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[(3aR,4S,6S,8S,8aS,9aR)-8-hydroxy-5,8a-dimethyl-3-methylidene-4-(2-methylpropanoyloxy)-2-oxo-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-6-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 e956e303-6ad1-4035-9f51-a0d9b0b03afd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
IUPAC Name [(3aR,4S,6S,8S,8aS,9aR)-8-hydroxy-5,8a-dimethyl-3-methylidene-4-(2-methylpropanoyloxy)-2-oxo-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-6-yl] 2-methylpropanoate
SMILES (Canonical) CC1=C2C(C3C(CC2(C(CC1OC(=O)C(C)C)O)C)OC(=O)C3=C)OC(=O)C(C)C
SMILES (Isomeric) CC1=C2[C@H]([C@H]3[C@@H](C[C@@]2([C@H](C[C@@H]1OC(=O)C(C)C)O)C)OC(=O)C3=C)OC(=O)C(C)C
InChI InChI=1S/C23H32O7/c1-10(2)20(25)28-14-8-16(24)23(7)9-15-17(13(6)22(27)29-15)19(18(23)12(14)5)30-21(26)11(3)4/h10-11,14-17,19,24H,6,8-9H2,1-5,7H3/t14-,15+,16-,17+,19-,23+/m0/s1
InChI Key IVVXCLJQSCBHEA-QCFLBALZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H32O7
Molecular Weight 420.50 g/mol
Exact Mass 420.21480336 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.71
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aR,4S,6S,8S,8aS,9aR)-8-hydroxy-5,8a-dimethyl-3-methylidene-4-(2-methylpropanoyloxy)-2-oxo-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-6-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 + 0.9958 99.58%
Caco-2 - 0.5752 57.52%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7248 72.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8937 89.37%
OATP1B3 inhibitior - 0.2453 24.53%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.8602 86.02%
P-glycoprotein inhibitior - 0.4389 43.89%
P-glycoprotein substrate - 0.7296 72.96%
CYP3A4 substrate + 0.6522 65.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8873 88.73%
CYP3A4 inhibition + 0.5979 59.79%
CYP2C9 inhibition - 0.7490 74.90%
CYP2C19 inhibition - 0.8734 87.34%
CYP2D6 inhibition - 0.9594 95.94%
CYP1A2 inhibition - 0.7829 78.29%
CYP2C8 inhibition - 0.6545 65.45%
CYP inhibitory promiscuity - 0.8871 88.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4997 49.97%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.8601 86.01%
Skin irritation - 0.5359 53.59%
Skin corrosion - 0.9117 91.17%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5918 59.18%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.6803 68.03%
skin sensitisation - 0.6872 68.72%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.6877 68.77%
Acute Oral Toxicity (c) I 0.4154 41.54%
Estrogen receptor binding + 0.7357 73.57%
Androgen receptor binding + 0.6402 64.02%
Thyroid receptor binding + 0.5633 56.33%
Glucocorticoid receptor binding + 0.6972 69.72%
Aromatase binding - 0.5353 53.53%
PPAR gamma + 0.5767 57.67%
Honey bee toxicity - 0.4645 46.45%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9974 99.74%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.49% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.94% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.14% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.56% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.33% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.66% 96.47%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.83% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 88.68% 90.17%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 88.65% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 86.96% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.85% 97.09%
CHEMBL4530 P00488 Coagulation factor XIII 85.01% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.92% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.18% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.87% 95.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.78% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.86% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.96% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.87% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.82% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.62% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 80.37% 91.49%

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.
Aspilia foliosa

Cross-Links

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PubChem 163195039
LOTUS LTS0030622
wikiData Q105121330