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[(1S,2R,4S,9S,10R,13S,14R,16S)-5,5,9,14-tetramethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecan-2-yl] acetate

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 d7baea42-3714-4090-a42f-ed4e03b53007
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,2R,4S,9S,10R,13S,14R,16S)-5,5,9,14-tetramethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecan-2-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(CCCC2(C3C14CC(CC3)C5(C4O5)C)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@](CCCC2(C)C)([C@@H]3[C@@]14C[C@H](CC3)[C@@]5([C@H]4O5)C)C
InChI InChI=1S/C22H34O3/c1-13(23)24-17-11-16-19(2,3)9-6-10-20(16,4)15-8-7-14-12-22(15,17)18-21(14,5)25-18/h14-18H,6-12H2,1-5H3/t14-,15+,16-,17+,18+,20+,21+,22-/m0/s1
InChI Key ZGIJSQYZOQVMBL-VNKFKIMISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H34O3
Molecular Weight 346.50 g/mol
Exact Mass 346.25079494 g/mol
Topological Polar Surface Area (TPSA) 38.80 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.73
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,4S,9S,10R,13S,14R,16S)-5,5,9,14-tetramethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecan-2-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9866 98.66%
Caco-2 + 0.7475 74.75%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5795 57.95%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8914 89.14%
OATP1B3 inhibitior + 0.9755 97.55%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6331 63.31%
P-glycoprotein inhibitior - 0.5769 57.69%
P-glycoprotein substrate - 0.8231 82.31%
CYP3A4 substrate + 0.6725 67.25%
CYP2C9 substrate - 0.7982 79.82%
CYP2D6 substrate - 0.8443 84.43%
CYP3A4 inhibition - 0.9510 95.10%
CYP2C9 inhibition - 0.5740 57.40%
CYP2C19 inhibition + 0.5322 53.22%
CYP2D6 inhibition - 0.9361 93.61%
CYP1A2 inhibition - 0.7433 74.33%
CYP2C8 inhibition - 0.5845 58.45%
CYP inhibitory promiscuity - 0.9555 95.55%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6708 67.08%
Eye corrosion - 0.9696 96.96%
Eye irritation - 0.8655 86.55%
Skin irritation - 0.6508 65.08%
Skin corrosion - 0.9155 91.55%
Ames mutagenesis - 0.7137 71.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4875 48.75%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.6882 68.82%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.5914 59.14%
Acute Oral Toxicity (c) III 0.5519 55.19%
Estrogen receptor binding + 0.9070 90.70%
Androgen receptor binding - 0.4851 48.51%
Thyroid receptor binding + 0.6792 67.92%
Glucocorticoid receptor binding + 0.7770 77.70%
Aromatase binding + 0.7120 71.20%
PPAR gamma + 0.7608 76.08%
Honey bee toxicity - 0.7521 75.21%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9466 94.66%

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 95.62% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.39% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.97% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.40% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.41% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 87.09% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.60% 96.38%
CHEMBL237 P41145 Kappa opioid receptor 86.43% 98.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.15% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.12% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.38% 97.28%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 84.12% 98.99%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.00% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 83.12% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.89% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.93% 92.94%
CHEMBL259 P32245 Melanocortin receptor 4 81.85% 95.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.57% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.50% 92.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.45% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.32% 89.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.05% 96.77%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.03% 97.31%

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.
Sideritis trojana

Cross-Links

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PubChem 163059731
LOTUS LTS0006973
wikiData Q105375218