Molecule

Retrorsine

AlkaPlorer ID: AK001432

Synonym: '', 'trans-Retrorsine', 'usaramine', 'Mucronatine', '?-Longilobine', 'Retrorsine', 'Usaramine'

IUPAC Name: (1R,4Z,6R,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

Structure

SMILES: C/C=C1/C[C@@H](C)[C@](O)(CO)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23

InChI: InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-/m1/s1

InChIKey: BCJMNZRQJAVDLD-CQRYIUNCSA-N

Reference

Application of 2H n.m.r. spectroscopy to study the incorporation of enantiomeric [2-2H]-labelled putrescines into the pyrrolizidine alkaloid retrorsine

PubChem CID: 5281743

CAS: 1416-49-5

LOTUS: LTS0226203

NPASS: NPC106791

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Acinetobacter genospecies	Acinetobacter	Moraxellaceae	Moraxellales	Gammaproteobacteria	Pseudomonadota	None	Bacteria
Schizogyne glaberrima	Schizogyne	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dysphania ambrosioides	Dysphania	Chenopodiaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ficus erecta	Ficus	Moraceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Senecio scandens	Senecio	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Micromonospora chersina	Micromonospora	Micromonosporaceae	Micromonosporales	Actinomycetes	Actinomycetota	None	Bacteria
Rodgersia sambucifolia	Rodgersia	Saxifragaceae	Saxifragales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pteraster tesselatus	Pteraster	Pterasteridae	Velatida	Asteroidea	Echinodermata	Metazoa	Eukaryota
Anticarsia gemmatalis	Anticarsia	Erebidae	Lepidoptera	Insecta	Arthropoda	Metazoa	Eukaryota

Properties Information

Molecule Weight: 351.3990000000001

TPSA？: 96.3

MolLogP？: 0.1652

Number of H-Donors: 2

Number of H-Acceptors: 7

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	ATPase family AAA domain-containing protein 5	Potency	4466.8	nM	None
Homo sapiens	ATP-dependent DNA helicase Q1	Potency	22387.2	nM	None
Homo sapiens	ATP-dependent DNA helicase Q1	Potency	39810.7	nM	None
Homo sapiens	Chromobox protein homolog 1	Potency	100000.0	nM	None
Homo sapiens	DNA-(apurinic or apyrimidinic site) lyase	Potency	25118.9	nM	None
Homo sapiens	DNA-(apurinic or apyrimidinic site) lyase	Potency	39810.7	nM	None
Homo sapiens	DNA polymerase kappa	Potency	29934.9	nM	None
Homo sapiens	Runt-related transcription factor 1/Core-binding factor subunit beta	Potency	35481.3	nM	None
Homo sapiens	Transcriptional regulator ERG	Potency	11220.2	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	7307.8	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	8199.5	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	11885.6	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	13335.9	nM	None
Plasmodium falciparum	Plasmodium falciparum	Potency	10417.9	nM	None
Schistosoma mansoni	Thioredoxin glutathione reductase	Potency	50118.7	nM	None
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	19952.62	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	20000.0	nM	10.6019/CHEMBL4651402
None	Unchecked	Potency	35481.3	nM	None