Molecule

Rauwolscine

AlkaPlorer ID: AK001218

Synonym: None

IUPAC Name: methyl (1S,15S,18S,19S,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate

Structure

SMILES: COC(=O)[C@H]1[C@H]2C[C@H]3C4=C(CCN3C[C@H]2CC[C@@H]1O)C1=CC=CC=C1N4

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+/m1/s1

InChIKey: BLGXFZZNTVWLAY-DIRVCLHFSA-N

Reference

Development of an efficient system for the separation of indole alkaloids by high performance liquid chromatography and its applications

PubChem CID: 643606

CAS: 131-03-3

LOTUS: LTS0236098

NPASS: NPC195461

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Ardisia pusilla	Ardisia	Primulaceae	Ericales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Excoecaria cochinchinensis	Excoecaria	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Monochaetia dimorphospora	Monochaetia	Sporocadaceae	Xylariales	Sordariomycetes	Ascomycota	Fungi	Eukaryota
Actinostemma lobatum	Actinostemma	Cucurbitaceae	Cucurbitales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dendrobium lohohense	Dendrobium	Orchidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rosa gallica	Rosa	Rosaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stephanitis pyri	Stephanitis	Tingidae	Hemiptera	Insecta	Arthropoda	Metazoa	Eukaryota
Stenocarpus salignus	Stenocarpus	Proteaceae	Proteales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ulmus davidiana	Ulmus	Ulmaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 354.45

TPSA？: 65.56

MolLogP？: 2.6471

Number of H-Donors: 2

Number of H-Acceptors: 4

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bos taurus	Alpha-1a adrenergic receptor	Ki	940.0	nM	10.1021/jm00366a007
Bos taurus	Alpha-1a adrenergic receptor	Ki	940.0	nM	10.1021/jm00375a017
Bos taurus	Alpha-2a adrenergic receptor	Ki	3.4	nM	10.1021/jm00018a001
Bos taurus	Alpha-2a adrenergic receptor	Ki	18.0	nM	10.1021/jm00366a007
Bos taurus	Cerebral cortex alpha adrenergic receptor	Selectivity ratio	52.0	None	10.1021/jm00366a007
Electrophorus electricus	Acetylcholinesterase	Inhibition	12.39	%	10.1016/j.bmc.2012.09.040
Equus caballus	Cholinesterase	Inhibition	59.11	%	10.1016/j.bmc.2012.09.040
Homo sapiens	Adrenergic receptor alpha-1	Kd	1288.25	nM	10.1021/jm00370a011
Homo sapiens	Adrenergic receptor alpha-2	Ki	0.1	nM	10.1021/jm00018a001
Homo sapiens	Adrenergic receptor alpha-2	Ki	0.3	nM	10.1021/jm00018a001
Homo sapiens	Adrenergic receptor alpha-2	Ki	0.4	nM	10.1021/jm00018a001
Homo sapiens	Adrenergic receptor alpha-2	Ki	0.8	nM	10.1021/jm00018a001
Homo sapiens	Adrenergic receptor alpha-2	Ki	1.2	nM	10.1021/jm00018a001
Homo sapiens	Adrenergic receptor alpha-2	Ki	1.3	nM	10.1021/jm00018a001
Homo sapiens	Adrenergic receptor alpha-2	Ki	3.9	nM	10.1021/jm00018a001
Homo sapiens	Adrenergic receptor alpha-2	Ki	4.0	nM	10.1021/jm00018a001
Homo sapiens	Adrenergic receptor alpha-2	Ki	4.7	nM	10.1021/jm00018a001
Homo sapiens	Adrenergic receptor alpha-2	pC30	8.3	None	10.1021/jm00370a011
Homo sapiens	Alpha-1a adrenergic receptor	Ki	4400.0	nM	10.1021/jm00019a001
Homo sapiens	Alpha-1a adrenergic receptor	Selectivity	6.9	None	10.1021/jm00360a008
Homo sapiens	Alpha-1b adrenergic receptor	Ki	0.6	nM	10.1021/jm00018a001
Homo sapiens	Alpha-1b adrenergic receptor	Ki	4.6	nM	10.1021/jm00018a001
Homo sapiens	Alpha-1b adrenergic receptor	Ki	2270.0	nM	10.1021/jm00019a001
Homo sapiens	Alpha-1d adrenergic receptor	Ki	3.5	nM	10.1021/jm00018a001
Homo sapiens	Alpha-1d adrenergic receptor	Ki	1320.0	nM	10.1021/jm00019a001
Homo sapiens	Alpha-2a adrenergic receptor	Activity	nan	None	10.1038/nchembio705
Homo sapiens	Alpha-2a adrenergic receptor	Ki	4.6	nM	10.1021/jm00019a001
Homo sapiens	Alpha-2b adrenergic receptor	Ki	4.7	nM	10.1021/jm00019a001
Homo sapiens	Alpha-2c adrenergic receptor	IC50	16.0	nM	10.1021/jm401895u
Homo sapiens	Alpha-2c adrenergic receptor	Kb	1.8	nM	10.1016/j.ejmech.2018.01.002
Homo sapiens	Alpha-2c adrenergic receptor	Ki	1.0	nM	10.1021/jm00019a001
Homo sapiens	Alpha-2c adrenergic receptor	pKb	8.62	None	10.1016/j.ejmech.2020.112149
Homo sapiens	Flap endonuclease 1	Potency	37685.8	nM	None
Homo sapiens	Regulator of G-protein signaling 4	Potency	37685.8	nM	None
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Kd	39.81	nM	10.1021/jm901096y
Homo sapiens	Sodium channel alpha subunits; brain (Types I, II, III)	Inhibition	13.1	%	10.1021/jm00381a019
Mus musculus	Alpha-2 adrenergic receptor	Ki	0.8	nM	10.1021/jm00018a001
Mus musculus	Alpha-2 adrenergic receptor	Ki	53.0	nM	10.1021/jm00018a001
Plasmodium falciparum	Plasmodium falciparum	Potency	1510.1	nM	None
Rattus norvegicus	Adenosine A2b receptor	Kd	13.8	nM	10.1021/jm00360a008
Rattus norvegicus	Adenosine A2b receptor	Kd	95.5	nM	10.1021/jm00360a008
Rattus norvegicus	Adrenergic receptor alpha	Selectivity index	-1.96	None	10.1021/jm00370a011
Rattus norvegicus	Adrenergic receptor alpha	Selectivity index	-1.59	None	10.1021/jm00370a011
Rattus norvegicus	Adrenergic receptor alpha	Selectivity ratio	45.0	None	10.1021/jm00106a036
Rattus norvegicus	Adrenergic receptor alpha	Selectivity ratio	79.0	None	10.1021/jm00366a007
Rattus norvegicus	Adrenergic receptor alpha-1	IC50	6300.0	nM	10.1021/jm00370a011
Rattus norvegicus	Adrenergic receptor alpha-1	Kd	537.03	nM	10.1021/jm00348a012
Rattus norvegicus	Adrenergic receptor alpha-1	Kd	1000.0	nM	10.1021/jm00366a007
Rattus norvegicus	Adrenergic receptor alpha-1	Kd	1000.0	nM	10.1021/jm00375a017
Rattus norvegicus	Adrenergic receptor alpha-1	Kd	7585.78	nM	10.1021/jm00370a011
Rattus norvegicus	Adrenergic receptor alpha-1	Ki	316.23	nM	10.1021/jm00106a036
Rattus norvegicus	Adrenergic receptor alpha-1	Ki	450.0	nM	10.1016/0960-894X(95)00398-D
Rattus norvegicus	Adrenergic receptor alpha-1	Ki	nan	None	10.1021/jm0307842
Rattus norvegicus	Adrenergic receptor alpha-2	AD50	1.1	mg kg-1	10.1021/jm00366a007
Rattus norvegicus	Adrenergic receptor alpha-2	IC50	165.0	nM	10.1021/jm00370a011
Rattus norvegicus	Adrenergic receptor alpha-2	Kd	12.02	nM	10.1021/jm00348a012
Rattus norvegicus	Adrenergic receptor alpha-2	Kd	12.59	nM	10.1021/jm00366a007
Rattus norvegicus	Adrenergic receptor alpha-2	Kd	12.59	nM	10.1021/jm00375a017
Rattus norvegicus	Adrenergic receptor alpha-2	Kd	87.1	nM	10.1021/jm00370a011
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	0.4	nM	10.1021/jm00018a001
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	0.9	nM	10.1021/jm00018a001
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	2.5	nM	10.1021/jm00018a001
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	2.89	nM	10.1016/0960-894X(95)00398-D
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	2.89	nM	10.1021/jm960723m
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	4.0	nM	10.1016/s0960-894x(01)00772-7
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	4.0	nM	10.1016/s0960-894x(02)00932-0
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	4.0	nM	10.1021/jm010821u
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	4.0	nM	10.1021/jm011077g
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	4.0	nM	10.1021/jm0307842
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	7.079	nM	10.1021/jm00106a036
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	7.079	nM	10.1021/jm00164a021
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	9.6	nM	10.1021/jm00018a001
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	18.0	nM	10.1021/jm00018a001
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	45.0	nM	10.1021/jm00018a001
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	51.0	nM	10.1021/jm00018a001
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	81.28	nM	10.1021/jm00164a021
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	83.0	nM	10.1021/jm00018a001
Rattus norvegicus	Adrenergic receptor alpha-2	Ki	149.0	nM	10.1021/jm00354a001
Rattus norvegicus	Adrenergic receptor alpha-2	Ratio	0.1	None	10.1021/jm00164a021
Rattus norvegicus	Alpha-1d adrenergic receptor	Ki	35.0	nM	10.1021/jm00018a001
Rattus norvegicus	Rattus norvegicus	IC50	10000.0	nM	10.1016/0960-894X(95)00398-D
Rattus norvegicus	Serotonin 1a (5-HT1a) receptor	Ki	nan	None	10.1021/jm0307842
Rattus norvegicus	Serotonin transporter	IC50	10000.0	nM	10.1021/jm960723m
Rattus norvegicus	Voltage-gated L-type calcium channel alpha-1C subunit	Ki	40.0	nM	10.1021/jm00019a001
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	10.85	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	0.0	%	10.6019/CHEMBL4495565
None	NON-PROTEIN TARGET	EC50	66370.0	nM	10.1038/nchembio873
None	NON-PROTEIN TARGET	EC50	nan	None	10.1038/nchembio873
None	Unchecked	Ki	4.0	nM	10.1016/j.bmcl.2008.07.084
None	Unchecked	Ki	18.0	nM	10.1021/jm00375a017
None	Unchecked	Selectivity index	-2.41	None	10.1021/jm00370a011
None	Unchecked	Selectivity ratio	44.7	None	10.1021/jm00348a012
None	Unchecked	Selectivity ratio	52.0	None	10.1021/jm00375a017
None	Unchecked	Selectivity ratio	79.0	None	10.1021/jm00375a017