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[(1S,2S,5S,6S,7S,9R,12R)-12-acetyloxy-2-hydroxy-5-(2-hydroxyacetyl)oxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] (E)-3-phenylprop-2-enoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 0483485b-26ea-4a1d-9bcb-1e5dcc39eb3a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,5S,6S,7S,9R,12R)-12-acetyloxy-2-hydroxy-5-(2-hydroxyacetyl)oxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC(=O)OC1C2CC(C3(C1(C(CCC3OC(=O)CO)(C)O)OC2(C)C)C)OC(=O)C=CC4=CC=CC=C4
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H]2C[C@@H]([C@]3([C@]1([C@@](CC[C@@H]3OC(=O)CO)(C)O)OC2(C)C)C)OC(=O)/C=C/C4=CC=CC=C4
InChI InChI=1S/C28H36O9/c1-17(30)34-24-19-15-21(36-22(31)12-11-18-9-7-6-8-10-18)27(5)20(35-23(32)16-29)13-14-26(4,33)28(24,27)37-25(19,2)3/h6-12,19-21,24,29,33H,13-16H2,1-5H3/b12-11+/t19-,20+,21+,24-,26+,27+,28+/m1/s1
InChI Key ZBLCWCJBUVYIBX-JAZYBIMQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36O9
Molecular Weight 516.60 g/mol
Exact Mass 516.23593272 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.57
H-Bond Acceptor 9
H-Bond Donor 2
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)-12-acetyloxy-2-hydroxy-5-(2-hydroxyacetyl)oxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] (E)-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 + 0.9879 98.79%
Caco-2 - 0.7568 75.68%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7534 75.34%
OATP2B1 inhibitior - 0.8620 86.20%
OATP1B1 inhibitior + 0.8583 85.83%
OATP1B3 inhibitior + 0.7981 79.81%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7364 73.64%
BSEP inhibitior + 0.9887 98.87%
P-glycoprotein inhibitior + 0.7960 79.60%
P-glycoprotein substrate - 0.5936 59.36%
CYP3A4 substrate + 0.7064 70.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8812 88.12%
CYP3A4 inhibition + 0.6038 60.38%
CYP2C9 inhibition - 0.6668 66.68%
CYP2C19 inhibition - 0.8448 84.48%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.7602 76.02%
CYP2C8 inhibition + 0.8331 83.31%
CYP inhibitory promiscuity - 0.8821 88.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5986 59.86%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9234 92.34%
Skin irritation - 0.6504 65.04%
Skin corrosion - 0.9350 93.50%
Ames mutagenesis - 0.6440 64.40%
Human Ether-a-go-go-Related Gene inhibition + 0.8106 81.06%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6699 66.99%
skin sensitisation - 0.8808 88.08%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6530 65.30%
Acute Oral Toxicity (c) III 0.4222 42.22%
Estrogen receptor binding + 0.8269 82.69%
Androgen receptor binding + 0.7248 72.48%
Thyroid receptor binding + 0.6547 65.47%
Glucocorticoid receptor binding + 0.7970 79.70%
Aromatase binding + 0.7300 73.00%
PPAR gamma + 0.7545 75.45%
Honey bee toxicity - 0.8226 82.26%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.9840 98.40%

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 98.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.88% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.49% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.85% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.51% 85.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.37% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.99% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.06% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.49% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.42% 92.62%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 88.31% 89.44%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.11% 96.00%
CHEMBL5028 O14672 ADAM10 87.43% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.33% 93.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.26% 94.08%
CHEMBL221 P23219 Cyclooxygenase-1 84.14% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.17% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.42% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.27% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.97% 97.14%

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.
Lydenburgia cassinoides

Cross-Links

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PubChem 163191393
LOTUS LTS0230664
wikiData Q105370690