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12,15,16-Trihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylic acid

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 adc4005e-aa08-4fac-a97d-7ffe8bdc0fa2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name 12,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylic acid
SMILES (Canonical) CC1=CC(=O)C(C2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)CC(C)C)(OC5)C(=O)O)O)O)C)O
SMILES (Isomeric) CC1=CC(=O)C(C2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)CC(C)C)(OC5)C(=O)O)O)O)C)O
InChI InChI=1S/C25H32O11/c1-9(2)5-14(27)36-16-18-24-8-34-25(18,22(32)33)20(30)15(28)17(24)23(4)11(7-13(24)35-21(16)31)10(3)6-12(26)19(23)29/h6,9,11,13,15-20,28-30H,5,7-8H2,1-4H3,(H,32,33)
InChI Key ZQPNDEUMLUGJDA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H32O11
Molecular Weight 508.50 g/mol
Exact Mass 508.19446183 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.41
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 12,15,16-Trihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8448 84.48%
Caco-2 - 0.8231 82.31%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7825 78.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8239 82.39%
OATP1B3 inhibitior + 0.9399 93.99%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.4866 48.66%
P-glycoprotein inhibitior - 0.4580 45.80%
P-glycoprotein substrate + 0.8870 88.70%
CYP3A4 substrate + 0.6944 69.44%
CYP2C9 substrate - 0.8217 82.17%
CYP2D6 substrate - 0.8975 89.75%
CYP3A4 inhibition - 0.8518 85.18%
CYP2C9 inhibition - 0.8033 80.33%
CYP2C19 inhibition - 0.8596 85.96%
CYP2D6 inhibition - 0.9298 92.98%
CYP1A2 inhibition - 0.8564 85.64%
CYP2C8 inhibition - 0.5893 58.93%
CYP inhibitory promiscuity - 0.7975 79.75%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5374 53.74%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9265 92.65%
Skin irritation - 0.6035 60.35%
Skin corrosion - 0.9287 92.87%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6139 61.39%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5158 51.58%
skin sensitisation - 0.8372 83.72%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.8102 81.02%
Acute Oral Toxicity (c) III 0.6464 64.64%
Estrogen receptor binding + 0.7307 73.07%
Androgen receptor binding + 0.6790 67.90%
Thyroid receptor binding - 0.5294 52.94%
Glucocorticoid receptor binding + 0.5940 59.40%
Aromatase binding + 0.6153 61.53%
PPAR gamma + 0.6386 63.86%
Honey bee toxicity - 0.7269 72.69%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9866 98.66%

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 97.47% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.96% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.67% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.42% 96.38%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 93.44% 96.47%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.58% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 92.41% 90.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.26% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.82% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.44% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.79% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.85% 99.15%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.23% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.22% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.03% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.55% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.04% 94.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.80% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.02% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.47% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 82.71% 97.79%
CHEMBL5028 O14672 ADAM10 81.31% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.26% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.58% 98.75%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.19% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.18% 97.09%

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 74950433
LOTUS LTS0026594
wikiData Q105270972