Alexine

Details

• Internal ID: fec27ab9-c4ef-4f3f-97a1-8d0f8f7f495f
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: (1R,2R,3R,7S,8S)-3-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,7-triol
• SMILES (Canonical): C1CN2C(C(C(C2C1O)O)O)CO
• SMILES (Isomeric): C1CN2[C@@H]([C@H]([C@@H]([C@@H]2[C@H]1O)O)O)CO
• InChI: InChI=1S/C8H15NO4/c10-3-4-7(12)8(13)6-5(11)1-2-9(4)6/h4-8,10-13H,1-3H2/t4-,5+,6+,7-,8-/m1/s1
• InChI Key: AIQMLBKBQCVDEY-DWOUCZDBSA-N
• Popularity: 28 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₅NO₄
• Molecular Weight: 189.21 g/mol
• Exact Mass: 189.10010796 g/mol
• Topological Polar Surface Area (TPSA): 84.20 Ų
• XlogP: -1.70

Synonyms

• 116174-63-1
• (+)-Alexine
• (1R,2R,3R,7S,8S)-3-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2,7-triol
• 1H-Pyrrolizine-1,2,7-triol, hexahydro-3-(hydroxymethyl)-, (1R,2R,3R,7S,7aS)-
• AC1L4OL3
• AC1Q59JL
• SureCN2436222
• CHEBI:2568
• SCHEMBL2436222
• DTXSID20151306
• AKOS040736250
• XA175850
• Q27105723
• (1R,2R,3R,7S,7aS)-3-Hydroxymethyl-1,2,7-trihydroxypyrrolizidine
• (2r,3r,4r,5s,6s)-2-hydroxymethyl-1-azabicyclo[3.3.0]octan-3,4,6-triol
• (1R,2R,3R,7S,7aS)-3-(hydroxymethyl)-hexahydro-1H-pyrrolizine-1,2,7-triol
• 1H-Pyrrolizine-1,2,7-triol, hexahydro-3-(hydroxymethyl)-, (1R-(1alpha,2beta,3alpha,7beta,7abeta))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1947	P10828	Thyroid hormone receptor beta-1	35.5 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.11%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.92%	95.89%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	85.81%	98.46%
CHEMBL3023	Q9NRA0	Sphingosine kinase 2	85.70%	95.61%
CHEMBL226	P30542	Adenosine A1 receptor	85.02%	95.93%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	84.93%	96.03%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.51%	97.47%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.49%	86.92%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.90%	92.38%
CHEMBL237	P41145	Kappa opioid receptor	81.54%	98.10%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.30%	95.83%
CHEMBL2581	P07339	Cathepsin D	80.13%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.01%	95.89%

Plants that contains it

• Alexa leiopetala

Cross-Links

• PubChem: 189377
• LOTUS: LTS0130658
• wikiData: Q27105723