[(1S,2S,3R,4R,6E,10R)-2-hydroxy-6-(hydroxymethyl)-10-methyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] acetate

Details

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Internal ID d9feac84-4f4e-4d75-b49f-cdbe30378e56
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
IUPAC Name [(1S,2S,3R,4R,6E,10R)-2-hydroxy-6-(hydroxymethyl)-10-methyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] acetate
SMILES (Canonical) CC(C)C1C(CC(=CCCC2(C(C1O)O2)C)CO)OC(=O)C
SMILES (Isomeric) CC(C)[C@H]1[C@@H](C/C(=C\CC[C@@]2([C@H]([C@H]1O)O2)C)/CO)OC(=O)C
InChI InChI=1S/C17H28O5/c1-10(2)14-13(21-11(3)19)8-12(9-18)6-5-7-17(4)16(22-17)15(14)20/h6,10,13-16,18,20H,5,7-9H2,1-4H3/b12-6+/t13-,14+,15+,16+,17-/m1/s1
InChI Key WPJDAJHIAPRNMB-NHHRFLMRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H28O5
Molecular Weight 312.40 g/mol
Exact Mass 312.19367399 g/mol
Topological Polar Surface Area (TPSA) 79.30 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.81
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3R,4R,6E,10R)-2-hydroxy-6-(hydroxymethyl)-10-methyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-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 + 0.9566 95.66%
Caco-2 - 0.5440 54.40%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7968 79.68%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.9324 93.24%
OATP1B3 inhibitior + 0.8710 87.10%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5526 55.26%
BSEP inhibitior - 0.7820 78.20%
P-glycoprotein inhibitior - 0.8993 89.93%
P-glycoprotein substrate - 0.6510 65.10%
CYP3A4 substrate + 0.6195 61.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8489 84.89%
CYP3A4 inhibition - 0.7275 72.75%
CYP2C9 inhibition - 0.5608 56.08%
CYP2C19 inhibition - 0.7363 73.63%
CYP2D6 inhibition - 0.9304 93.04%
CYP1A2 inhibition - 0.5344 53.44%
CYP2C8 inhibition - 0.8112 81.12%
CYP inhibitory promiscuity - 0.8904 89.04%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6245 62.45%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9431 94.31%
Skin irritation - 0.6391 63.91%
Skin corrosion - 0.9569 95.69%
Ames mutagenesis - 0.5137 51.37%
Human Ether-a-go-go-Related Gene inhibition - 0.6212 62.12%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6157 61.57%
skin sensitisation - 0.8061 80.61%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.6801 68.01%
Acute Oral Toxicity (c) III 0.5428 54.28%
Estrogen receptor binding + 0.6088 60.88%
Androgen receptor binding - 0.6298 62.98%
Thyroid receptor binding + 0.5896 58.96%
Glucocorticoid receptor binding + 0.7580 75.80%
Aromatase binding - 0.5385 53.85%
PPAR gamma - 0.5905 59.05%
Honey bee toxicity - 0.7037 70.37%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7205 72.05%
Fish aquatic toxicity + 0.9529 95.29%

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 99.14% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.97% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.03% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.25% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.33% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.20% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.17% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.82% 95.89%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.30% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.96% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 82.19% 90.17%
CHEMBL5028 O14672 ADAM10 82.04% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.44% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.28% 92.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.17% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.05% 100.00%

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.
Pulicaria canariensis

Cross-Links

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PubChem 11162745
LOTUS LTS0164901
wikiData Q105309979