(1S,13S,18S,19R)-9,14,18-trimethyl-13-(3-methylbutanoyl)-4,12,20-trioxapentacyclo[11.6.1.02,11.05,10.015,19]icosa-2(11),5,7,9,14-pentaen-3-one

Details

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Internal ID 5dcf1e25-fd27-4b48-8825-109181482701
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (1S,13S,18S,19R)-9,14,18-trimethyl-13-(3-methylbutanoyl)-4,12,20-trioxapentacyclo[11.6.1.02,11.05,10.015,19]icosa-2(11),5,7,9,14-pentaen-3-one
SMILES (Canonical) CC1CCC2=C(C3(OC(C12)C4=C(O3)C5=C(C=CC=C5OC4=O)C)C(=O)CC(C)C)C
SMILES (Isomeric) C[C@H]1CCC2=C([C@@]3(O[C@@H]([C@H]12)C4=C(O3)C5=C(C=CC=C5OC4=O)C)C(=O)CC(C)C)C
InChI InChI=1S/C25H28O5/c1-12(2)11-18(26)25-15(5)16-10-9-14(4)19(16)22(29-25)21-23(30-25)20-13(3)7-6-8-17(20)28-24(21)27/h6-8,12,14,19,22H,9-11H2,1-5H3/t14-,19+,22-,25-/m0/s1
InChI Key CMUZRXRWUUHPQJ-CICGUXRYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H28O5
Molecular Weight 408.50 g/mol
Exact Mass 408.19367399 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 3.90
Atomic LogP (AlogP) 5.24
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,13S,18S,19R)-9,14,18-trimethyl-13-(3-methylbutanoyl)-4,12,20-trioxapentacyclo[11.6.1.02,11.05,10.015,19]icosa-2(11),5,7,9,14-pentaen-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9795 97.95%
Caco-2 + 0.7749 77.49%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7691 76.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8833 88.33%
OATP1B3 inhibitior + 0.9186 91.86%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8056 80.56%
P-glycoprotein inhibitior + 0.8136 81.36%
P-glycoprotein substrate + 0.6016 60.16%
CYP3A4 substrate + 0.6535 65.35%
CYP2C9 substrate + 0.8182 81.82%
CYP2D6 substrate - 0.8666 86.66%
CYP3A4 inhibition - 0.6096 60.96%
CYP2C9 inhibition - 0.5220 52.20%
CYP2C19 inhibition - 0.5682 56.82%
CYP2D6 inhibition - 0.8260 82.60%
CYP1A2 inhibition + 0.5584 55.84%
CYP2C8 inhibition - 0.5789 57.89%
CYP inhibitory promiscuity - 0.6042 60.42%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5504 55.04%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8901 89.01%
Skin irritation - 0.6532 65.32%
Skin corrosion - 0.8946 89.46%
Ames mutagenesis - 0.6728 67.28%
Human Ether-a-go-go-Related Gene inhibition - 0.3913 39.13%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.7373 73.73%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8902 89.02%
Acute Oral Toxicity (c) III 0.5102 51.02%
Estrogen receptor binding + 0.7353 73.53%
Androgen receptor binding + 0.7736 77.36%
Thyroid receptor binding + 0.5179 51.79%
Glucocorticoid receptor binding + 0.8656 86.56%
Aromatase binding + 0.5906 59.06%
PPAR gamma + 0.7678 76.78%
Honey bee toxicity - 0.8651 86.51%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9957 99.57%

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
CHEMBL2581 P07339 Cathepsin D 96.80% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.20% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.77% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.16% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.45% 97.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 89.06% 90.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.95% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.10% 96.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.08% 93.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.01% 96.47%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.36% 93.03%
CHEMBL4581 P52732 Kinesin-like protein 1 84.39% 93.18%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.34% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.91% 94.00%
CHEMBL5028 O14672 ADAM10 81.07% 97.50%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.00% 93.65%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.73% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.64% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.48% 94.45%

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.
Lycoseris triplinervia

Cross-Links

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PubChem 162981111
LOTUS LTS0165528
wikiData Q104965231