[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(2-methyl-6-oxopyran-4-yl)oxyoxan-2-yl]methyl acetate

Details

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Internal ID 50a57df0-1e63-4361-8fbd-978a75f77ff9
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(2-methyl-6-oxopyran-4-yl)oxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC1=CC(=CC(=O)O1)OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC1=CC(=CC(=O)O1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C20H24O12/c1-9-6-14(7-16(25)27-9)31-20-19(30-13(5)24)18(29-12(4)23)17(28-11(3)22)15(32-20)8-26-10(2)21/h6-7,15,17-20H,8H2,1-5H3/t15-,17-,18+,19-,20-/m1/s1
InChI Key HGQDVTBUGONPNS-XIKSMUEASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H24O12
Molecular Weight 456.40 g/mol
Exact Mass 456.12677620 g/mol
Topological Polar Surface Area (TPSA) 150.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.41
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(2-methyl-6-oxopyran-4-yl)oxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9503 95.03%
Caco-2 + 0.5099 50.99%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8231 82.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8989 89.89%
OATP1B3 inhibitior - 0.2940 29.40%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8070 80.70%
P-glycoprotein inhibitior + 0.7903 79.03%
P-glycoprotein substrate - 0.9441 94.41%
CYP3A4 substrate + 0.5786 57.86%
CYP2C9 substrate + 0.6016 60.16%
CYP2D6 substrate - 0.8970 89.70%
CYP3A4 inhibition - 0.8334 83.34%
CYP2C9 inhibition - 0.9404 94.04%
CYP2C19 inhibition - 0.9111 91.11%
CYP2D6 inhibition - 0.9310 93.10%
CYP1A2 inhibition - 0.7366 73.66%
CYP2C8 inhibition - 0.7922 79.22%
CYP inhibitory promiscuity - 0.5716 57.16%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.6282 62.82%
Eye corrosion - 0.9730 97.30%
Eye irritation - 0.7780 77.80%
Skin irritation - 0.8294 82.94%
Skin corrosion - 0.9733 97.33%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6738 67.38%
Micronuclear - 0.5834 58.34%
Hepatotoxicity - 0.6716 67.16%
skin sensitisation - 0.8667 86.67%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity - 0.5444 54.44%
Mitochondrial toxicity - 0.7875 78.75%
Nephrotoxicity - 0.6165 61.65%
Acute Oral Toxicity (c) III 0.7880 78.80%
Estrogen receptor binding + 0.8021 80.21%
Androgen receptor binding - 0.5171 51.71%
Thyroid receptor binding + 0.5212 52.12%
Glucocorticoid receptor binding + 0.7301 73.01%
Aromatase binding - 0.5666 56.66%
PPAR gamma + 0.7004 70.04%
Honey bee toxicity - 0.8460 84.60%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9015 90.15%

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 93.96% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 93.73% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.86% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.78% 96.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.32% 94.80%
CHEMBL2581 P07339 Cathepsin D 90.01% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.12% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.79% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.28% 94.45%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.14% 97.21%
CHEMBL5255 O00206 Toll-like receptor 4 85.24% 92.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.15% 85.14%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 85.03% 93.65%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.67% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.42% 89.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.88% 83.00%
CHEMBL4208 P20618 Proteasome component C5 82.09% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.28% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 81.10% 91.19%

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.
Delphinium gracile

Cross-Links

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PubChem 162959936
LOTUS LTS0247192
wikiData Q105027921