PlantaeDB Logo
Login Sign-up

[(1R,2S,3S,4S,5R,6R,7S,9R)-3-acetyloxy-2,4-dihydroxy-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

Top
Internal ID fc59d6f9-73f9-4c0c-93ba-0f2ee8920ee5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1R,2S,3S,4S,5R,6R,7S,9R)-3-acetyloxy-2,4-dihydroxy-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(C(C2(C(CC3CC2(C1(C)O)OC3(C)C)OC(=O)C=CC4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5)O
SMILES (Isomeric) CC(=O)O[C@H]1[C@H]([C@@H]([C@]2([C@H](C[C@@H]3C[C@@]2([C@@]1(C)O)OC3(C)C)OC(=O)/C=C/C4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5)O
InChI InChI=1S/C33H38O9/c1-20(34)39-28-26(36)27(41-29(37)22-14-10-7-11-15-22)31(4)24(40-25(35)17-16-21-12-8-6-9-13-21)18-23-19-33(31,32(28,5)38)42-30(23,2)3/h6-17,23-24,26-28,36,38H,18-19H2,1-5H3/b17-16+/t23-,24+,26+,27+,28+,31-,32+,33-/m1/s1
InChI Key RPIUOWOTQONAKE-GVZSNRDBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C33H38O9
Molecular Weight 578.60 g/mol
Exact Mass 578.25158279 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.86
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2S,3S,4S,5R,6R,7S,9R)-3-acetyloxy-2,4-dihydroxy-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9721 97.21%
Caco-2 - 0.7940 79.40%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6448 64.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8648 86.48%
OATP1B3 inhibitior - 0.2356 23.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9577 95.77%
P-glycoprotein inhibitior + 0.8392 83.92%
P-glycoprotein substrate - 0.5434 54.34%
CYP3A4 substrate + 0.6705 67.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8790 87.90%
CYP3A4 inhibition - 0.7442 74.42%
CYP2C9 inhibition - 0.8071 80.71%
CYP2C19 inhibition - 0.8349 83.49%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.8068 80.68%
CYP2C8 inhibition + 0.8337 83.37%
CYP inhibitory promiscuity - 0.8361 83.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5247 52.47%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9138 91.38%
Skin irritation - 0.7384 73.84%
Skin corrosion - 0.9245 92.45%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8490 84.90%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.6560 65.60%
skin sensitisation - 0.7777 77.77%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6961 69.61%
Acute Oral Toxicity (c) III 0.4377 43.77%
Estrogen receptor binding + 0.7959 79.59%
Androgen receptor binding + 0.6514 65.14%
Thyroid receptor binding + 0.6711 67.11%
Glucocorticoid receptor binding + 0.7330 73.30%
Aromatase binding + 0.6628 66.28%
PPAR gamma + 0.7247 72.47%
Honey bee toxicity - 0.8085 80.85%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9960 99.60%

Targets

Top

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 97.55% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.47% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.58% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.40% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.11% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.69% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.73% 95.50%
CHEMBL1951 P21397 Monoamine oxidase A 89.72% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.64% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.15% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.47% 99.23%
CHEMBL2581 P07339 Cathepsin D 86.31% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.90% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.58% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.22% 97.14%
CHEMBL5028 O14672 ADAM10 85.18% 97.50%
CHEMBL4208 P20618 Proteasome component C5 84.02% 90.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.64% 83.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.31% 89.44%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.03% 81.11%
CHEMBL2535 P11166 Glucose transporter 82.56% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.87% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 81.61% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.44% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.38% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.33% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.05% 99.17%

Plants that contains it

Top
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

Top
PubChem 46880538
LOTUS LTS0143844
wikiData Q105242708