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[(1S,2R,5S,6S,7R,8S,9S,12R)-5-acetyloxy-12-hydroxy-2,6,10,10-tetramethyl-8-[(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 dbbd1fe6-5586-4daf-8e49-6384a650eafc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2R,5S,6S,7R,8S,9S,12R)-5-acetyloxy-12-hydroxy-2,6,10,10-tetramethyl-8-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
SMILES (Canonical) CC1CCC(C2(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C=CC5=CC=CC=C5)C(O3)(C)C)O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1CC[C@@H]([C@@]2([C@]13[C@@H]([C@@H]([C@@H]([C@@H]2OC(=O)C4=CC=CC=C4)OC(=O)/C=C/C5=CC=CC=C5)C(O3)(C)C)O)C)OC(=O)C
InChI InChI=1S/C33H38O8/c1-20-16-18-24(38-21(2)34)32(5)29(40-30(37)23-14-10-7-11-15-23)27(26-28(36)33(20,32)41-31(26,3)4)39-25(35)19-17-22-12-8-6-9-13-22/h6-15,17,19-20,24,26-29,36H,16,18H2,1-5H3/b19-17+/t20-,24+,26-,27+,28-,29+,32+,33-/m1/s1
InChI Key FXJPPIJUTVUQRL-NIQLMDKRSA-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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[acetoxy-hydroxy-tetramethyl-[(E)-3-phenylprop-2-enoyl]oxy-[?]yl] benzoate

2D Structure

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2D Structure of [(1S,2R,5S,6S,7R,8S,9S,12R)-5-acetyloxy-12-hydroxy-2,6,10,10-tetramethyl-8-[(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 + 0.9725 97.25%
Caco-2 - 0.7418 74.18%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6480 64.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8466 84.66%
OATP1B3 inhibitior - 0.2628 26.28%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9716 97.16%
P-glycoprotein inhibitior + 0.8888 88.88%
P-glycoprotein substrate - 0.6149 61.49%
CYP3A4 substrate + 0.6545 65.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8713 87.13%
CYP3A4 inhibition - 0.5788 57.88%
CYP2C9 inhibition - 0.7379 73.79%
CYP2C19 inhibition - 0.7370 73.70%
CYP2D6 inhibition - 0.9288 92.88%
CYP1A2 inhibition - 0.6220 62.20%
CYP2C8 inhibition + 0.7952 79.52%
CYP inhibitory promiscuity - 0.8571 85.71%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4488 44.88%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9313 93.13%
Skin irritation - 0.6283 62.83%
Skin corrosion - 0.8464 84.64%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8449 84.49%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6541 65.41%
skin sensitisation - 0.8142 81.42%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6525 65.25%
Acute Oral Toxicity (c) III 0.4657 46.57%
Estrogen receptor binding + 0.8055 80.55%
Androgen receptor binding + 0.6581 65.81%
Thyroid receptor binding + 0.6673 66.73%
Glucocorticoid receptor binding + 0.7541 75.41%
Aromatase binding + 0.6340 63.40%
PPAR gamma + 0.7302 73.02%
Honey bee toxicity - 0.8077 80.77%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9949 99.49%

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 98.37% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.47% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.38% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.05% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.50% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.02% 90.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.38% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.39% 89.00%
CHEMBL5028 O14672 ADAM10 88.09% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.02% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.90% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.86% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 84.97% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.36% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 84.15% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.72% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.83% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.52% 93.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.45% 94.08%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.11% 81.11%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.06% 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.
There are no matching plants.

Cross-Links

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PubChem 25017176
NPASS NPC29704
ChEMBL CHEMBL446222
LOTUS LTS0179238
wikiData Q105003973