PlantaeDB Logo
Login Sign-up

5-[4-(5-acetyl-5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-6-(acetyloxymethyl)-3-hydroxy-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

Top
Internal ID 94793a07-8abc-4f19-a67f-736514810e62
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name 5-[4-(5-acetyl-5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-6-(acetyloxymethyl)-3-hydroxy-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/C29H36N2O16S/c1-6-14(31-10-48)27(39)47-22-16(9-43-13(4)33)45-25(28(40)8-15(34)20(30)19(24(28)36)26(37)38)21(35)23(22)46-18-7-17(42-5)29(41,11(2)32)12(3)44-18/h6,12,16-18,21-23,25,35,40-41H,7-9,30H2,1-5H3,(H,37,38)/b14-6-
InChI Key ZIOGVGDMWOZVBR-NSIKDUERSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H36N2O16S
Molecular Weight 700.70 g/mol
Exact Mass 700.17855424 g/mol
Topological Polar Surface Area (TPSA) 309.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -1.98
H-Bond Acceptor 18
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7720 77.20%
Caco-2 - 0.8677 86.77%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.3929 39.29%
OATP2B1 inhibitior - 0.5771 57.71%
OATP1B1 inhibitior + 0.8380 83.80%
OATP1B3 inhibitior + 0.9386 93.86%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9284 92.84%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate + 0.8313 83.13%
CYP3A4 substrate + 0.7126 71.26%
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 + 0.6481 64.81%
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 - 0.9171 91.71%
Skin irritation - 0.7620 76.20%
Skin corrosion - 0.9184 91.84%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3712 37.12%
Micronuclear + 0.8000 80.00%
Hepatotoxicity - 0.6040 60.40%
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 + 0.7222 72.22%
Acute Oral Toxicity (c) III 0.5939 59.39%
Estrogen receptor binding + 0.8215 82.15%
Androgen receptor binding + 0.6347 63.47%
Thyroid receptor binding + 0.5655 56.55%
Glucocorticoid receptor binding + 0.7801 78.01%
Aromatase binding + 0.7087 70.87%
PPAR gamma + 0.7100 71.00%
Honey bee toxicity - 0.6419 64.19%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.6466 64.66%

Targets

Top

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
CHEMBL4040 P28482 MAP kinase ERK2 99.47% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.88% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.12% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 95.18% 89.34%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.98% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.09% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.93% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.86% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.45% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 89.15% 89.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.79% 99.23%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.06% 96.95%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 87.89% 94.42%
CHEMBL5028 O14672 ADAM10 86.55% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.35% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.12% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 85.47% 91.19%
CHEMBL2581 P07339 Cathepsin D 85.42% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.35% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.52% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.34% 97.21%
CHEMBL221 P23219 Cyclooxygenase-1 81.86% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.21% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 80.46% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.04% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.00% 94.80%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 6438905
LOTUS LTS0246521
wikiData Q105377380