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Mycothiol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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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

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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
Atomic LogP (AlogP) -6.45
H-Bond Acceptor 13
H-Bond Donor 11
Rotatable Bonds 7

Synonyms

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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
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Mycothiol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9759 97.59%
Caco-2 - 0.9140 91.40%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.4359 43.59%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.8494 84.94%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9389 93.89%
P-glycoprotein inhibitior - 0.7706 77.06%
P-glycoprotein substrate - 0.7369 73.69%
CYP3A4 substrate + 0.5933 59.33%
CYP2C9 substrate - 0.8133 81.33%
CYP2D6 substrate - 0.8751 87.51%
CYP3A4 inhibition - 0.9190 91.90%
CYP2C9 inhibition - 0.8712 87.12%
CYP2C19 inhibition - 0.9047 90.47%
CYP2D6 inhibition - 0.9293 92.93%
CYP1A2 inhibition - 0.9368 93.68%
CYP2C8 inhibition - 0.9108 91.08%
CYP inhibitory promiscuity - 0.7975 79.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6670 66.70%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9842 98.42%
Skin irritation - 0.8087 80.87%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5116 51.16%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.6895 68.95%
skin sensitisation - 0.9000 90.00%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.6842 68.42%
Acute Oral Toxicity (c) III 0.5400 54.00%
Estrogen receptor binding + 0.6247 62.47%
Androgen receptor binding - 0.6817 68.17%
Thyroid receptor binding + 0.5206 52.06%
Glucocorticoid receptor binding - 0.5492 54.92%
Aromatase binding + 0.5971 59.71%
PPAR gamma + 0.5898 58.98%
Honey bee toxicity - 0.7064 70.64%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity - 0.8729 87.29%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Pycnandra acuminata
Quercus salicina
Tara spinosa

Cross-Links

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PubChem 441148
LOTUS LTS0036854
wikiData Q4382082