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[(3S,3aS,5aS,5bR,7aR,8S,11aS,11bS,13S,13aS,13bS)-8-ethyl-3-hydroxy-3,5b,8,11a,13a-pentamethyl-3a,4,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydro-1H-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 7e98c6a2-ef70-4a81-b451-7e0a1da333d0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(3S,3aS,5aS,5bR,7aR,8S,11aS,11bS,13S,13aS,13bS)-8-ethyl-3-hydroxy-3,5b,8,11a,13a-pentamethyl-3a,4,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydro-1H-phenanthro[2,1-e][2]benzofuran-13-yl] acetate
SMILES (Canonical) CCC1(CCCC2(C1CCC3(C2CC(C4(C3CCC5C4COC5(C)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]3CC[C@H]5[C@@H]4CO[C@]5(C)O)C)OC(=O)C)C)C)C
InChI InChI=1S/C29H48O4/c1-8-25(3)13-9-14-26(4)21(25)12-15-27(5)22-11-10-19-20(17-32-29(19,7)31)28(22,6)24(16-23(26)27)33-18(2)30/h19-24,31H,8-17H2,1-7H3/t19-,20-,21+,22-,23-,24-,25-,26-,27-,28+,29-/m0/s1
InChI Key FPPRCVBKFVLLRK-WBLRYIEHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O4
Molecular Weight 460.70 g/mol
Exact Mass 460.35526001 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 7.50
Atomic LogP (AlogP) 6.35
H-Bond Acceptor 4
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,5aS,5bR,7aR,8S,11aS,11bS,13S,13aS,13bS)-8-ethyl-3-hydroxy-3,5b,8,11a,13a-pentamethyl-3a,4,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydro-1H-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 + 0.9913 99.13%
Caco-2 + 0.4882 48.82%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7558 75.58%
OATP2B1 inhibitior - 0.7231 72.31%
OATP1B1 inhibitior + 0.8738 87.38%
OATP1B3 inhibitior + 0.9452 94.52%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7751 77.51%
P-glycoprotein inhibitior - 0.5094 50.94%
P-glycoprotein substrate - 0.7487 74.87%
CYP3A4 substrate + 0.7061 70.61%
CYP2C9 substrate - 0.5979 59.79%
CYP2D6 substrate - 0.8630 86.30%
CYP3A4 inhibition + 0.5477 54.77%
CYP2C9 inhibition - 0.5811 58.11%
CYP2C19 inhibition - 0.6950 69.50%
CYP2D6 inhibition - 0.9477 94.77%
CYP1A2 inhibition - 0.8359 83.59%
CYP2C8 inhibition + 0.5466 54.66%
CYP inhibitory promiscuity - 0.7056 70.56%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6714 67.14%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9242 92.42%
Skin irritation - 0.6298 62.98%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4751 47.51%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7101 71.01%
skin sensitisation - 0.9147 91.47%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8006 80.06%
Acute Oral Toxicity (c) III 0.5931 59.31%
Estrogen receptor binding + 0.8645 86.45%
Androgen receptor binding + 0.6192 61.92%
Thyroid receptor binding + 0.6325 63.25%
Glucocorticoid receptor binding + 0.8043 80.43%
Aromatase binding + 0.7799 77.99%
PPAR gamma + 0.6965 69.65%
Honey bee toxicity - 0.7296 72.96%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5145 51.45%
Fish aquatic toxicity + 0.9879 98.79%

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 97.52% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.62% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.52% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 92.06% 98.10%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.67% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.62% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.15% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.55% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.80% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.68% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.73% 95.50%
CHEMBL2581 P07339 Cathepsin D 85.62% 98.95%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.07% 89.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.93% 96.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.72% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.53% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.66% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.47% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.46% 96.95%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.24% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.07% 92.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.91% 97.28%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.76% 93.04%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.61% 100.00%
CHEMBL5028 O14672 ADAM10 80.69% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.29% 91.24%

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.
There are no matching plants.

Cross-Links

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PubChem 162951740
LOTUS LTS0041466
wikiData Q104999324