Molecule

17)16-6/h4-5

AlkaPlorer ID: AK009458

Synonym: 'Saxitoxin', 'STX', '35523-89-8', 'saxitoxin', '35554-08-6'

IUPAC Name: [(3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-1H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate

Structure

SMILES: N=C1N[C@@H](COC(N)=O)[C@@H]2NC(N)=N[C@]23N1CCC3(O)O

InChI: InChI=1S/C10H17N7O4/c11-6-15-5-4(3-21-8(13)18)14-7(12)17-2-1-9(19,20)10(5,17)16-6/h4-5,19-20H,1-3H2,(H2,12,14)(H2,13,18)(H3,11,15,16)/t4-,5-,10-/m0/s1

InChIKey: RPQXVSUAYFXFJA-HGRQIUPRSA-N

Reference

Distribution of paralytic toxins in California shellfish

PubChem CID: 56947150

CAS: 11017-04-2

LOTUS: LTS0102126

SuperNatural Ⅲ: SN0331849-01

NPASS: NPC305648

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Emerita analoga	Emerita	Hippidae	Decapoda	Malacostraca	Arthropoda	Metazoa	Eukaryota
Ruta graveolens	Ruta	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Saussurea costus	Saussurea	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Eleutherococcus sessiliflorus	Eleutherococcus	Araliaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Gentiana verna	Gentiana	Gentianaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dianthus chinensis	Dianthus	Caryophyllaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Alexandrium tamarense	Alexandrium	Pyrocystaceae	Gonyaulacales	Dinophyceae	None	None	Eukaryota
Juniperus sabina	Juniperus	Cupressaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Taiwania cryptomerioides	Taiwania	Cupressaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Ruta microcarpa	Ruta	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 299.29100000000005

TPSA？: 182.31

MolLogP？: -3.6423299999999976

Number of H-Donors: 7

Number of H-Acceptors: 8

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Sodium channel protein type I alpha subunit	IC50	2.3	nM	10.1021/acs.jmedchem.8b01906
Homo sapiens	Sodium channel protein type II alpha subunit	IC50	1.0	nM	10.1021/acs.jmedchem.8b01906
Homo sapiens	Sodium channel protein type III alpha subunit	IC50	13.0	nM	10.1021/acs.jmedchem.8b01906
Homo sapiens	Sodium channel protein type IV alpha subunit	IC50	1.9	nM	10.1021/acsmedchemlett.2c00378
Homo sapiens	Sodium channel protein type IV alpha subunit	IC50	19.0	nM	10.1021/acs.jmedchem.8b01906
Homo sapiens	Sodium channel protein type IV alpha subunit	IC50	30.0	nM	None
Homo sapiens	Sodium channel protein type IV alpha subunit	IC50	90.0	nM	None
Homo sapiens	Sodium channel protein type IX alpha subunit	IC50	702.0	nM	10.1016/j.bmcl.2018.08.007
Homo sapiens	Sodium channel protein type IX alpha subunit	IC50	702.0	nM	10.1021/acsmedchemlett.2c00378
Homo sapiens	Sodium channel protein type V alpha subunit	IC50	210.0	nM	10.1021/acs.jmedchem.8b01906
Homo sapiens	Sodium channel protein type VII alpha subunit	IC50	410.0	nM	10.1021/acs.jmedchem.8b01906
Homo sapiens	Sodium channel protein type VIII alpha subunit	IC50	1.1	nM	10.1021/acs.jmedchem.8b01906
Homo sapiens	Sodium channel protein type X alpha subunit	IC50	10000.0	nM	10.1021/acs.jmedchem.8b01906
Homo sapiens	Sodium channel protein type XI alpha subunit	IC50	10000.0	nM	10.1021/acs.jmedchem.8b01906
Mus musculus	Mus musculus	Activity	nan	None	10.1021/np800066r
Rattus norvegicus	Sodium channel protein type IV alpha subunit	IC50	2.4	nM	None
None	Unchecked	IC50	2.3	nM	10.1021/acsmedchemlett.2c00378
None	Unchecked	Ratio IC50	1.0	None	10.1021/acs.jmedchem.8b01906
None	Unchecked	Ratio IC50	20.0	None	10.1021/acs.jmedchem.8b01906