[(3S,5aS,5bR,7aS,8S,11aS,11bR,13S,13aS)-8-ethyl-3,5b,8,11a,13a-pentamethyl-1-oxo-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[2,1-e][2]benzofuran-13-yl] acetate

Details

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Internal ID bccc5405-baf6-4d79-9549-fc37125e2bf7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(3S,5aS,5bR,7aS,8S,11aS,11bR,13S,13aS)-8-ethyl-3,5b,8,11a,13a-pentamethyl-1-oxo-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[2,1-e][2]benzofuran-13-yl] acetate
SMILES (Canonical) CCC1(CCCC2(C1CCC3(C2CC(C4(C3CCC5=C4C(=O)OC5C)C)OC(=O)C)C)C)C
SMILES (Isomeric) CC[C@]1(CCC[C@]2([C@H]1CC[C@@]3([C@@H]2C[C@@H]([C@]4([C@H]3CCC5=C4C(=O)O[C@H]5C)C)OC(=O)C)C)C)C
InChI InChI=1S/C29H44O4/c1-8-26(4)13-9-14-27(5)20(26)12-15-28(6)21-11-10-19-17(2)32-25(31)24(19)29(21,7)23(16-22(27)28)33-18(3)30/h17,20-23H,8-16H2,1-7H3/t17-,20-,21-,22+,23-,26-,27-,28-,29+/m0/s1
InChI Key KTURCTJIRXBLIM-BTQGOXGXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H44O4
Molecular Weight 456.70 g/mol
Exact Mass 456.32395988 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 7.50
Atomic LogP (AlogP) 6.62
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5aS,5bR,7aS,8S,11aS,11bR,13S,13aS)-8-ethyl-3,5b,8,11a,13a-pentamethyl-1-oxo-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[2,1-e][2]benzofuran-13-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9970 99.70%
Caco-2 + 0.5577 55.77%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6887 68.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8417 84.17%
OATP1B3 inhibitior + 0.9514 95.14%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9366 93.66%
P-glycoprotein inhibitior + 0.7727 77.27%
P-glycoprotein substrate - 0.6579 65.79%
CYP3A4 substrate + 0.6934 69.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9122 91.22%
CYP3A4 inhibition + 0.6091 60.91%
CYP2C9 inhibition - 0.8258 82.58%
CYP2C19 inhibition - 0.6887 68.87%
CYP2D6 inhibition - 0.9232 92.32%
CYP1A2 inhibition - 0.7515 75.15%
CYP2C8 inhibition + 0.4694 46.94%
CYP inhibitory promiscuity - 0.5784 57.84%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5959 59.59%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8521 85.21%
Skin irritation + 0.5536 55.36%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6433 64.33%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8083 80.83%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7701 77.01%
Acute Oral Toxicity (c) III 0.8013 80.13%
Estrogen receptor binding + 0.8151 81.51%
Androgen receptor binding + 0.5842 58.42%
Thyroid receptor binding + 0.5722 57.22%
Glucocorticoid receptor binding + 0.8067 80.67%
Aromatase binding + 0.7639 76.39%
PPAR gamma + 0.7522 75.22%
Honey bee toxicity - 0.8150 81.50%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 1.0000 100.00%

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 95.16% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.47% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.30% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.15% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.73% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.61% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.17% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.90% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.45% 92.62%
CHEMBL237 P41145 Kappa opioid receptor 86.06% 98.10%
CHEMBL340 P08684 Cytochrome P450 3A4 85.04% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.77% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.27% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.84% 100.00%
CHEMBL5028 O14672 ADAM10 82.72% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.50% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.49% 97.14%

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.
Uncaria macrophylla
Xanthorrhoea resinosa

Cross-Links

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PubChem 15694555
NPASS NPC10049
LOTUS LTS0059740
wikiData Q105145974