Compound: Decarbamoylsaxitoxin
SMILES: OC1(O)[C@@]23N(C(=N[C@H]([C@@H]2N=C(N3)N)CO)N)CC1
InChIKey: VRRIYZJUSNMZMP-PJPYAQQDSA-N
Synonyms: Decarbamoylsaxitoxin, Decarbamylsaxitoxin, Dcstx-saxitoxin, 58911-04-9, DECARBAMOYLSTX, EC89AU638S, CHEBI:133919, DTXSID70207660, (3aS,4R,10aS)-2,6-diamino-4-(hydroxymethyl)-3a,4,8,9-tetrahydro-1H-pyrrolo[1,2-c]purine-10,10-diol, 1H,10H-Pyrrolo(1,2-c)purine-10,10-diol, 2,6-diamino-3a,4,8,9-tetrahydro-4-(hydroxymethyl)-, (3aS,4R,10aS)-, 1H,10H-Pyrrolo(1,2-c)purine-10,10-diol, 2,6-diamino-3a,4,8,9-tetrahydro-4-(hydroxymethyl)-, (3aS-(3aalpha,4alpha,10aR*))-, (3aS,4R,10aS)-2,6-diamino-4-(hydroxymethyl)-3a,4,8,9-tetrahydro-1H-pyrrolo(1,2-c)purine-10,10-diol, RefChem:131238, DTXCID20130151, CHEMBL5205795, (3aS,4R,10aS)-2,6-Diamino-4-(hydroxymethyl)-3a,4,8,9-tetrahydro-3H,10H-pyrrolo[1,2-c]purine-10,10-diol, UNII-EC89AU638S, orb1697507, (+)-DECARBAMYLSAXITOXIN, SCHEMBL30109446, BDBM50595856, AKOS040751507, HY-135000, C20021, Decarbamoylsaxitoxin (Dcstx) Calibration Solution, Q27277104, 4-(hydroxymethyl)-2,6-diimino-decahydropyrrolo[1,2-c]purine-10,10-diol, (3AS,4R,10AS)-2,6-DIAMINO-3A,4,8,9-TETRAHYDRO-4-(HYDROXYMETHYL)-1H,10H-PYRROLO(1,2-C)PURINE-10,10-DIOL, (3aS,4R,10aS)-2,6-diamino-4-(hydroxymethyl)-3a,4,8,9-tetrahydro-1H,8H-pyrrolo[1,2-c]purine-10,10-diol, 1H,10H-PYRROLO(1,2-C)PURINE-10,10-DIOL, 2,6-DIAMINO-3A,4,8,9-TETRAHYDRO-4-(HYDROXYMETHYL)-, (3AS-(3A.ALPHA.,4.ALPHA.,10AR*))-
Theoretical properties:
molecular_formula: C9H16N6O3
molecular_weight: 256.26 g/mol
exact_mass: 256.12838839 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 1
heavy_atom_count: 18
topological_polar_surface_area: 153 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": "Decarbamoylsaxitoxin is a pyrrolopurine that is 2,6-diiminodecahydropyrrolo[1,2-c]purine carrying an additional hydroxymethyl substituent at position 4 as well as two hydroxy substituents at position 10. A toxin that is isolated from marine dinoflagellates and cyanobacteria and is known to cause paralytic shellfish poisoning. It has a role as a toxin, a xenobiotic, a neurotoxin, a marine metabolite and a bacterial metabolite. It is a pyrrolopurine, a primary alcohol, a paralytic shellfish toxin, an alkaloid, a member of guanidines and a ketone hydrate.", "chebi": "A pyrrolopurine that is 2,6-diiminodecahydropyrrolo[1,2-<em>c</em>]purine carrying an additional hydroxymethyl substituent at position 4 as well as two hydroxy substituents at position 10. A toxin that is isolated from marine dinoflagellates and cyanobacteria and is known to cause paralytic shellfish poisoning.", "chembl": "Unnamed Compound is a unknown type listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "Decarbamoylsaxitoxin, abbreviated as dcSTX, is a neurotoxin which is naturally produced in dinoflagellate. DcSTX is one of the many analogues of saxitoxin (STX).\n\nSaxitoxin is a tricyclic alkaloid compound, which has multiple structural related neurotoxins. One of those related neurotoxins is neosaxitoxin (NSTX) in which the nitrogen at position 2 is not bound to a hydrogen, but to a hydroxyl group. Another toxic analogue of saxitoxin is gonyautoxin (GTX). The difference between GTX and STX is that on the carbon at position 11, a hydrogensulfate is bound.\nBetween dcSTX, NSTX and GTX, dcSTX is the one which varies most from saxitoxin. In dcSTX there is a double bond between carbons 2 and 3, while there is a single bond in STX. This also results in that the double-bonded N to carbon number 3 in STX, is a single bound NH2 in dcSTX. Another difference between decarbamoylsaxitoxin and saxitoxin is that the amino-carbonyl-oxy-methyl group at position 1 in STX, is only a CH2OH group in dcSTX.\nEven though there are slight differences between all saxitoxin-related compounds, all those saxitoxins are neurotoxins which affect the sodium channels. When in contact with one of the saxitoxins it can cause a severe illness, which is known as paralytic shellfish poisoning (PSP)."}