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5-[(3R,4S,5R,6R)-6-(acetyloxymethyl)-3-hydroxy-4-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5-[(Z)-2-isothiocyanatobut-2-enoyl]oxyoxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohexene-1-carboxylic acid

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 200c9885-dbb9-4ec0-9159-35d90e4e5a2c
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name 5-[(3R,4S,5R,6R)-6-(acetyloxymethyl)-3-hydroxy-4-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5-[(Z)-2-isothiocyanatobut-2-enoyl]oxyoxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohexene-1-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H34N2O15S/c1-5-12(29-9-45)26(37)44-21-15(8-40-11(3)30)42-24(27(38)7-13(31)18(28)17(23(27)34)25(35)36)20(33)22(21)43-16-6-14(39-4)19(32)10(2)41-16/h5,10,14-16,19-22,24,32-33,38H,6-8,28H2,1-4H3,(H,35,36)/b12-5-/t10-,14-,15-,16-,19+,20-,21-,22+,24?,27?/m1/s1
InChI Key HYYDZRXDSYTIEH-MQTRCCAJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34N2O15S
Molecular Weight 658.60 g/mol
Exact Mass 658.16798956 g/mol
Topological Polar Surface Area (TPSA) 292.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -1.94
H-Bond Acceptor 17
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(3R,4S,5R,6R)-6-(acetyloxymethyl)-3-hydroxy-4-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5-[(Z)-2-isothiocyanatobut-2-enoyl]oxyoxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohexene-1-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7720 77.20%
Caco-2 - 0.8718 87.18%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.3929 39.29%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.8458 84.58%
OATP1B3 inhibitior + 0.9386 93.86%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8583 85.83%
P-glycoprotein inhibitior + 0.6819 68.19%
P-glycoprotein substrate + 0.8070 80.70%
CYP3A4 substrate + 0.6995 69.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8750 87.50%
CYP3A4 inhibition - 0.8973 89.73%
CYP2C9 inhibition - 0.7573 75.73%
CYP2C19 inhibition - 0.7285 72.85%
CYP2D6 inhibition - 0.8807 88.07%
CYP1A2 inhibition - 0.7744 77.44%
CYP2C8 inhibition + 0.5771 57.71%
CYP inhibitory promiscuity - 0.6864 68.64%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5477 54.77%
Eye corrosion - 0.9823 98.23%
Eye irritation - 0.9234 92.34%
Skin irritation - 0.7620 76.20%
Skin corrosion - 0.9184 91.84%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4851 48.51%
Micronuclear + 0.8000 80.00%
Hepatotoxicity - 0.5842 58.42%
skin sensitisation - 0.7915 79.15%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.5999 59.99%
Acute Oral Toxicity (c) III 0.5939 59.39%
Estrogen receptor binding + 0.8195 81.95%
Androgen receptor binding + 0.5681 56.81%
Thyroid receptor binding + 0.5481 54.81%
Glucocorticoid receptor binding + 0.7176 71.76%
Aromatase binding + 0.6756 67.56%
PPAR gamma + 0.6859 68.59%
Honey bee toxicity - 0.6395 63.95%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.6466 64.66%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.87% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.72% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.73% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 92.55% 89.34%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.26% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.20% 94.45%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 90.15% 94.42%
CHEMBL2581 P07339 Cathepsin D 89.87% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.70% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.05% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 89.04% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.96% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.78% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.06% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.30% 95.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.79% 83.00%
CHEMBL5028 O14672 ADAM10 83.77% 97.50%
CHEMBL4040 P28482 MAP kinase ERK2 82.80% 83.82%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.55% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.51% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 82.02% 91.19%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.53% 94.08%
CHEMBL221 P23219 Cyclooxygenase-1 81.12% 90.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.85% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.39% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 6450320
LOTUS LTS0266935
wikiData Q105035538