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[(1S,2S,4S,5R,6S,7R,8S,9S,12R)-5-acetyloxy-2,4,12-trihydroxy-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 f06c2d70-5c16-4130-b933-25c9fa651b71
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,4S,5R,6S,7R,8S,9S,12R)-5-acetyloxy-2,4,12-trihydroxy-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)
SMILES (Isomeric)
InChI InChI=1S/C33H38O10/c1-19(34)40-27-22(35)18-31(4,39)33-26(37)24(30(2,3)43-33)25(41-23(36)17-16-20-12-8-6-9-13-20)28(32(27,33)5)42-29(38)21-14-10-7-11-15-21/h6-17,22,24-28,35,37,39H,18H2,1-5H3/b17-16+/t22-,24+,25-,26+,27-,28-,31-,32-,33-/m0/s1
InChI Key XZOJCOGTVAZOMJ-DQFAEUCBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H38O10
Molecular Weight 594.60 g/mol
Exact Mass 594.24649740 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.83
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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[Acetoxy-trihydroxy-tetramethyl-[(E)-3-phenylprop-2-enoyl]oxy-[?]yl] benzoate

2D Structure

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2D Structure of [(1S,2S,4S,5R,6S,7R,8S,9S,12R)-5-acetyloxy-2,4,12-trihydroxy-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 + 0.9321 93.21%
Caco-2 - 0.8160 81.60%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5095 50.95%
OATP2B1 inhibitior - 0.8561 85.61%
OATP1B1 inhibitior + 0.8523 85.23%
OATP1B3 inhibitior + 0.9111 91.11%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9351 93.51%
P-glycoprotein inhibitior + 0.8397 83.97%
P-glycoprotein substrate - 0.5364 53.64%
CYP3A4 substrate + 0.6759 67.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8778 87.78%
CYP3A4 inhibition + 0.5526 55.26%
CYP2C9 inhibition - 0.7928 79.28%
CYP2C19 inhibition - 0.8553 85.53%
CYP2D6 inhibition - 0.9150 91.50%
CYP1A2 inhibition - 0.8503 85.03%
CYP2C8 inhibition + 0.7619 76.19%
CYP inhibitory promiscuity - 0.7156 71.56%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4158 41.58%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.7302 73.02%
Skin corrosion - 0.9205 92.05%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8158 81.58%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.7791 77.91%
skin sensitisation - 0.7740 77.40%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7145 71.45%
Acute Oral Toxicity (c) I 0.3681 36.81%
Estrogen receptor binding + 0.7907 79.07%
Androgen receptor binding + 0.7076 70.76%
Thyroid receptor binding + 0.6736 67.36%
Glucocorticoid receptor binding + 0.6783 67.83%
Aromatase binding + 0.5996 59.96%
PPAR gamma + 0.7248 72.48%
Honey bee toxicity - 0.7758 77.58%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9898 98.98%

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 98.25% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.19% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.27% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.83% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 93.09% 91.49%
CHEMBL2581 P07339 Cathepsin D 91.97% 98.95%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 91.67% 81.11%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.09% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.80% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.20% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.14% 89.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 86.94% 87.67%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.67% 83.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.32% 99.23%
CHEMBL4208 P20618 Proteasome component C5 85.97% 90.00%
CHEMBL5028 O14672 ADAM10 84.84% 97.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.47% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.62% 97.09%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.09% 89.44%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.01% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 82.92% 91.19%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.85% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.11% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.08% 97.14%

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 44598154
LOTUS LTS0234186
wikiData Q105345075