[(1S,2S,5S,6S,7S,9R,12R)-7,12-diacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate

Details

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Internal ID fecca9dc-a41a-41a3-be08-12b6ac1c95e3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,5S,6S,7S,9R,12R)-7,12-diacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate
SMILES (Canonical) CC(=O)OCC12C(CCC(C13C(C(C(=O)C2OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C4=CC=CC=C4
SMILES (Isomeric) CC(=O)OC[C@@]12[C@H](CC[C@]([C@@]13[C@@H]([C@@H](C(=O)[C@H]2OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C4=CC=CC=C4
InChI InChI=1S/C28H34O11/c1-15(29)35-14-27-19(38-24(33)18-10-8-7-9-11-18)12-13-26(6,34)28(27)22(36-16(2)30)20(25(4,5)39-28)21(32)23(27)37-17(3)31/h7-11,19-20,22-23,34H,12-14H2,1-6H3/t19-,20+,22+,23+,26-,27-,28-/m0/s1
InChI Key AAPNZSYMEKIVGT-BYWXCQPYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O11
Molecular Weight 546.60 g/mol
Exact Mass 546.21011190 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.92
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,5S,6S,7S,9R,12R)-7,12-diacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9828 98.28%
Caco-2 - 0.6896 68.96%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8030 80.30%
OATP2B1 inhibitior - 0.8570 85.70%
OATP1B1 inhibitior + 0.8456 84.56%
OATP1B3 inhibitior + 0.8527 85.27%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6614 66.14%
BSEP inhibitior + 0.7402 74.02%
P-glycoprotein inhibitior + 0.8466 84.66%
P-glycoprotein substrate - 0.6764 67.64%
CYP3A4 substrate + 0.6974 69.74%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8585 85.85%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition + 0.5539 55.39%
CYP2C19 inhibition - 0.6029 60.29%
CYP2D6 inhibition - 0.9601 96.01%
CYP1A2 inhibition - 0.7533 75.33%
CYP2C8 inhibition + 0.7924 79.24%
CYP inhibitory promiscuity - 0.9017 90.17%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6378 63.78%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.8791 87.91%
Skin irritation - 0.6479 64.79%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7396 73.96%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5135 51.35%
skin sensitisation - 0.9186 91.86%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5936 59.36%
Acute Oral Toxicity (c) III 0.3811 38.11%
Estrogen receptor binding + 0.8116 81.16%
Androgen receptor binding + 0.7061 70.61%
Thyroid receptor binding + 0.6121 61.21%
Glucocorticoid receptor binding + 0.6958 69.58%
Aromatase binding + 0.5515 55.15%
PPAR gamma + 0.6564 65.64%
Honey bee toxicity - 0.8218 82.18%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9926 99.26%

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
CHEMBL2581 P07339 Cathepsin D 96.89% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.00% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.64% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.57% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 92.39% 90.17%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 91.41% 91.65%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.13% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.68% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.60% 89.00%
CHEMBL5028 O14672 ADAM10 84.52% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.52% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.44% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.22% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.11% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.73% 94.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.13% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.66% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.11% 82.69%

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.
Rzedowskia tolantonguensis

Cross-Links

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PubChem 163190083
LOTUS LTS0110104
wikiData Q104908279