(4,5,8,17-Tetrahydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-12-yl) 2-methylbut-2-enoate

Details

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Internal ID d6688710-d6c5-4bfa-88ae-3d985ace83d3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name (4,5,8,17-tetrahydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-12-yl) 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C(=CC(=O)C(C2(C3C45C1OC(=O)C(C4C(C(C3(OC5)O)O)C)O)C)O)C
SMILES (Isomeric) CC=C(C)C(=O)OC1C2C(=CC(=O)C(C2(C3C45C1OC(=O)C(C4C(C(C3(OC5)O)O)C)O)C)O)C
InChI InChI=1S/C25H32O10/c1-6-9(2)20(30)34-16-13-10(3)7-12(26)18(29)23(13,5)22-24-8-33-25(22,32)17(28)11(4)14(24)15(27)21(31)35-19(16)24/h6-7,11,13-19,22,27-29,32H,8H2,1-5H3
InChI Key FGNINKUIGQDHHQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H32O10
Molecular Weight 492.50 g/mol
Exact Mass 492.19954721 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -0.38
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4,5,8,17-Tetrahydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-12-yl) 2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8765 87.65%
Caco-2 - 0.7094 70.94%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7713 77.13%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.8529 85.29%
OATP1B3 inhibitior + 0.9094 90.94%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5615 56.15%
P-glycoprotein inhibitior + 0.5843 58.43%
P-glycoprotein substrate + 0.8043 80.43%
CYP3A4 substrate + 0.6854 68.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8947 89.47%
CYP3A4 inhibition - 0.7751 77.51%
CYP2C9 inhibition - 0.7438 74.38%
CYP2C19 inhibition - 0.7457 74.57%
CYP2D6 inhibition - 0.9311 93.11%
CYP1A2 inhibition - 0.7942 79.42%
CYP2C8 inhibition - 0.5880 58.80%
CYP inhibitory promiscuity - 0.7466 74.66%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5151 51.51%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9182 91.82%
Skin irritation - 0.6545 65.45%
Skin corrosion - 0.9273 92.73%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3644 36.44%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5993 59.93%
skin sensitisation - 0.8114 81.14%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6924 69.24%
Acute Oral Toxicity (c) III 0.4792 47.92%
Estrogen receptor binding + 0.8166 81.66%
Androgen receptor binding + 0.6873 68.73%
Thyroid receptor binding + 0.5726 57.26%
Glucocorticoid receptor binding + 0.6306 63.06%
Aromatase binding + 0.5933 59.33%
PPAR gamma + 0.6467 64.67%
Honey bee toxicity - 0.6873 68.73%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9462 94.62%

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 93.39% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.68% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.12% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.04% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.69% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 89.52% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.29% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.73% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.64% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.06% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.73% 85.30%
CHEMBL1937 Q92769 Histone deacetylase 2 84.75% 94.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.49% 91.07%
CHEMBL2581 P07339 Cathepsin D 83.96% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.31% 97.25%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.23% 89.34%
CHEMBL340 P08684 Cytochrome P450 3A4 81.82% 91.19%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.66% 93.40%

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.
Quassia undulata

Cross-Links

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PubChem 435310
LOTUS LTS0274492
wikiData Q104994974