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

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 c21dd707-a115-4218-96e7-0f8bed791f41
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(3S,3aS,4S,5aS,5bR,7aS,8S,11aS,11bR,13S,13aS,13bS)-8-ethyl-4-hydroxy-3,5b,8,11a,13a-pentamethyl-1-oxo-3a,4,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydro-3H-phenanthro[2,1-e][2]benzofuran-13-yl] acetate
SMILES (Canonical) CCC1(CCCC2(C1CCC3(C2CC(C4(C3CC(C5C4C(=O)OC5C)O)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]3C[C@@H]([C@@H]5[C@@H]4C(=O)O[C@H]5C)O)C)OC(=O)C)C)C)C
InChI InChI=1S/C29H46O5/c1-8-26(4)11-9-12-27(5)19(26)10-13-28(6)20(27)15-22(34-17(3)30)29(7)21(28)14-18(31)23-16(2)33-25(32)24(23)29/h16,18-24,31H,8-15H2,1-7H3/t16-,18-,19-,20+,21-,22-,23+,24+,26-,27-,28+,29+/m0/s1
InChI Key DWSHHFRADRKJSA-ZFODLEMHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O5
Molecular Weight 474.70 g/mol
Exact Mass 474.33452456 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 6.90
Atomic LogP (AlogP) 5.53
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,3aS,4S,5aS,5bR,7aS,8S,11aS,11bR,13S,13aS,13bS)-8-ethyl-4-hydroxy-3,5b,8,11a,13a-pentamethyl-1-oxo-3a,4,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydro-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 + 0.9916 99.16%
Caco-2 - 0.5567 55.67%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5885 58.85%
OATP2B1 inhibitior - 0.7174 71.74%
OATP1B1 inhibitior + 0.8105 81.05%
OATP1B3 inhibitior + 0.9391 93.91%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7210 72.10%
P-glycoprotein inhibitior + 0.6173 61.73%
P-glycoprotein substrate - 0.6696 66.96%
CYP3A4 substrate + 0.6892 68.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8429 84.29%
CYP3A4 inhibition - 0.5495 54.95%
CYP2C9 inhibition - 0.8300 83.00%
CYP2C19 inhibition - 0.8661 86.61%
CYP2D6 inhibition - 0.9645 96.45%
CYP1A2 inhibition - 0.9062 90.62%
CYP2C8 inhibition - 0.6039 60.39%
CYP inhibitory promiscuity - 0.9440 94.40%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6743 67.43%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9105 91.05%
Skin irritation + 0.5589 55.89%
Skin corrosion - 0.8496 84.96%
Ames mutagenesis - 0.6719 67.19%
Human Ether-a-go-go-Related Gene inhibition - 0.4888 48.88%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6673 66.73%
skin sensitisation - 0.9031 90.31%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8035 80.35%
Acute Oral Toxicity (c) III 0.5062 50.62%
Estrogen receptor binding + 0.8390 83.90%
Androgen receptor binding + 0.6369 63.69%
Thyroid receptor binding - 0.4920 49.20%
Glucocorticoid receptor binding + 0.7139 71.39%
Aromatase binding + 0.7248 72.48%
PPAR gamma + 0.6651 66.51%
Honey bee toxicity - 0.7060 70.60%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9839 98.39%

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 93.81% 91.11%
CHEMBL325 Q13547 Histone deacetylase 1 92.83% 95.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.62% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.22% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.10% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 90.79% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.54% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.10% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.94% 91.19%
CHEMBL237 P41145 Kappa opioid receptor 86.96% 98.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.77% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.76% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.95% 92.94%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.73% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.58% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.99% 90.08%
CHEMBL2581 P07339 Cathepsin D 82.44% 98.95%
CHEMBL1829 O15379 Histone deacetylase 3 82.38% 95.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.26% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.67% 95.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.77% 89.50%
CHEMBL5255 O00206 Toll-like receptor 4 80.29% 92.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162855296
LOTUS LTS0069482
wikiData Q104990721