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

Details

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Internal ID 920c2885-a64c-41ae-aa71-54cba03e0865
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,5S,6S,7S,9R,12R)-7-acetyloxy-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate
SMILES (Canonical) CC(=O)OC1CC2C(C3(C1(C(CCC3(C)O)OC(=O)C4=CC=CC=C4)C)OC2(C)C)O
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@H]2[C@H]([C@]3([C@]1([C@H](CC[C@]3(C)O)OC(=O)C4=CC=CC=C4)C)OC2(C)C)O
InChI InChI=1S/C24H32O7/c1-14(25)29-18-13-16-19(26)24(31-21(16,2)3)22(4,28)12-11-17(23(18,24)5)30-20(27)15-9-7-6-8-10-15/h6-10,16-19,26,28H,11-13H2,1-5H3/t16-,17+,18+,19-,22+,23+,24+/m1/s1
InChI Key HUZOIBMLVDVMHU-ZYRLFBBBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H32O7
Molecular Weight 432.50 g/mol
Exact Mass 432.21480336 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.62
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

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-acetyloxy-2,12-dihydroxy-2,6,10,10-tetramethyl-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 + 0.9487 94.87%
Caco-2 - 0.5677 56.77%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6350 63.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8843 88.43%
OATP1B3 inhibitior + 0.8645 86.45%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior - 0.6478 64.78%
P-glycoprotein inhibitior - 0.4299 42.99%
P-glycoprotein substrate - 0.7257 72.57%
CYP3A4 substrate + 0.6992 69.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8516 85.16%
CYP3A4 inhibition + 0.5114 51.14%
CYP2C9 inhibition - 0.7165 71.65%
CYP2C19 inhibition - 0.7675 76.75%
CYP2D6 inhibition - 0.9402 94.02%
CYP1A2 inhibition - 0.7207 72.07%
CYP2C8 inhibition + 0.7558 75.58%
CYP inhibitory promiscuity - 0.9246 92.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5929 59.29%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9483 94.83%
Skin irritation - 0.6084 60.84%
Skin corrosion - 0.8733 87.33%
Ames mutagenesis - 0.7470 74.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7124 71.24%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5303 53.03%
skin sensitisation - 0.8642 86.42%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.5612 56.12%
Acute Oral Toxicity (c) III 0.3708 37.08%
Estrogen receptor binding + 0.8526 85.26%
Androgen receptor binding + 0.6466 64.66%
Thyroid receptor binding + 0.6654 66.54%
Glucocorticoid receptor binding + 0.6479 64.79%
Aromatase binding + 0.6918 69.18%
PPAR gamma + 0.6729 67.29%
Honey bee toxicity - 0.8511 85.11%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9801 98.01%

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 96.64% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.58% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 92.32% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.01% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.72% 94.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.31% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.28% 95.56%
CHEMBL5028 O14672 ADAM10 86.07% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.92% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.89% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.15% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 85.11% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.71% 100.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.15% 89.44%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.72% 95.89%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.65% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.49% 89.00%
CHEMBL2581 P07339 Cathepsin D 82.03% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.86% 92.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.49% 83.00%

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.
Orthosphenia mexicana

Cross-Links

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PubChem 13995949
LOTUS LTS0026842
wikiData Q105034152