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[(1S,2R,5S,9R,10E,12S)-9-hydroxy-1,5,9-trimethyl-7-oxo-12-propan-2-yl-15-oxabicyclo[10.2.1]pentadec-10-en-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 dd2f50bd-57db-4886-bf8a-5bf4a01397cb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1S,2R,5S,9R,10E,12S)-9-hydroxy-1,5,9-trimethyl-7-oxo-12-propan-2-yl-15-oxabicyclo[10.2.1]pentadec-10-en-2-yl] acetate
SMILES (Canonical) CC1CCC(C2(CCC(O2)(C=CC(CC(=O)C1)(C)O)C(C)C)C)OC(=O)C
SMILES (Isomeric) C[C@H]1CC[C@H]([C@@]2(CC[C@@](O2)(/C=C/[C@](CC(=O)C1)(C)O)C(C)C)C)OC(=O)C
InChI InChI=1S/C22H36O5/c1-15(2)22-11-9-20(5,25)14-18(24)13-16(3)7-8-19(26-17(4)23)21(6,27-22)10-12-22/h9,11,15-16,19,25H,7-8,10,12-14H2,1-6H3/b11-9+/t16-,19+,20-,21-,22-/m0/s1
InChI Key IUFPYOKJDZVLEN-MDELZEAXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H36O5
Molecular Weight 380.50 g/mol
Exact Mass 380.25627424 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.97
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,5S,9R,10E,12S)-9-hydroxy-1,5,9-trimethyl-7-oxo-12-propan-2-yl-15-oxabicyclo[10.2.1]pentadec-10-en-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 + 0.9693 96.93%
Caco-2 + 0.6324 63.24%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7024 70.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8920 89.20%
OATP1B3 inhibitior + 0.8738 87.38%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7817 78.17%
P-glycoprotein inhibitior - 0.5335 53.35%
P-glycoprotein substrate - 0.7194 71.94%
CYP3A4 substrate + 0.6420 64.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8822 88.22%
CYP3A4 inhibition - 0.6751 67.51%
CYP2C9 inhibition - 0.8355 83.55%
CYP2C19 inhibition - 0.7671 76.71%
CYP2D6 inhibition - 0.9609 96.09%
CYP1A2 inhibition - 0.5511 55.11%
CYP2C8 inhibition - 0.7291 72.91%
CYP inhibitory promiscuity - 0.9762 97.62%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5928 59.28%
Eye corrosion - 0.9808 98.08%
Eye irritation - 0.9165 91.65%
Skin irritation + 0.5996 59.96%
Skin corrosion - 0.8770 87.70%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7018 70.18%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8115 81.15%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.7485 74.85%
Acute Oral Toxicity (c) III 0.3381 33.81%
Estrogen receptor binding + 0.7642 76.42%
Androgen receptor binding - 0.5081 50.81%
Thyroid receptor binding + 0.6546 65.46%
Glucocorticoid receptor binding + 0.7636 76.36%
Aromatase binding + 0.6655 66.55%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7779 77.79%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5250 52.50%
Fish aquatic toxicity + 0.9671 96.71%

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 97.52% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.40% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.13% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.29% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.64% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.79% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.45% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.92% 94.80%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.16% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.76% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.51% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.49% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.73% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.47% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.46% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.32% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.50% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 85.42% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.37% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.60% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.26% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.14% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.76% 92.62%
CHEMBL5028 O14672 ADAM10 80.87% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162867886
LOTUS LTS0217994
wikiData Q105120533