[(1S,2S,4S,5R,6R,7S,9R,12R)-4-acetyloxy-5-benzoyloxy-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate

Details

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Internal ID d4faa7be-0827-4b7c-874c-576466baf468
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,4S,5R,6R,7S,9R,12R)-4-acetyloxy-5-benzoyloxy-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
SMILES (Canonical) CC(=O)OC1CC(C23C(C(CC(C2(C1OC(=O)C4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5)C(O3)(C)C)O)(C)O
SMILES (Isomeric) CC(=O)O[C@H]1C[C@]([C@@]23[C@@H]([C@@H](C[C@@H]([C@@]2([C@H]1OC(=O)C4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5)C(O3)(C)C)O)(C)O
InChI InChI=1S/C31H36O9/c1-18(32)37-22-17-29(4,36)31-24(33)21(28(2,3)40-31)16-23(38-26(34)19-12-8-6-9-13-19)30(31,5)25(22)39-27(35)20-14-10-7-11-15-20/h6-15,21-25,33,36H,16-17H2,1-5H3/t21-,22+,23+,24-,25+,29+,30-,31+/m1/s1
InChI Key YATPLBAZZHVBDF-NNTMNUMBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H36O9
Molecular Weight 552.60 g/mol
Exact Mass 552.23593272 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.46
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4S,5R,6R,7S,9R,12R)-4-acetyloxy-5-benzoyloxy-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-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 + 0.9484 94.84%
Caco-2 - 0.7279 72.79%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5079 50.79%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8942 89.42%
OATP1B3 inhibitior + 0.8807 88.07%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9134 91.34%
P-glycoprotein inhibitior + 0.8822 88.22%
P-glycoprotein substrate - 0.6256 62.56%
CYP3A4 substrate + 0.6711 67.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8516 85.16%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7973 79.73%
CYP2C19 inhibition - 0.8584 85.84%
CYP2D6 inhibition - 0.9270 92.70%
CYP1A2 inhibition - 0.7954 79.54%
CYP2C8 inhibition + 0.6685 66.85%
CYP inhibitory promiscuity - 0.8707 87.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5126 51.26%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.8977 89.77%
Skin irritation - 0.7152 71.52%
Skin corrosion - 0.9088 90.88%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8151 81.51%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.6303 63.03%
skin sensitisation - 0.8375 83.75%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.6149 61.49%
Acute Oral Toxicity (c) III 0.4507 45.07%
Estrogen receptor binding + 0.7863 78.63%
Androgen receptor binding + 0.6761 67.61%
Thyroid receptor binding + 0.6572 65.72%
Glucocorticoid receptor binding + 0.7238 72.38%
Aromatase binding + 0.6189 61.89%
PPAR gamma + 0.6888 68.88%
Honey bee toxicity - 0.8266 82.66%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.9885 98.85%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.19% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.62% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.54% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.99% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.51% 94.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.87% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.18% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.29% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.29% 97.14%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.28% 81.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.95% 85.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.20% 94.08%
CHEMBL340 P08684 Cytochrome P450 3A4 84.70% 91.19%
CHEMBL2581 P07339 Cathepsin D 84.23% 98.95%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.33% 83.00%
CHEMBL5028 O14672 ADAM10 82.45% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.49% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.26% 100.00%
CHEMBL4208 P20618 Proteasome component C5 80.15% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.04% 95.89%

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.
Mortonia latisepala

Cross-Links

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PubChem 163049199
LOTUS LTS0020889
wikiData Q105345578