauvolfia Tetraphylla (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788172361150; ISBN:9788185042053