PlantaeDB Logo
Login Sign-up

3-[6-(Acetyloxymethyl)-3,5-dihydroxy-4-[5-hydroxy-4-methoxy-6-methyl-5-[1-(2-methylpropanoyloxy)ethyl]oxan-2-yl]oxyoxan-2-yl]-2,3-dihydroxy-6-imino-5-oxocyclohexene-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 95bf035a-a10e-4f93-b2eb-15416a0db7b5
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name 3-[6-(acetyloxymethyl)-3,5-dihydroxy-4-[5-hydroxy-4-methoxy-6-methyl-5-[1-(2-methylpropanoyloxy)ethyl]oxan-2-yl]oxyoxan-2-yl]-2,3-dihydroxy-6-imino-5-oxocyclohexene-1-carboxylic acid
SMILES (Canonical) CC1C(C(CC(O1)OC2C(C(OC(C2O)C3(CC(=O)C(=N)C(=C3O)C(=O)O)O)COC(=O)C)O)OC)(C(C)OC(=O)C(C)C)O
SMILES (Isomeric) CC1C(C(CC(O1)OC2C(C(OC(C2O)C3(CC(=O)C(=N)C(=C3O)C(=O)O)O)COC(=O)C)O)OC)(C(C)OC(=O)C(C)C)O
InChI InChI=1S/C28H41NO16/c1-10(2)26(37)43-12(4)28(39)11(3)42-17(7-16(28)40-6)45-22-20(32)15(9-41-13(5)30)44-24(21(22)33)27(38)8-14(31)19(29)18(23(27)34)25(35)36/h10-12,15-17,20-22,24,29,32-34,38-39H,7-9H2,1-6H3,(H,35,36)
InChI Key YPQBBJZWKRQORN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H41NO16
Molecular Weight 647.60 g/mol
Exact Mass 647.24253422 g/mol
Topological Polar Surface Area (TPSA) 269.00 Ų
XlogP -2.10
Atomic LogP (AlogP) -1.49
H-Bond Acceptor 16
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[6-(Acetyloxymethyl)-3,5-dihydroxy-4-[5-hydroxy-4-methoxy-6-methyl-5-[1-(2-methylpropanoyloxy)ethyl]oxan-2-yl]oxyoxan-2-yl]-2,3-dihydroxy-6-imino-5-oxocyclohexene-1-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7010 70.10%
Caco-2 - 0.8664 86.64%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5829 58.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8511 85.11%
OATP1B3 inhibitior + 0.9356 93.56%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.6448 64.48%
P-glycoprotein inhibitior + 0.6551 65.51%
P-glycoprotein substrate + 0.7213 72.13%
CYP3A4 substrate + 0.6939 69.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8902 89.02%
CYP3A4 inhibition - 0.9319 93.19%
CYP2C9 inhibition - 0.8423 84.23%
CYP2C19 inhibition - 0.8505 85.05%
CYP2D6 inhibition - 0.8827 88.27%
CYP1A2 inhibition - 0.8652 86.52%
CYP2C8 inhibition + 0.5125 51.25%
CYP inhibitory promiscuity - 0.8471 84.71%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6003 60.03%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9099 90.99%
Skin irritation - 0.7682 76.82%
Skin corrosion - 0.9286 92.86%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4897 48.97%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.5792 57.92%
skin sensitisation - 0.7939 79.39%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5855 58.55%
Acute Oral Toxicity (c) III 0.6495 64.95%
Estrogen receptor binding + 0.7877 78.77%
Androgen receptor binding + 0.6154 61.54%
Thyroid receptor binding - 0.5642 56.42%
Glucocorticoid receptor binding + 0.6826 68.26%
Aromatase binding + 0.7217 72.17%
PPAR gamma + 0.7115 71.15%
Honey bee toxicity - 0.7398 73.98%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.7501 75.01%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.22% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.39% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.39% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.53% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.55% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.53% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.45% 96.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.47% 93.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.18% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 87.79% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.57% 97.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.52% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.43% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.33% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.68% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.64% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.23% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.47% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.72% 97.36%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.70% 89.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.68% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.45% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.92% 94.33%
CHEMBL5028 O14672 ADAM10 80.90% 97.50%
CHEMBL4040 P28482 MAP kinase ERK2 80.54% 83.82%

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 162816390
LOTUS LTS0007369
wikiData Q104201950