Mycothiol

Details

• Internal ID: 16d98d29-13ad-4e3c-b159-25ba8593ca27
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > N-acyl-alpha-hexosamines
• IUPAC Name: (2R)-2-acetamido-N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R,3R,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]-3-sulfanylpropanamide
• SMILES (Canonical): CC(=O)NC(CS)C(=O)NC1C(C(C(OC1OC2C(C(C(C(C2O)O)O)O)O)CO)O)O
• SMILES (Isomeric): CC(=O)N[C@@H](CS)C(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1OC2[C@@H]([C@H](C([C@H]([C@H]2O)O)O)O)O)CO)O)O
• InChI: InChI=1S/C17H30N2O12S/c1-4(21)18-5(3-32)16(29)19-7-9(23)8(22)6(2-20)30-17(7)31-15-13(27)11(25)10(24)12(26)14(15)28/h5-15,17,20,22-28,32H,2-3H2,1H3,(H,18,21)(H,19,29)/t5-,6+,7+,8+,9+,10?,11-,12+,13+,14+,15?,17+/m0/s1
• InChI Key: MQBCDKMPXVYCGO-MGQAWMCHSA-N
• Popularity: 215 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₃₀N₂O₁₂S
• Molecular Weight: 486.50 g/mol
• Exact Mass: 486.15194557 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: -5.60

Synonyms

• AcCys-GlcN-Ins
• 192126-76-4
• RTA4HG7FQ7
• (R)-2-acetamido-N-((2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl)oxy)tetrahydro-2H-pyran-3-yl)-3-mercaptopropanamide
• (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-[(N-acetyl-L-cysteinyl)amino]-2-deoxy-alpha-D-glucopyranoside
• 1-O-[2-[[(2R)-2-(acetylamino)-3-mercapto-1-oxopropyl]amino]-2-deoxy-alpha-D-glucopyranosyl]-D-myo-inositol
• MSH
• 1-O-(2'-[N-acetyl-L-cysteinyl]amido-2'-deoxy-alpha-D-glucopyranosyl)-D-myo-inositol
• 1-O-(2-[N-acetyl-L-cysteinyl]amido-2-deoxy-alpha-D-glucopyranosyl)-D-myo-inositol
• 1-O-[2-(N-acetyl-L-cysteinamido)-2-deoxy-alpha-D-glucopyranosyl]-D-myo-inositol
• 1-O-{2-[(N-acetyl-L-cysteinyl)amino]-2-deoxy-alpha-D-glucopyranosyl}-1D-myo-inositol
• 1D-1-O-[2-(N-acetyl-L-cysteinamido)-2-deoxy-alpha-D-glucopyranosyl]-myo-inositol
• U17 cysteine
• mycothiol S-conjugate
• U 17
• UNII-RTA4HG7FQ7
• SCHEMBL524869
• CHEBI:16768
• MQBCDKMPXVYCGO-MGQAWMCHSA-N
• DTXSID901027171
• AKOS040746140
• U-17
• C06717
• Q4382082
• 1-D-myo-inosityl-2-(N-acetylcysteinyl)amido-2-deoxy-alpha-D-glucopyranoside
• 1-D-myo-inositol-2-(N-acetyl-L-cysteinyl)amino-2-deoxy-alpha-D-glucopyranoside
• 1-O-[2-(N(2)-acetyl-L-cysteinamido)-2-deoxy-alpha-D-glucopyranosyl]-1D-myo-inositol
• 1-O-[2-(N2-acetyl-L-cysteinamido)-2-deoxy-alpha-D-glucopyranosyl]-1D-myo-inositol
• (2R)-2-acetamido-N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R,3S,5R,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]-3-sulfanylpropanamide
• D-myo-Inositol, 1-O-[2-[[(2R)-2-(acetylamino)-3-mercapto-1-oxopropyl]amino]-2-deoxy-alpha-D-glucopyranosyl]-
• XGZ

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.66%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.11%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.18%	99.17%
CHEMBL259	P32245	Melanocortin receptor 4	89.18%	95.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.84%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.73%	91.19%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.52%	98.05%
CHEMBL5255	O00206	Toll-like receptor 4	85.07%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.79%	96.95%
CHEMBL3784	Q09472	Histone acetyltransferase p300	84.32%	93.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.08%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.09%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.81%	93.56%
CHEMBL226	P30542	Adenosine A1 receptor	81.89%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	80.93%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.51%	96.00%

Plants that contains it

• Pycnandra acuminata
• Quercus salicina
• Tara spinosa

Cross-Links

• PubChem: 441148
• LOTUS: LTS0036854
• wikiData: Q4382082