(1S,2S,4S,7S,8R,10R,11S,13R,16R)-11-methyl-4-prop-1-en-2-yl-14,17-dioxapentacyclo[8.5.1.18,11.02,7.013,16]heptadecane-6,9,15-trione

Details

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Internal ID 006ff657-19a6-4546-804a-30c8a68d2db5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (1S,2S,4S,7S,8R,10R,11S,13R,16R)-11-methyl-4-prop-1-en-2-yl-14,17-dioxapentacyclo[8.5.1.18,11.02,7.013,16]heptadecane-6,9,15-trione
SMILES (Canonical) CC(=C)C1CC2C3C4C(CC5(C4C(=O)C(C2C(=O)C1)O5)C)OC3=O
SMILES (Isomeric) CC(=C)[C@H]1C[C@@H]2[C@H]3[C@@H]4[C@@H](C[C@]5([C@@H]4C(=O)[C@@H]([C@H]2C(=O)C1)O5)C)OC3=O
InChI InChI=1S/C19H22O5/c1-7(2)8-4-9-12(10(20)5-8)17-16(21)15-14-11(6-19(15,3)24-17)23-18(22)13(9)14/h8-9,11-15,17H,1,4-6H2,2-3H3/t8-,9-,11+,12+,13-,14-,15-,17+,19-/m0/s1
InChI Key PYPSGVNKYAOLQT-JLURMUQXSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C19H22O5
Molecular Weight 330.40 g/mol
Exact Mass 330.14672380 g/mol
Topological Polar Surface Area (TPSA) 69.70 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.69
H-Bond Acceptor 5
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,2S,4S,7S,8R,10R,11S,13R,16R)-11-methyl-4-prop-1-en-2-yl-14,17-dioxapentacyclo[8.5.1.18,11.02,7.013,16]heptadecane-6,9,15-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9921 99.21%
Caco-2 + 0.5537 55.37%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5974 59.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8845 88.45%
OATP1B3 inhibitior + 0.8998 89.98%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.7877 78.77%
P-glycoprotein inhibitior - 0.6287 62.87%
P-glycoprotein substrate - 0.5994 59.94%
CYP3A4 substrate + 0.6261 62.61%
CYP2C9 substrate - 0.7919 79.19%
CYP2D6 substrate - 0.8487 84.87%
CYP3A4 inhibition - 0.7929 79.29%
CYP2C9 inhibition - 0.9288 92.88%
CYP2C19 inhibition - 0.8872 88.72%
CYP2D6 inhibition - 0.9350 93.50%
CYP1A2 inhibition - 0.7698 76.98%
CYP2C8 inhibition - 0.7864 78.64%
CYP inhibitory promiscuity - 0.9295 92.95%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8919 89.19%
Carcinogenicity (trinary) Non-required 0.5616 56.16%
Eye corrosion - 0.9543 95.43%
Eye irritation - 0.8112 81.12%
Skin irritation - 0.5921 59.21%
Skin corrosion - 0.8518 85.18%
Ames mutagenesis - 0.5070 50.70%
Human Ether-a-go-go-Related Gene inhibition - 0.7338 73.38%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.5158 51.58%
skin sensitisation - 0.5929 59.29%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.9312 93.12%
Acute Oral Toxicity (c) III 0.4875 48.75%
Estrogen receptor binding + 0.7130 71.30%
Androgen receptor binding + 0.7017 70.17%
Thyroid receptor binding + 0.5471 54.71%
Glucocorticoid receptor binding + 0.5866 58.66%
Aromatase binding - 0.5000 50.00%
PPAR gamma - 0.5474 54.74%
Honey bee toxicity - 0.7211 72.11%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9837 98.37%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.50% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.94% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.95% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.61% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.04% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.76% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 84.76% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.58% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.72% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 83.45% 98.03%
CHEMBL1902 P62942 FK506-binding protein 1A 82.91% 97.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.69% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 82.10% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.29% 97.14%

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.
Lythrum salicaria
Torilis japonica

Cross-Links

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PubChem 21593886
NPASS NPC44788
LOTUS LTS0129134
wikiData Q105216709