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[(1S,2R,3S,6R,7S,8S,9S,11S,13S,14S,15S,17S,18R,19R,20S,22R)-3,8,18-triacetyloxy-6-(furan-3-yl)-15,19-dihydroxy-22-[(1S)-1-hydroxy-2-methoxy-2-oxoethyl]-11,14,17-trimethyl-4-oxo-5,10,12,21-tetraoxaoctacyclo[9.9.1.12,7.114,17.01,13.02,7.09,13.015,19]tricosan-20-yl] 2-methylpropanoate

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 2206581b-6060-4aa6-8603-d37918ce8e4e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,3S,6R,7S,8S,9S,11S,13S,14S,15S,17S,18R,19R,20S,22R)-3,8,18-triacetyloxy-6-(furan-3-yl)-15,19-dihydroxy-22-[(1S)-1-hydroxy-2-methoxy-2-oxoethyl]-11,14,17-trimethyl-4-oxo-5,10,12,21-tetraoxaoctacyclo[9.9.1.12,7.114,17.01,13.02,7.09,13.015,19]tricosan-20-yl] 2-methylpropanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H46O19/c1-15(2)26(44)55-30-37(48)29(53-18(5)42)31(6)13-36(37,47)32(7,21(31)20(43)27(45)49-9)38-24-23(51-16(3)40)34-14-35(34,39(30,38)58-33(8,56-24)57-38)25(52-17(4)41)28(46)54-22(34)19-10-11-50-12-19/h10-12,15,20-25,29-30,43,47-48H,13-14H2,1-9H3/t20-,21+,22+,23+,24-,25+,29+,30-,31-,32-,33-,34-,35-,36-,37+,38+,39+/m0/s1
InChI Key KFUMNRTWGCJZGH-SEZQQHCFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H46O19
Molecular Weight 818.80 g/mol
Exact Mass 818.26332923 g/mol
Topological Polar Surface Area (TPSA) 259.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.28
H-Bond Acceptor 19
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3S,6R,7S,8S,9S,11S,13S,14S,15S,17S,18R,19R,20S,22R)-3,8,18-triacetyloxy-6-(furan-3-yl)-15,19-dihydroxy-22-[(1S)-1-hydroxy-2-methoxy-2-oxoethyl]-11,14,17-trimethyl-4-oxo-5,10,12,21-tetraoxaoctacyclo[9.9.1.12,7.114,17.01,13.02,7.09,13.015,19]tricosan-20-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9484 94.84%
Caco-2 - 0.8486 84.86%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6211 62.11%
OATP2B1 inhibitior - 0.7224 72.24%
OATP1B1 inhibitior + 0.7263 72.63%
OATP1B3 inhibitior - 0.2695 26.95%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9532 95.32%
P-glycoprotein inhibitior + 0.7848 78.48%
P-glycoprotein substrate + 0.7271 72.71%
CYP3A4 substrate + 0.7289 72.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8377 83.77%
CYP3A4 inhibition + 0.7346 73.46%
CYP2C9 inhibition - 0.8044 80.44%
CYP2C19 inhibition - 0.7908 79.08%
CYP2D6 inhibition - 0.9048 90.48%
CYP1A2 inhibition - 0.8497 84.97%
CYP2C8 inhibition + 0.6899 68.99%
CYP inhibitory promiscuity - 0.9180 91.80%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4766 47.66%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.8920 89.20%
Skin irritation - 0.7476 74.76%
Skin corrosion - 0.9095 90.95%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3619 36.19%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.5698 56.98%
skin sensitisation - 0.8500 85.00%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5982 59.82%
Acute Oral Toxicity (c) III 0.4090 40.90%
Estrogen receptor binding + 0.7576 75.76%
Androgen receptor binding + 0.7741 77.41%
Thyroid receptor binding + 0.6034 60.34%
Glucocorticoid receptor binding + 0.7077 70.77%
Aromatase binding + 0.6728 67.28%
PPAR gamma + 0.7508 75.08%
Honey bee toxicity - 0.6457 64.57%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9577 95.77%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.86% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.98% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.24% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.31% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.67% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.68% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.29% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 88.59% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.93% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.95% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 86.14% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.29% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.58% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.43% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 83.66% 91.19%
CHEMBL4208 P20618 Proteasome component C5 83.19% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.04% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.95% 94.00%
CHEMBL2996 Q05655 Protein kinase C delta 82.87% 97.79%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.18% 96.47%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.81% 91.24%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.77% 89.50%

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.
Chukrasia tabularis

Cross-Links

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PubChem 162895746
LOTUS LTS0055681
wikiData Q105140569