Molecule

Rescinnamine

AlkaPlorer ID: AK022058

Synonym: None

IUPAC Name: methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy-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]2C[C@@H](OC(=O)/C=C/C2=CC(OC)=C(OC)C(OC)=C2)[C@@H]1OC)C1=CC=C(OC)C=C1N4

InChI: InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/b10-7+/t20-,24+,26-,29-,31+,34+/m1/s1

InChIKey: SZLZWPPUNLXJEA-QEGASFHISA-N

Reference

Determination of Reserpine and Rescinnamine in Rauwolfia serpentina Preparations by Liquid Chromatography with Fluorescence Detection

PubChem CID: 5280954

CAS: 24815-24-5

LOTUS: LTS0122419

NPASS: NPC284685

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Rauvolfia vomitoria	Rauvolfia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rauvolfia nitida	Rauvolfia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rauvolfia serpentina	Rauvolfia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 634.7260000000001

TPSA？: 117.78

MolLogP？: 4.570700000000004

Number of H-Donors: 1

Number of H-Acceptors: 10

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Adenosine A1 receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Adenosine A2a receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Adenosine A3 receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Alpha-1a adrenergic receptor	AC50	3500.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Alpha-2a adrenergic receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Alpha-2b adrenergic receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Alpha-2c adrenergic receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Beta-1 adrenergic receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Beta-2 adrenergic receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Bradykinin B2 receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Bromodomain adjacent to zinc finger domain protein 2B	Potency	70794.6	nM	None
Homo sapiens	Cannabinoid CB1 receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Cholecystokinin A receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Cyclooxygenase-2	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Cystic fibrosis transmembrane conductance regulator/Golgi-associated PDZ and coiled-coil motif-containing protein	AC50	142487.0	nM	None
Homo sapiens	Delta opioid receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	DNA dC->dU-editing enzyme APOBEC-3F	Potency	3162.3	nM	None
Homo sapiens	DNA topoisomerase I	Activity	nan	None	10.1021/np058007n
Homo sapiens	Dopamine D1 receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Dopamine D2 receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Dopamine D3 receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Dopamine transporter	AC50	18899.9	nM	10.1038/s41467-023-40064-9
Homo sapiens	Equilibrative nucleoside transporter 1	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Estrogen receptor alpha	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Geminin	Potency	5804.8	nM	None
Homo sapiens	Geminin	Potency	18356.4	nM	None
Homo sapiens	Ghrelin receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Glucocorticoid receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1	Potency	5804.8	nM	None
Homo sapiens	HERG	AC50	988.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Histamine H1 receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Histamine H2 receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	8912.5	nM	None
Homo sapiens	HL-60	Activity	nan	None	10.1021/np058007n
Homo sapiens	Importin subunit beta-1/Snurportin-1	Potency	100000.0	nM	None
Homo sapiens	Isocitrate dehydrogenase [NADP] cytoplasmic	Potency	1835.6	nM	None
Homo sapiens	Kappa opioid receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Lethal(3)malignant brain tumor-like protein 1	Potency	35481.3	nM	None
Homo sapiens	Lysine-specific demethylase 4A	Potency	28183.8	nM	None
Homo sapiens	Melanocortin receptor 3	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Melanocortin receptor 4	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Monoamine oxidase A	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Mothers against decapentaplegic homolog 3	Potency	281.8	nM	None
Homo sapiens	Motilin receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Mu opioid receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Mu opioid receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Muscarinic acetylcholine receptor M1	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Muscarinic acetylcholine receptor M2	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Muscarinic acetylcholine receptor M3	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Neuronal acetylcholine receptor protein alpha-4 subunit	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Neuropeptide Y receptor type 1	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Norepinephrine transporter	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Parathyroid hormone receptor	Potency	125892.5	nM	None
Homo sapiens	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Potency	44668.4	nM	None
Homo sapiens	Phosphodiesterase 3A	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Phosphodiesterase 4D	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Pregnane X receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Progesterone receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Serotonin 1a (5-HT1a) receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Serotonin 2a (5-HT2a) receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Serotonin 2b (5-HT2b) receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Serotonin 2c (5-HT2c) receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Serotonin 3a (5-HT3a) receptor	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Serotonin transporter	AC50	30000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	TAR DNA-binding protein 43	Potency	3162.3	nM	None
Homo sapiens	Thromboxane A2 receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Type-1 angiotensin II receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	12995.3	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	18356.4	nM	None
Homo sapiens	Vasopressin V1a receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Vasopressin V2 receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Homo sapiens	Vitamin D receptor	Potency	70794.6	nM	None
Plasmodium falciparum	Plasmodium falciparum	Potency	737.5	nM	None
Plasmodium falciparum	Plasmodium falciparum	Potency	928.5	nM	None
Rattus norvegicus	Androgen Receptor	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Rattus norvegicus	Cyclooxygenase-1	AC50	11600.1	nM	10.1038/s41467-023-40064-9
Rattus norvegicus	GABA receptor alpha-1 subunit	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Rattus norvegicus	Glutamate (NMDA) receptor subunit zeta 1	AC50	10000.0	nM	10.1038/s41467-023-40064-9
Rattus norvegicus	Voltage-gated L-type calcium channel alpha-1C subunit	AC50	5159.4	nM	10.1038/s41467-023-40064-9
None	Unchecked	Activity	nan	None	10.1021/np058007n
None	Unchecked	Potency	3264.3	nM	None
None	Unchecked	Potency	5804.8	nM	None
None	Unchecked	Potency	8912.5	nM	None
None	Unchecked	Potency	14125.4	nM	None