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methyl (1R,2S,3R,6R,8S,9S,10S,13S,14R,15R,16S,17S)-10,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4-oxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-11-ene-17-carboxylate

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 b98840ae-c17a-467b-a3fe-90112a2f0aa0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name methyl (1R,2S,3R,6R,8S,9S,10S,13S,14R,15R,16S,17S)-10,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4-oxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-11-ene-17-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H44O16/c1-11(2)6-17(34)48-23-25-31-10-44-32(25,29(42)43-5)26(40)22(39)24(31)30(4)8-14(18(35)12(3)13(30)7-16(31)47-27(23)41)45-28-21(38)20(37)19(36)15(9-33)46-28/h6,8,12-13,15-16,18-26,28,33,35-40H,7,9-10H2,1-5H3/t12-,13-,15+,16+,18-,19+,20-,21+,22+,23+,24+,25+,26-,28+,30-,31+,32-/m0/s1
InChI Key HAJNXTKUALKYLX-ZSAPHHRXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O16
Molecular Weight 684.70 g/mol
Exact Mass 684.26293531 g/mol
Topological Polar Surface Area (TPSA) 248.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -2.58
H-Bond Acceptor 16
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2S,3R,6R,8S,9S,10S,13S,14R,15R,16S,17S)-10,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4-oxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-11-ene-17-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7012 70.12%
Caco-2 - 0.8742 87.42%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7392 73.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8102 81.02%
OATP1B3 inhibitior + 0.9346 93.46%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8138 81.38%
P-glycoprotein inhibitior + 0.6679 66.79%
P-glycoprotein substrate + 0.8053 80.53%
CYP3A4 substrate + 0.7132 71.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8883 88.83%
CYP3A4 inhibition - 0.8951 89.51%
CYP2C9 inhibition - 0.8400 84.00%
CYP2C19 inhibition - 0.8450 84.50%
CYP2D6 inhibition - 0.9304 93.04%
CYP1A2 inhibition - 0.8917 89.17%
CYP2C8 inhibition + 0.6246 62.46%
CYP inhibitory promiscuity - 0.8718 87.18%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5995 59.95%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9177 91.77%
Skin irritation - 0.7143 71.43%
Skin corrosion - 0.9347 93.47%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7178 71.78%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5698 56.98%
skin sensitisation - 0.8488 84.88%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5673 56.73%
Acute Oral Toxicity (c) III 0.5883 58.83%
Estrogen receptor binding + 0.7787 77.87%
Androgen receptor binding + 0.7187 71.87%
Thyroid receptor binding - 0.5526 55.26%
Glucocorticoid receptor binding + 0.6487 64.87%
Aromatase binding + 0.6770 67.70%
PPAR gamma + 0.7296 72.96%
Honey bee toxicity - 0.6171 61.71%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9128 91.28%

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 98.98% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.69% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.40% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.03% 96.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 92.50% 89.34%
CHEMBL2581 P07339 Cathepsin D 91.67% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.83% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.38% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.26% 91.24%
CHEMBL2996 Q05655 Protein kinase C delta 88.36% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.94% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.41% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.11% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.95% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.63% 91.07%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.26% 96.21%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.66% 97.28%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.50% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.00% 95.89%
CHEMBL5028 O14672 ADAM10 81.56% 97.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.40% 86.92%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.16% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.01% 96.77%

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.
Brucea javanica

Cross-Links

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PubChem 101366764
LOTUS LTS0076177
wikiData Q105024916