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[(1S,2S,3S,4S,5R,6R,7S,9R,12R)-3,4,12-triacetyloxy-2-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 bfd4a1a8-96b6-408e-981e-a25c3e2899cd
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1S,2S,3S,4S,5R,6R,7S,9R,12R)-3,4,12-triacetyloxy-2-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) CC(=O)OC1C(C2(C(CC3C(C2(C(C1OC(=O)C)(C)O)OC3(C)C)OC(=O)C)OC(=O)C=CC4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5
SMILES (Isomeric) CC(=O)O[C@H]1[C@@H]([C@]2([C@H](C[C@@H]3[C@H]([C@@]2([C@@]([C@H]1OC(=O)C)(C)O)OC3(C)C)OC(=O)C)OC(=O)/C=C/C4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5
InChI InChI=1S/C37H42O12/c1-21(38)44-29-31(48-33(42)25-16-12-9-13-17-25)35(6)27(47-28(41)19-18-24-14-10-8-11-15-24)20-26-30(45-22(2)39)37(35,49-34(26,4)5)36(7,43)32(29)46-23(3)40/h8-19,26-27,29-32,43H,20H2,1-7H3/b19-18+/t26-,27+,29+,30-,31+,32+,35-,36+,37-/m1/s1
InChI Key OJPNPGSTVDRSGU-RSMIBNGDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H42O12
Molecular Weight 678.70 g/mol
Exact Mass 678.26762677 g/mol
Topological Polar Surface Area (TPSA) 161.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.97
H-Bond Acceptor 12
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 [(1S,2S,3S,4S,5R,6R,7S,9R,12R)-3,4,12-triacetyloxy-2-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 + 0.9892 98.92%
Caco-2 - 0.8001 80.01%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6538 65.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8491 84.91%
OATP1B3 inhibitior - 0.2166 21.66%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9762 97.62%
P-glycoprotein inhibitior + 0.9085 90.85%
P-glycoprotein substrate - 0.5694 56.94%
CYP3A4 substrate + 0.6676 66.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8813 88.13%
CYP3A4 inhibition - 0.7256 72.56%
CYP2C9 inhibition - 0.8993 89.93%
CYP2C19 inhibition - 0.8858 88.58%
CYP2D6 inhibition - 0.9305 93.05%
CYP1A2 inhibition - 0.8812 88.12%
CYP2C8 inhibition + 0.8170 81.70%
CYP inhibitory promiscuity - 0.8528 85.28%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.3915 39.15%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8881 88.81%
Skin irritation - 0.7478 74.78%
Skin corrosion - 0.9274 92.74%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8138 81.38%
Micronuclear + 0.5059 50.59%
Hepatotoxicity - 0.5791 57.91%
skin sensitisation - 0.7241 72.41%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6952 69.52%
Acute Oral Toxicity (c) III 0.4861 48.61%
Estrogen receptor binding + 0.7793 77.93%
Androgen receptor binding + 0.6977 69.77%
Thyroid receptor binding + 0.6696 66.96%
Glucocorticoid receptor binding + 0.7273 72.73%
Aromatase binding + 0.6478 64.78%
PPAR gamma + 0.7439 74.39%
Honey bee toxicity - 0.8112 81.12%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9935 99.35%

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 97.76% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.77% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.74% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.98% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.37% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.03% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.57% 96.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.63% 93.99%
CHEMBL5028 O14672 ADAM10 87.03% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 85.90% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.79% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.36% 97.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.19% 94.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.88% 83.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.69% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.59% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.58% 91.19%
CHEMBL2581 P07339 Cathepsin D 83.49% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.46% 94.08%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.11% 89.34%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.08% 93.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.00% 81.11%
CHEMBL4208 P20618 Proteasome component C5 81.37% 90.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.02% 89.44%

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 46880539
LOTUS LTS0240637
wikiData Q105193208