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[(1S,2R,3R,4R,5R,6R,7S,9R)-4-acetyloxy-3-hydroxy-2,6,10,10-tetramethyl-7-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-5-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 8b9ade76-4f8b-4dab-8faf-0d5554db6b19
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2R,3R,4R,5R,6R,7S,9R)-4-acetyloxy-3-hydroxy-2,6,10,10-tetramethyl-7-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate
SMILES (Canonical) CC1C(C(C(C2(C13CC(CC2OC(=O)C=CC4=CC=CC=C4)C(O3)(C)C)C)OC(=O)C5=CC=CC=C5)OC(=O)C)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@H]([C@@H]([C@@]2([C@]13C[C@@H](C[C@@H]2OC(=O)/C=C/C4=CC=CC=C4)C(O3)(C)C)C)OC(=O)C5=CC=CC=C5)OC(=O)C)O
InChI InChI=1S/C33H38O8/c1-20-27(36)28(38-21(2)34)29(40-30(37)23-14-10-7-11-15-23)32(5)25(18-24-19-33(20,32)41-31(24,3)4)39-26(35)17-16-22-12-8-6-9-13-22/h6-17,20,24-25,27-29,36H,18-19H2,1-5H3/b17-16+/t20-,24-,25+,27-,28-,29+,32-,33+/m1/s1
InChI Key DIKIZDXXAPONTM-BLPDMIMTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H38O8
Molecular Weight 562.60 g/mol
Exact Mass 562.25666817 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.74
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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BDBM50221859
benzoic acid (1S,2R,3R,4R,5R,6R,7S,9R)-4-acetoxy-3-hydroxy-2,6,10,10-tetramethyl-7-(3-phenyl-acryloyloxy)-11-oxa-tricyclo[7.2.1.0*1,6*]dodec-5-yl ester

2D Structure

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2D Structure of [(1S,2R,3R,4R,5R,6R,7S,9R)-4-acetyloxy-3-hydroxy-2,6,10,10-tetramethyl-7-[(E)-3-phenylprop-2-enoyl]oxy-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 + 0.9788 97.88%
Caco-2 - 0.7180 71.80%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6696 66.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8331 83.31%
OATP1B3 inhibitior - 0.2603 26.03%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9709 97.09%
P-glycoprotein inhibitior + 0.8768 87.68%
P-glycoprotein substrate - 0.5077 50.77%
CYP3A4 substrate + 0.6713 67.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8719 87.19%
CYP3A4 inhibition - 0.7586 75.86%
CYP2C9 inhibition - 0.8168 81.68%
CYP2C19 inhibition - 0.7540 75.40%
CYP2D6 inhibition - 0.9430 94.30%
CYP1A2 inhibition - 0.7607 76.07%
CYP2C8 inhibition + 0.7882 78.82%
CYP inhibitory promiscuity - 0.8311 83.11%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4603 46.03%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9153 91.53%
Skin irritation - 0.7088 70.88%
Skin corrosion - 0.9265 92.65%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8551 85.51%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6041 60.41%
skin sensitisation - 0.7700 77.00%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.5892 58.92%
Acute Oral Toxicity (c) III 0.3241 32.41%
Estrogen receptor binding + 0.7615 76.15%
Androgen receptor binding + 0.6707 67.07%
Thyroid receptor binding + 0.6345 63.45%
Glucocorticoid receptor binding + 0.7153 71.53%
Aromatase binding + 0.6196 61.96%
PPAR gamma + 0.7290 72.90%
Honey bee toxicity - 0.7862 78.62%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5755 57.55%
Fish aquatic toxicity + 0.9966 99.66%

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 97.91% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 96.01% 90.17%
CHEMBL1951 P21397 Monoamine oxidase A 95.10% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.06% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.76% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.45% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.17% 96.00%
CHEMBL2581 P07339 Cathepsin D 90.60% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.74% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.14% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.26% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.02% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.82% 91.07%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.10% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.50% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.47% 94.62%
CHEMBL5028 O14672 ADAM10 83.90% 97.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.36% 93.99%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.22% 83.00%
CHEMBL4208 P20618 Proteasome component C5 83.20% 90.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.69% 81.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.19% 95.89%
CHEMBL3492 P49721 Proteasome Macropain subunit 81.39% 90.24%
CHEMBL340 P08684 Cytochrome P450 3A4 80.82% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.25% 99.17%

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.
Zinowiewia integerrima

Cross-Links

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PubChem 11353531
LOTUS LTS0119512
wikiData Q104981422