[4,6,11-Triacetyloxy-5-(acetyloxymethyl)-2,3-dihydroxy-1,15-dimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-8-yl] 3-phenylprop-2-enoate

Details

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Internal ID 0c66dee4-1390-47b2-ba25-e8ac920cabf6
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [4,6,11-triacetyloxy-5-(acetyloxymethyl)-2,3-dihydroxy-1,15-dimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-8-yl] 3-phenylprop-2-enoate
SMILES (Canonical) CC(=O)OCC12C(CC(C(=C)C1C(C3CC(=O)C4(C(C3(CO4)C)(C(C2OC(=O)C)O)O)C)OC(=O)C)OC(=O)C=CC5=CC=CC=C5)OC(=O)C
SMILES (Isomeric) CC(=O)OCC12C(CC(C(=C)C1C(C3CC(=O)C4(C(C3(CO4)C)(C(C2OC(=O)C)O)O)C)OC(=O)C)OC(=O)C=CC5=CC=CC=C5)OC(=O)C
InChI InChI=1S/C37H44O14/c1-19-26(51-29(43)14-13-24-11-9-8-10-12-24)16-28(48-21(3)39)36(18-46-20(2)38)30(19)31(49-22(4)40)25-15-27(42)35(7)37(45,34(25,6)17-47-35)32(44)33(36)50-23(5)41/h8-14,25-26,28,30-33,44-45H,1,15-18H2,2-7H3
InChI Key VWSUJEGUHSFZDW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H44O14
Molecular Weight 712.70 g/mol
Exact Mass 712.27310607 g/mol
Topological Polar Surface Area (TPSA) 198.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.02
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4,6,11-Triacetyloxy-5-(acetyloxymethyl)-2,3-dihydroxy-1,15-dimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-8-yl] 3-phenylprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9505 95.05%
Caco-2 - 0.8482 84.82%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7290 72.90%
OATP2B1 inhibitior - 0.8613 86.13%
OATP1B1 inhibitior + 0.8182 81.82%
OATP1B3 inhibitior + 0.9168 91.68%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9810 98.10%
P-glycoprotein inhibitior + 0.8181 81.81%
P-glycoprotein substrate + 0.5181 51.81%
CYP3A4 substrate + 0.6844 68.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8868 88.68%
CYP3A4 inhibition - 0.5827 58.27%
CYP2C9 inhibition - 0.6692 66.92%
CYP2C19 inhibition - 0.6463 64.63%
CYP2D6 inhibition - 0.9425 94.25%
CYP1A2 inhibition - 0.6551 65.51%
CYP2C8 inhibition + 0.8190 81.90%
CYP inhibitory promiscuity - 0.8073 80.73%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5951 59.51%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9040 90.40%
Skin irritation - 0.6280 62.80%
Skin corrosion - 0.9433 94.33%
Ames mutagenesis - 0.5828 58.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6456 64.56%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5324 53.24%
skin sensitisation - 0.8438 84.38%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6297 62.97%
Acute Oral Toxicity (c) III 0.4244 42.44%
Estrogen receptor binding + 0.7812 78.12%
Androgen receptor binding + 0.7731 77.31%
Thyroid receptor binding + 0.6118 61.18%
Glucocorticoid receptor binding + 0.7461 74.61%
Aromatase binding + 0.6653 66.53%
PPAR gamma + 0.7757 77.57%
Honey bee toxicity - 0.6974 69.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.73% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.71% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.45% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.46% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.32% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 93.51% 95.50%
CHEMBL2581 P07339 Cathepsin D 92.99% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.02% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.96% 96.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.73% 94.62%
CHEMBL5028 O14672 ADAM10 87.80% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.02% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 85.89% 97.79%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.64% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.87% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.85% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.72% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.45% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.37% 92.62%

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 cuspidata

Cross-Links

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PubChem 75013160
LOTUS LTS0238164
wikiData Q105298260