PlantaeDB Logo
Login Sign-up

[(1R,5R,8S,10S,11S,12R,13S,16R,18S)-13-acetyloxy-5,8,18-trihydroxy-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

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 bce0aae7-76c3-4e6c-8fbc-ce1b3af9b2f3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1R,5R,8S,10S,11S,12R,13S,16R,18S)-13-acetyloxy-5,8,18-trihydroxy-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(CC1O)(C(C3C4(C2(C(=O)OC4)O)C(CC5C3(CO5)OC(=O)C)O)OC(=O)C6=CC=CC=C6)C(C)(C)O
SMILES (Isomeric) CC1=C2[C@@](C[C@@H]1O)([C@H]([C@H]3[C@]4([C@]2(C(=O)OC4)O)[C@H](C[C@@H]5[C@]3(CO5)OC(=O)C)O)OC(=O)C6=CC=CC=C6)C(C)(C)O
InChI InChI=1S/C29H34O11/c1-14-17(31)11-26(25(3,4)35)20(14)29(36)24(34)38-12-27(29)18(32)10-19-28(13-37-19,40-15(2)30)21(27)22(26)39-23(33)16-8-6-5-7-9-16/h5-9,17-19,21-22,31-32,35-36H,10-13H2,1-4H3/t17-,18-,19+,21-,22-,26-,27+,28-,29-/m0/s1
InChI Key BHKAFICWAYAZMF-NCHHWEABSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H34O11
Molecular Weight 558.60 g/mol
Exact Mass 558.21011190 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 0.42
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,5R,8S,10S,11S,12R,13S,16R,18S)-13-acetyloxy-5,8,18-trihydroxy-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 + 0.9626 96.26%
Caco-2 - 0.7276 72.76%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7945 79.45%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.8701 87.01%
OATP1B3 inhibitior + 0.9265 92.65%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6765 67.65%
P-glycoprotein inhibitior + 0.6877 68.77%
P-glycoprotein substrate + 0.7116 71.16%
CYP3A4 substrate + 0.6930 69.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition - 0.8480 84.80%
CYP2C9 inhibition - 0.7761 77.61%
CYP2C19 inhibition - 0.8320 83.20%
CYP2D6 inhibition - 0.9085 90.85%
CYP1A2 inhibition - 0.8398 83.98%
CYP2C8 inhibition + 0.7854 78.54%
CYP inhibitory promiscuity - 0.8722 87.22%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4567 45.67%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9076 90.76%
Skin irritation - 0.6709 67.09%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8525 85.25%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.6552 65.52%
skin sensitisation - 0.8100 81.00%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5531 55.31%
Acute Oral Toxicity (c) III 0.3989 39.89%
Estrogen receptor binding + 0.8020 80.20%
Androgen receptor binding + 0.7405 74.05%
Thyroid receptor binding + 0.5499 54.99%
Glucocorticoid receptor binding + 0.6707 67.07%
Aromatase binding + 0.6638 66.38%
PPAR gamma + 0.6234 62.34%
Honey bee toxicity - 0.7668 76.68%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9938 99.38%

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
CHEMBL2581 P07339 Cathepsin D 97.30% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.29% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 95.96% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.03% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.29% 91.11%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.90% 81.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.85% 99.23%
CHEMBL5028 O14672 ADAM10 90.32% 97.50%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 89.85% 87.67%
CHEMBL221 P23219 Cyclooxygenase-1 88.08% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.05% 97.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.79% 94.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.72% 96.09%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.60% 83.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.47% 94.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.14% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.93% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.87% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.47% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 82.97% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.43% 98.75%

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 101248965
LOTUS LTS0031154
wikiData Q104936013