[(2S,5S,7S)-12-acetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-8-oxo-7-phenoxy-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] (E)-3-phenylprop-2-enoate

Details

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Internal ID d7f0d4f8-b749-416f-a4d2-ec0f731b2957
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(2S,5S,7S)-12-acetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-8-oxo-7-phenoxy-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC(=O)OCC12C(CCC(C13C(C(C(=O)C2OC4=CC=CC=C4)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C=CC5=CC=CC=C5
SMILES (Isomeric) CC(=O)OCC12[C@H](CC[C@](C13C(C(C(=O)[C@H]2OC4=CC=CC=C4)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)/C=C/C5=CC=CC=C5
InChI InChI=1S/C34H38O10/c1-21(35)40-20-33-25(43-26(37)17-16-23-12-8-6-9-13-23)18-19-32(5,39)34(33)29(41-22(2)36)27(31(3,4)44-34)28(38)30(33)42-24-14-10-7-11-15-24/h6-17,25,27,29-30,39H,18-20H2,1-5H3/b17-16+/t25-,27?,29?,30+,32-,33?,34?/m0/s1
InChI Key HENBNJDVUGKKNF-RMHUZIACSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H38O10
Molecular Weight 606.70 g/mol
Exact Mass 606.24649740 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.83
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,5S,7S)-12-acetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-8-oxo-7-phenoxy-11-oxatricyclo[7.2.1.01,6]dodecan-5-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 + 0.9888 98.88%
Caco-2 - 0.7659 76.59%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8183 81.83%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.8400 84.00%
OATP1B3 inhibitior + 0.7997 79.97%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6614 66.14%
BSEP inhibitior + 0.9866 98.66%
P-glycoprotein inhibitior + 0.8917 89.17%
P-glycoprotein substrate - 0.6261 62.61%
CYP3A4 substrate + 0.7092 70.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8698 86.98%
CYP3A4 inhibition + 0.5508 55.08%
CYP2C9 inhibition + 0.5573 55.73%
CYP2C19 inhibition - 0.5467 54.67%
CYP2D6 inhibition - 0.9459 94.59%
CYP1A2 inhibition - 0.5878 58.78%
CYP2C8 inhibition + 0.8083 80.83%
CYP inhibitory promiscuity - 0.8135 81.35%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5790 57.90%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.8997 89.97%
Skin irritation - 0.6661 66.61%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8413 84.13%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6476 64.76%
skin sensitisation - 0.8972 89.72%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6409 64.09%
Acute Oral Toxicity (c) I 0.3959 39.59%
Estrogen receptor binding + 0.7940 79.40%
Androgen receptor binding + 0.7526 75.26%
Thyroid receptor binding + 0.6749 67.49%
Glucocorticoid receptor binding + 0.7738 77.38%
Aromatase binding + 0.5592 55.92%
PPAR gamma + 0.6910 69.10%
Honey bee toxicity - 0.7510 75.10%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
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 98.85% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.40% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.88% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.63% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.03% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 91.66% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.18% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.01% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.37% 93.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.04% 96.00%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 88.78% 91.65%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.03% 93.99%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.97% 94.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.78% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.67% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.12% 95.50%
CHEMBL5028 O14672 ADAM10 84.99% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.01% 99.23%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.82% 89.44%
CHEMBL340 P08684 Cytochrome P450 3A4 81.33% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.10% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.04% 97.28%

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.
Tripterygium wilfordii

Cross-Links

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PubChem 5322128
NPASS NPC28041