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[(1S,2R,5S,6S,7S,8R,9R,12R)-12-acetyloxy-8-butanoyloxy-2,6,10,10-tetramethyl-5-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate

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 6395828b-544c-4dae-9bfb-0f3f470dc2a8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2R,5S,6S,7S,8R,9R,12R)-12-acetyloxy-8-butanoyloxy-2,6,10,10-tetramethyl-5-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
SMILES (Canonical) CCCC(=O)OC1C2C(C3(C(CCC(C3(C1OC(=O)C4=CC=CC=C4)C)OC(=O)C=CC5=CC=CC=C5)C)OC2(C)C)OC(=O)C
SMILES (Isomeric) CCCC(=O)O[C@@H]1[C@@H]2[C@H]([C@@]3([C@@H](CC[C@@H]([C@]3([C@@H]1OC(=O)C4=CC=CC=C4)C)OC(=O)/C=C/C5=CC=CC=C5)C)OC2(C)C)OC(=O)C
InChI InChI=1S/C37H44O9/c1-7-14-28(39)44-31-30-32(42-24(3)38)37(46-35(30,4)5)23(2)19-21-27(43-29(40)22-20-25-15-10-8-11-16-25)36(37,6)33(31)45-34(41)26-17-12-9-13-18-26/h8-13,15-18,20,22-23,27,30-33H,7,14,19,21H2,1-6H3/b22-20+/t23-,27+,30-,31-,32-,33-,36+,37-/m1/s1
InChI Key FJAFFFDXVVZCSB-FKIVDDFKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H44O9
Molecular Weight 632.70 g/mol
Exact Mass 632.29853298 g/mol
Topological Polar Surface Area (TPSA) 114.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.09
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,5S,6S,7S,8R,9R,12R)-12-acetyloxy-8-butanoyloxy-2,6,10,10-tetramethyl-5-[(E)-3-phenylprop-2-enoyl]oxy-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 + 0.9935 99.35%
Caco-2 - 0.7703 77.03%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5341 53.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8121 81.21%
OATP1B3 inhibitior - 0.2158 21.58%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9933 99.33%
P-glycoprotein inhibitior + 0.9296 92.96%
P-glycoprotein substrate + 0.5925 59.25%
CYP3A4 substrate + 0.6664 66.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8756 87.56%
CYP3A4 inhibition + 0.6111 61.11%
CYP2C9 inhibition - 0.6864 68.64%
CYP2C19 inhibition - 0.5927 59.27%
CYP2D6 inhibition - 0.9276 92.76%
CYP1A2 inhibition - 0.7288 72.88%
CYP2C8 inhibition + 0.8294 82.94%
CYP inhibitory promiscuity - 0.5839 58.39%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5118 51.18%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9167 91.67%
Skin irritation - 0.6944 69.44%
Skin corrosion - 0.8656 86.56%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8449 84.49%
Micronuclear - 0.7826 78.26%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.7762 77.62%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6898 68.98%
Acute Oral Toxicity (c) III 0.5902 59.02%
Estrogen receptor binding + 0.7791 77.91%
Androgen receptor binding + 0.6650 66.50%
Thyroid receptor binding + 0.6572 65.72%
Glucocorticoid receptor binding + 0.7759 77.59%
Aromatase binding + 0.6199 61.99%
PPAR gamma + 0.7416 74.16%
Honey bee toxicity - 0.8324 83.24%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.9975 99.75%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.06% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.50% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.82% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 96.68% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.99% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.59% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.76% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.42% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.32% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.15% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.93% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.33% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.08% 95.89%
CHEMBL5028 O14672 ADAM10 85.61% 97.50%
CHEMBL1951 P21397 Monoamine oxidase A 84.53% 91.49%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.52% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.29% 95.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.20% 93.99%
CHEMBL340 P08684 Cytochrome P450 3A4 82.84% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 82.50% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.01% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.97% 93.00%

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.
Celastrus orbiculatus

Cross-Links

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PubChem 11786967
LOTUS LTS0202372
wikiData Q104995950