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[(1S,4R,5R,6R,7S,8R,11S,13R,16S,17S,18S,19R)-4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] (2S)-2-acetyloxy-2-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 66ca9246-22da-4beb-be3a-adc4260af30f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name [(1S,4R,5R,6R,7S,8R,11S,13R,16S,17S,18S,19R)-4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] (2S)-2-acetyloxy-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H38O11/c1-7-24(5,38-13(4)28)23(33)37-18-17-12(3)19(30)27(34)22-25(6)14(11(2)8-15(29)20(25)31)9-16(36-21(18)32)26(17,22)10-35-27/h8,12,14-20,22,29-31,34H,7,9-10H2,1-6H3/t12-,14-,15+,16+,17-,18-,19-,20-,22-,24+,25-,26+,27+/m1/s1
InChI Key DOBUSWRCXDWEOI-FECLJPRNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H38O11
Molecular Weight 538.60 g/mol
Exact Mass 538.24141202 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.21
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4R,5R,6R,7S,8R,11S,13R,16S,17S,18S,19R)-4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] (2S)-2-acetyloxy-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9572 95.72%
Caco-2 - 0.7913 79.13%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7670 76.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8390 83.90%
OATP1B3 inhibitior + 0.9272 92.72%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6297 62.97%
P-glycoprotein inhibitior + 0.6214 62.14%
P-glycoprotein substrate + 0.8657 86.57%
CYP3A4 substrate + 0.7135 71.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8681 86.81%
CYP3A4 inhibition - 0.6441 64.41%
CYP2C9 inhibition - 0.7549 75.49%
CYP2C19 inhibition - 0.7959 79.59%
CYP2D6 inhibition - 0.9482 94.82%
CYP1A2 inhibition - 0.8096 80.96%
CYP2C8 inhibition + 0.6038 60.38%
CYP inhibitory promiscuity - 0.7805 78.05%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5434 54.34%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9282 92.82%
Skin irritation - 0.5413 54.13%
Skin corrosion - 0.9304 93.04%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6725 67.25%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.6158 61.58%
skin sensitisation - 0.8747 87.47%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.6352 63.52%
Acute Oral Toxicity (c) III 0.7812 78.12%
Estrogen receptor binding + 0.7659 76.59%
Androgen receptor binding + 0.6987 69.87%
Thyroid receptor binding - 0.5203 52.03%
Glucocorticoid receptor binding + 0.7126 71.26%
Aromatase binding + 0.6953 69.53%
PPAR gamma + 0.6653 66.53%
Honey bee toxicity - 0.6904 69.04%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9907 99.07%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.72% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.02% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.30% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.88% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.24% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 93.52% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.19% 97.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.80% 90.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.78% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.46% 89.34%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.20% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.00% 94.45%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.91% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.14% 96.77%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.41% 96.90%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.26% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.81% 94.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.55% 96.47%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.39% 96.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.37% 97.28%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.03% 91.07%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.90% 92.94%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.31% 98.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.00% 93.56%
CHEMBL1902 P62942 FK506-binding protein 1A 80.75% 97.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.54% 99.23%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.13% 89.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.11% 94.33%

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.
Samadera bidwillii

Cross-Links

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PubChem 162943631
LOTUS LTS0042043
wikiData Q104985903