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[(1S,2S,5S,6S,7R,8S,9S,12R)-5-acetyloxy-8-[(2R,3S)-2,3-dihydroxy-3-phenylpropanoyl]oxy-2,12-dihydroxy-2,6,10,10-tetramethyl-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 a274ce9e-1c32-43ea-813e-d82cc1347f4e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,5S,6S,7R,8S,9S,12R)-5-acetyloxy-8-[(2R,3S)-2,3-dihydroxy-3-phenylpropanoyl]oxy-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
SMILES (Canonical) CC(=O)OC1CCC(C23C1(C(C(C(C2O)C(O3)(C)C)OC(=O)C(C(C4=CC=CC=C4)O)O)OC(=O)C5=CC=CC=C5)C)(C)O
SMILES (Isomeric) CC(=O)O[C@H]1CC[C@]([C@]23[C@@]1([C@H]([C@H]([C@H]([C@H]2O)C(O3)(C)C)OC(=O)[C@@H]([C@H](C4=CC=CC=C4)O)O)OC(=O)C5=CC=CC=C5)C)(C)O
InChI InChI=1S/C33H40O11/c1-18(34)41-21-16-17-31(4,40)33-26(37)22(30(2,3)44-33)25(42-29(39)24(36)23(35)19-12-8-6-9-13-19)27(32(21,33)5)43-28(38)20-14-10-7-11-15-20/h6-15,21-27,35-37,40H,16-17H2,1-5H3/t21-,22+,23-,24+,25-,26+,27-,31-,32-,33-/m0/s1
InChI Key PZCBUPIKKHOZKK-VJPNSGOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H40O11
Molecular Weight 612.70 g/mol
Exact Mass 612.25706209 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.24
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,5S,6S,7R,8S,9S,12R)-5-acetyloxy-8-[(2R,3S)-2,3-dihydroxy-3-phenylpropanoyl]oxy-2,12-dihydroxy-2,6,10,10-tetramethyl-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 + 0.8875 88.75%
Caco-2 - 0.8319 83.19%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5991 59.91%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8413 84.13%
OATP1B3 inhibitior + 0.9063 90.63%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.9434 94.34%
P-glycoprotein inhibitior + 0.7973 79.73%
P-glycoprotein substrate - 0.5312 53.12%
CYP3A4 substrate + 0.7028 70.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition + 0.5785 57.85%
CYP2C9 inhibition - 0.7579 75.79%
CYP2C19 inhibition - 0.8027 80.27%
CYP2D6 inhibition - 0.9354 93.54%
CYP1A2 inhibition - 0.7672 76.72%
CYP2C8 inhibition + 0.6758 67.58%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5632 56.32%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9133 91.33%
Skin irritation - 0.6615 66.15%
Skin corrosion - 0.8661 86.61%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7528 75.28%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8588 85.88%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6616 66.16%
Acute Oral Toxicity (c) III 0.5077 50.77%
Estrogen receptor binding + 0.8087 80.87%
Androgen receptor binding + 0.6932 69.32%
Thyroid receptor binding + 0.6085 60.85%
Glucocorticoid receptor binding + 0.6929 69.29%
Aromatase binding + 0.6525 65.25%
PPAR gamma + 0.7471 74.71%
Honey bee toxicity - 0.7271 72.71%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9842 98.42%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.23% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.91% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.13% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 95.18% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.03% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 91.91% 91.19%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.81% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.56% 99.23%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.83% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.80% 95.89%
CHEMBL5028 O14672 ADAM10 87.44% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.36% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 87.15% 83.82%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.52% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.13% 94.08%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.93% 89.44%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.87% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.75% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.48% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.44% 97.14%
CHEMBL3524 P56524 Histone deacetylase 4 84.19% 92.97%
CHEMBL4267 P37173 TGF-beta receptor type II 80.76% 88.18%

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 56670428
LOTUS LTS0062312
wikiData Q105216914