(2RS)-Lotaustralin

Details

• Internal ID: afa2a332-b0b3-49c8-a445-3a8bed7e9e81
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: 2-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
• SMILES (Canonical): CCC(C)(C#N)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): CCC(C)(C#N)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C11H19NO6/c1-3-11(2,5-12)18-10-9(16)8(15)7(14)6(4-13)17-10/h6-10,13-16H,3-4H2,1-2H3/t6-,7-,8+,9-,10+,11?/m1/s1
• InChI Key: WEWBWVMTOYUPHH-GXUZYPEDSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₉NO₆
• Molecular Weight: 261.27 g/mol
• Exact Mass: 261.12123733 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -1.10

Synonyms

• 1973415-50-7
• 2-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
• (R)-Lotaustralin
• 2-Methyl-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)butanenitrile
• HY-N5079
• YDD41550
• AKOS040760209
• FS-7183
• Lotaustralin, >=95% (LC/MS-ELSD)
• NCGC00384570-01
• CS-0032311
• E88676
• 2(beta-d-glucopyranosyloxy) 2-methylbutyronitrile
• 2-(beta-D-Glucopyranosyloxy)-2-methylbutyronitrile
• W-203015
• 2-methyl-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)butanenitrile

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.86%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.35%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	89.98%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.28%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.51%	86.92%
CHEMBL1977	P11473	Vitamin D receptor	86.29%	99.43%
CHEMBL2996	Q05655	Protein kinase C delta	85.45%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	84.07%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.83%	99.17%
CHEMBL1871	P10275	Androgen Receptor	82.27%	96.43%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.05%	100.00%

Plants that contains it

• Berberidopsis beckleri
• Euphorbia hirta
• Euphorbia maculata
• Hevea benthamiana
• Hevea brasiliensis
• Hevea spruceana
• Linum perenne
• Linum usitatissimum
• Lotus creticus
• Manihot esculenta
• Passiflora lutea
• Passiflora pendens
• Rhodiola chrysanthemifolia subsp. sacra
• Rhodiola kirilowii
• Rhodiola rosea
• Trifolium repens

Cross-Links

• PubChem: 23638286
• LOTUS: LTS0184222
• wikiData: Q100146262