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[(1S,2R,4S,5R,9R,10R,14S,15S,17S)-9-(furan-3-yl)-1-hydroxy-15-(2-methoxy-2-oxoethyl)-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadec-12-en-17-yl] (E)-2-methylbut-2-enoate

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 d016b512-7b00-4181-9e38-6a3acd9a1c7c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,4S,5R,9R,10R,14S,15S,17S)-9-(furan-3-yl)-1-hydroxy-15-(2-methoxy-2-oxoethyl)-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadec-12-en-17-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H38O10/c1-8-16(2)24(35)41-26-28(3,4)19(13-21(33)38-7)30(6)18-9-11-29(5)20(32(18)27(42-32)31(26,37)25(30)36)14-22(34)40-23(29)17-10-12-39-15-17/h8-10,12,15,19-20,23,26-27,37H,11,13-14H2,1-7H3/b16-8+/t19-,20+,23-,26-,27+,29+,30+,31-,32+/m0/s1
InChI Key KZECPRHFICCVSV-SJORWXJISA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C32H38O10
Molecular Weight 582.60 g/mol
Exact Mass 582.24649740 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.78
H-Bond Acceptor 10
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 [(1S,2R,4S,5R,9R,10R,14S,15S,17S)-9-(furan-3-yl)-1-hydroxy-15-(2-methoxy-2-oxoethyl)-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadec-12-en-17-yl] (E)-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 + 0.9875 98.75%
Caco-2 - 0.7516 75.16%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7204 72.04%
OATP2B1 inhibitior - 0.7143 71.43%
OATP1B1 inhibitior - 0.3741 37.41%
OATP1B3 inhibitior - 0.2612 26.12%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9844 98.44%
P-glycoprotein inhibitior + 0.8418 84.18%
P-glycoprotein substrate + 0.6819 68.19%
CYP3A4 substrate + 0.6989 69.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8886 88.86%
CYP3A4 inhibition + 0.8458 84.58%
CYP2C9 inhibition - 0.7365 73.65%
CYP2C19 inhibition - 0.7716 77.16%
CYP2D6 inhibition - 0.9226 92.26%
CYP1A2 inhibition - 0.8704 87.04%
CYP2C8 inhibition + 0.7193 71.93%
CYP inhibitory promiscuity - 0.7448 74.48%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4563 45.63%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.8845 88.45%
Skin irritation - 0.6963 69.63%
Skin corrosion - 0.9292 92.92%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6581 65.81%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.7859 78.59%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6199 61.99%
Acute Oral Toxicity (c) I 0.4404 44.04%
Estrogen receptor binding + 0.7785 77.85%
Androgen receptor binding + 0.7216 72.16%
Thyroid receptor binding + 0.6462 64.62%
Glucocorticoid receptor binding + 0.8297 82.97%
Aromatase binding + 0.6529 65.29%
PPAR gamma + 0.7489 74.89%
Honey bee toxicity - 0.6541 65.41%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9932 99.32%

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 99.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.36% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.97% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.27% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 90.96% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.94% 85.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.49% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.96% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.52% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.39% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.21% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.07% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.97% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.86% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.24% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.79% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.69% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 84.67% 94.73%
CHEMBL3038469 P24941 CDK2/Cyclin A 84.59% 91.38%
CHEMBL2996 Q05655 Protein kinase C delta 83.54% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.06% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.01% 93.00%
CHEMBL4040 P28482 MAP kinase ERK2 81.62% 83.82%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.00% 94.33%

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 72702315
LOTUS LTS0246018
wikiData Q105148104