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methyl 2-[(1R,6R,7R,10R,11S,12S,14R,15S,16S,18R)-14,18-diacetyloxy-6-(furan-3-yl)-16-hydroxy-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-12-yl]acetate

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 d0af4fb1-9bb5-498d-97e4-378b365ac400
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1R,6R,7R,10R,11S,12S,14R,15S,16S,18R)-14,18-diacetyloxy-6-(furan-3-yl)-16-hydroxy-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-12-yl]acetate
SMILES (Canonical) CC(=O)OC1C2C(C34C(CCC5(C3=CC(=O)OC5C6=COC=C6)C)C(C2(O4)O)(C(C1(C)C)CC(=O)OC)C)OC(=O)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]2[C@H](C([C@@H]([C@@]3([C@]2(O[C@@]14[C@@H]3CC[C@@]5(C4=CC(=O)O[C@H]5C6=COC=C6)C)O)C)CC(=O)OC)(C)C)OC(=O)C
InChI InChI=1S/C31H38O11/c1-15(32)39-25-23-26(40-16(2)33)30-18(29(6,31(23,36)42-30)19(27(25,3)4)12-21(34)37-7)8-10-28(5)20(30)13-22(35)41-24(28)17-9-11-38-14-17/h9,11,13-14,18-19,23-26,36H,8,10,12H2,1-7H3/t18-,19+,23+,24+,25-,26-,28-,29-,30-,31+/m1/s1
InChI Key AOUYWWJPLUTFAB-KPZOYZNSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H38O11
Molecular Weight 586.60 g/mol
Exact Mass 586.24141202 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,6R,7R,10R,11S,12S,14R,15S,16S,18R)-14,18-diacetyloxy-6-(furan-3-yl)-16-hydroxy-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-12-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9808 98.08%
Caco-2 - 0.7643 76.43%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8170 81.70%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior - 0.7738 77.38%
OATP1B3 inhibitior - 0.6120 61.20%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9667 96.67%
P-glycoprotein inhibitior + 0.8115 81.15%
P-glycoprotein substrate + 0.5353 53.53%
CYP3A4 substrate + 0.6968 69.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8743 87.43%
CYP3A4 inhibition + 0.7289 72.89%
CYP2C9 inhibition - 0.7407 74.07%
CYP2C19 inhibition - 0.8143 81.43%
CYP2D6 inhibition - 0.9021 90.21%
CYP1A2 inhibition - 0.7802 78.02%
CYP2C8 inhibition + 0.7221 72.21%
CYP inhibitory promiscuity - 0.6757 67.57%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.4449 44.49%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8799 87.99%
Skin irritation - 0.6136 61.36%
Skin corrosion - 0.9152 91.52%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7719 77.19%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5695 56.95%
skin sensitisation - 0.8497 84.97%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5291 52.91%
Acute Oral Toxicity (c) I 0.6904 69.04%
Estrogen receptor binding + 0.8182 81.82%
Androgen receptor binding + 0.7490 74.90%
Thyroid receptor binding + 0.6706 67.06%
Glucocorticoid receptor binding + 0.8062 80.62%
Aromatase binding + 0.7580 75.80%
PPAR gamma + 0.7554 75.54%
Honey bee toxicity - 0.7300 73.00%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9865 98.65%

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 97.60% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.50% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.59% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.75% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.03% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 86.73% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.67% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.62% 94.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.40% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.04% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.80% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.69% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.48% 82.69%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.45% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.39% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.42% 94.80%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.54% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.23% 95.56%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.10% 95.71%
CHEMBL5028 O14672 ADAM10 80.51% 97.50%

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.
Xylocarpus granatum

Cross-Links

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PubChem 16681111
LOTUS LTS0119248
wikiData Q104915962