[14-Acetyloxy-5,11,13,16-tetrahydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3-oxatetracyclo[10.4.0.01,5.06,10]hexadec-6-en-13-yl]methyl benzoate

Details

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Internal ID ca88d67c-e8f6-4097-94fe-fa793559c602
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [14-acetyloxy-5,11,13,16-tetrahydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3-oxatetracyclo[10.4.0.01,5.06,10]hexadec-6-en-13-yl]methyl benzoate
SMILES (Canonical) CC1=C2C(CC1)(C(C3C4(C2(C(=O)OC4)O)C(CC(C3(COC(=O)C5=CC=CC=C5)O)OC(=O)C)O)O)C(C)(C)O
SMILES (Isomeric) CC1=C2C(CC1)(C(C3C4(C2(C(=O)OC4)O)C(CC(C3(COC(=O)C5=CC=CC=C5)O)OC(=O)C)O)O)C(C)(C)O
InChI InChI=1S/C29H36O11/c1-15-10-11-26(25(3,4)35)20(15)29(37)24(34)39-13-27(29)18(31)12-19(40-16(2)30)28(36,21(27)22(26)32)14-38-23(33)17-8-6-5-7-9-17/h5-9,18-19,21-22,31-32,35-37H,10-14H2,1-4H3
InChI Key RLVOMMLWMFHIRS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O11
Molecular Weight 560.60 g/mol
Exact Mass 560.22576196 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.40
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [14-Acetyloxy-5,11,13,16-tetrahydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-4-oxo-3-oxatetracyclo[10.4.0.01,5.06,10]hexadec-6-en-13-yl]methyl benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9751 97.51%
Caco-2 - 0.7816 78.16%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8374 83.74%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.8425 84.25%
OATP1B3 inhibitior + 0.8961 89.61%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.6546 65.46%
P-glycoprotein inhibitior + 0.6826 68.26%
P-glycoprotein substrate - 0.5285 52.85%
CYP3A4 substrate + 0.6921 69.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.5797 57.97%
CYP2C9 inhibition - 0.6284 62.84%
CYP2C19 inhibition - 0.7968 79.68%
CYP2D6 inhibition - 0.9103 91.03%
CYP1A2 inhibition - 0.7773 77.73%
CYP2C8 inhibition + 0.7347 73.47%
CYP inhibitory promiscuity - 0.7842 78.42%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5159 51.59%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9015 90.15%
Skin irritation - 0.5503 55.03%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8282 82.82%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5654 56.54%
skin sensitisation - 0.8992 89.92%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5905 59.05%
Acute Oral Toxicity (c) III 0.5102 51.02%
Estrogen receptor binding + 0.8109 81.09%
Androgen receptor binding + 0.7451 74.51%
Thyroid receptor binding + 0.5625 56.25%
Glucocorticoid receptor binding + 0.6564 65.64%
Aromatase binding + 0.6865 68.65%
PPAR gamma + 0.6273 62.73%
Honey bee toxicity - 0.7930 79.30%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9962 99.62%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.24% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.90% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.83% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 92.36% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.97% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.85% 96.09%
CHEMBL5028 O14672 ADAM10 88.44% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.89% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.24% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.67% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.21% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.73% 97.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.10% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.95% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.24% 91.07%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.61% 98.75%

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.
Taxus wallichiana

Cross-Links

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PubChem 163098868
LOTUS LTS0106789
wikiData Q105240563