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[(2S)-1-[[(3aS,5aR,6R,9R,9aS,9bS)-5a-methyl-3-methylidene-2-oxo-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-6-yl]oxy]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl] (2R)-2-hydroxy-3-methylbutanoate

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 c97cd247-5921-4b24-9746-67878898148c
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Glycodepsipeptides
IUPAC Name [(2S)-1-[[(3aS,5aR,6R,9R,9aS,9bS)-5a-methyl-3-methylidene-2-oxo-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-6-yl]oxy]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl] (2R)-2-hydroxy-3-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H48O14/c1-16(2)26(38)33(44)46-22(13-18-5-8-20(37)9-6-18)32(43)48-24-10-7-19(15-45-34-29(41)28(40)27(39)23(14-36)47-34)25-30-21(11-12-35(24,25)4)17(3)31(42)49-30/h5-6,8-9,16,19,21-30,34,36-41H,3,7,10-15H2,1-2,4H3/t19-,21-,22-,23+,24+,25+,26+,27+,28-,29+,30-,34+,35-/m0/s1
InChI Key ABYDABCUCPIFTB-XSQVXOPRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H48O14
Molecular Weight 692.70 g/mol
Exact Mass 692.30440620 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 0.52
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S)-1-[[(3aS,5aR,6R,9R,9aS,9bS)-5a-methyl-3-methylidene-2-oxo-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-6-yl]oxy]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl] (2R)-2-hydroxy-3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8258 82.58%
Caco-2 - 0.8805 88.05%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8340 83.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8056 80.56%
OATP1B3 inhibitior - 0.2353 23.53%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7408 74.08%
P-glycoprotein inhibitior + 0.6706 67.06%
P-glycoprotein substrate + 0.5772 57.72%
CYP3A4 substrate + 0.7277 72.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8769 87.69%
CYP3A4 inhibition - 0.7060 70.60%
CYP2C9 inhibition - 0.7384 73.84%
CYP2C19 inhibition - 0.7586 75.86%
CYP2D6 inhibition - 0.9157 91.57%
CYP1A2 inhibition - 0.7563 75.63%
CYP2C8 inhibition + 0.7391 73.91%
CYP inhibitory promiscuity - 0.8398 83.98%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5766 57.66%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9195 91.95%
Skin irritation - 0.6358 63.58%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.7154 71.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7401 74.01%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7476 74.76%
skin sensitisation - 0.8806 88.06%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8270 82.70%
Acute Oral Toxicity (c) III 0.4347 43.47%
Estrogen receptor binding + 0.8091 80.91%
Androgen receptor binding + 0.7334 73.34%
Thyroid receptor binding - 0.5404 54.04%
Glucocorticoid receptor binding + 0.6288 62.88%
Aromatase binding + 0.6228 62.28%
PPAR gamma + 0.6903 69.03%
Honey bee toxicity - 0.6525 65.25%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9965 99.65%

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
CHEMBL2581 P07339 Cathepsin D 98.55% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.24% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.22% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.54% 97.25%
CHEMBL268 P43235 Cathepsin K 95.03% 96.85%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.83% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.71% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.07% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.88% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.34% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 91.32% 95.83%
CHEMBL4040 P28482 MAP kinase ERK2 91.30% 83.82%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.39% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 87.93% 97.79%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.61% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.44% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.16% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.11% 99.17%
CHEMBL4072 P07858 Cathepsin B 84.68% 93.67%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.40% 94.62%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.02% 96.47%
CHEMBL221 P23219 Cyclooxygenase-1 82.46% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.28% 100.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 80.79% 92.67%
CHEMBL5255 O00206 Toll-like receptor 4 80.73% 92.50%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.67% 96.37%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.59% 90.08%
CHEMBL2514 O95665 Neurotensin receptor 2 80.44% 100.00%

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.
Ixeris repens

Cross-Links

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PubChem 163040366
LOTUS LTS0192382
wikiData Q104908930