[(1R,5S,10S,11S,12R,13S,16R,18S)-13,18-diacetyloxy-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.01,5.06,10.013,16]octadec-6-en-11-yl] benzoate

Details

Top
Internal ID 049314f6-9890-4a04-9213-785498bcdc56
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1R,5S,10S,11S,12R,13S,16R,18S)-13,18-diacetyloxy-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.01,5.06,10.013,16]octadec-6-en-11-yl] benzoate
SMILES (Canonical) CC1=C2C(CC1)(C(C3C4(COC4CC(C35C2(C(=O)OC5)O)OC(=O)C)OC(=O)C)OC(=O)C6=CC=CC=C6)C(C)(C)O
SMILES (Isomeric) CC1=C2[C@@](CC1)([C@H]([C@@H]3[C@@]4(CO[C@@H]4C[C@@H]([C@@]35[C@@]2(C(=O)OC5)O)OC(=O)C)OC(=O)C)OC(=O)C6=CC=CC=C6)C(C)(C)O
InChI InChI=1S/C31H36O11/c1-16-11-12-28(27(4,5)36)22(16)31(37)26(35)39-14-29(31)20(40-17(2)32)13-21-30(15-38-21,42-18(3)33)23(29)24(28)41-25(34)19-9-7-6-8-10-19/h6-10,20-21,23-24,36-37H,11-15H2,1-5H3/t20-,21+,23-,24-,28-,29+,30-,31+/m0/s1
InChI Key AGCNZWSYMAFAKT-DKVGJYDWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C31H36O11
Molecular Weight 584.60 g/mol
Exact Mass 584.22576196 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.02
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,5S,10S,11S,12R,13S,16R,18S)-13,18-diacetyloxy-5-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3,15-dioxapentacyclo[10.6.0.01,5.06,10.013,16]octadec-6-en-11-yl] benzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9764 97.64%
Caco-2 - 0.7409 74.09%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8710 87.10%
OATP2B1 inhibitior - 0.7194 71.94%
OATP1B1 inhibitior + 0.8414 84.14%
OATP1B3 inhibitior + 0.8374 83.74%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8315 83.15%
P-glycoprotein inhibitior + 0.7923 79.23%
P-glycoprotein substrate + 0.5706 57.06%
CYP3A4 substrate + 0.6978 69.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8760 87.60%
CYP3A4 inhibition - 0.6881 68.81%
CYP2C9 inhibition - 0.6947 69.47%
CYP2C19 inhibition - 0.8046 80.46%
CYP2D6 inhibition - 0.9151 91.51%
CYP1A2 inhibition - 0.7180 71.80%
CYP2C8 inhibition + 0.8141 81.41%
CYP inhibitory promiscuity - 0.8719 87.19%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.5113 51.13%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8952 89.52%
Skin irritation - 0.6288 62.88%
Skin corrosion - 0.9361 93.61%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7671 76.71%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.6856 68.56%
skin sensitisation - 0.8666 86.66%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.6382 63.82%
Acute Oral Toxicity (c) III 0.5071 50.71%
Estrogen receptor binding + 0.8062 80.62%
Androgen receptor binding + 0.7502 75.02%
Thyroid receptor binding + 0.5855 58.55%
Glucocorticoid receptor binding + 0.7043 70.43%
Aromatase binding + 0.6603 66.03%
PPAR gamma + 0.6577 65.77%
Honey bee toxicity - 0.7564 75.64%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9974 99.74%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.14% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.87% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.38% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.52% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.91% 91.11%
CHEMBL5028 O14672 ADAM10 91.14% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.84% 94.08%
CHEMBL2996 Q05655 Protein kinase C delta 90.18% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.06% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.06% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 86.95% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.71% 97.09%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.04% 83.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.59% 94.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.51% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.00% 89.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.99% 98.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.95% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.74% 91.07%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.32% 94.23%

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.
Taxus wallichiana

Cross-Links

Top
PubChem 163194978
LOTUS LTS0232305
wikiData Q104911704