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[(E)-[(1R,4aR,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-1-[2-(5-oxo-1,2-dihydropyrrol-4-yl)ethyl]-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-2-ylidene]methyl] hydrogen sulfate

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 0d90bad5-0868-48c1-aa52-6167626f9815
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Cheilanthane sesterterpenoids
IUPAC Name [(E)-[(1R,4aR,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-1-[2-(5-oxo-1,2-dihydropyrrol-4-yl)ethyl]-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-2-ylidene]methyl] hydrogen sulfate
SMILES (Canonical) CC1(CCCC2(C1CCC3(C2CCC(=COS(=O)(=O)O)C3CCC4=CCNC4=O)C)C)C
SMILES (Isomeric) C[C@]12CCCC([C@@H]1CC[C@]3([C@@H]2CC/C(=C\OS(=O)(=O)O)/[C@@H]3CCC4=CCNC4=O)C)(C)C
InChI InChI=1S/C25H39NO5S/c1-23(2)12-5-13-25(4)20(23)10-14-24(3)19(8-6-17-11-15-26-22(17)27)18(7-9-21(24)25)16-31-32(28,29)30/h11,16,19-21H,5-10,12-15H2,1-4H3,(H,26,27)(H,28,29,30)/b18-16+/t19-,20-,21-,24+,25-/m0/s1
InChI Key MFNDFSXRNQJSDX-VUVIDIKTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H39NO5S
Molecular Weight 465.60 g/mol
Exact Mass 465.25489452 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.19
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(E)-[(1R,4aR,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-1-[2-(5-oxo-1,2-dihydropyrrol-4-yl)ethyl]-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-2-ylidene]methyl] hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9227 92.27%
Caco-2 - 0.7110 71.10%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.3878 38.78%
OATP2B1 inhibitior - 0.8623 86.23%
OATP1B1 inhibitior + 0.8396 83.96%
OATP1B3 inhibitior + 0.9313 93.13%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9133 91.33%
P-glycoprotein inhibitior + 0.5780 57.80%
P-glycoprotein substrate - 0.6080 60.80%
CYP3A4 substrate + 0.6827 68.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8973 89.73%
CYP3A4 inhibition - 0.8531 85.31%
CYP2C9 inhibition - 0.6912 69.12%
CYP2C19 inhibition - 0.6966 69.66%
CYP2D6 inhibition - 0.8500 85.00%
CYP1A2 inhibition - 0.7217 72.17%
CYP2C8 inhibition + 0.4871 48.71%
CYP inhibitory promiscuity - 0.6293 62.93%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) + 0.5800 58.00%
Carcinogenicity (trinary) Non-required 0.6079 60.79%
Eye corrosion - 0.9770 97.70%
Eye irritation - 0.9459 94.59%
Skin irritation - 0.7547 75.47%
Skin corrosion - 0.8971 89.71%
Ames mutagenesis - 0.6354 63.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4139 41.39%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.6673 66.73%
skin sensitisation - 0.8252 82.52%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7411 74.11%
Acute Oral Toxicity (c) III 0.5959 59.59%
Estrogen receptor binding + 0.7763 77.63%
Androgen receptor binding + 0.6575 65.75%
Thyroid receptor binding + 0.6354 63.54%
Glucocorticoid receptor binding + 0.8240 82.40%
Aromatase binding + 0.8064 80.64%
PPAR gamma + 0.5755 57.55%
Honey bee toxicity - 0.8044 80.44%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9971 99.71%

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
CHEMBL2581 P07339 Cathepsin D 97.93% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.02% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.59% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 95.15% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.11% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.20% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.98% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.82% 95.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.68% 91.03%
CHEMBL3524 P56524 Histone deacetylase 4 90.46% 92.97%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.73% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.26% 93.03%
CHEMBL5203 P33316 dUTP pyrophosphatase 89.09% 99.18%
CHEMBL255 P29275 Adenosine A2b receptor 88.60% 98.59%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.40% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.48% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.18% 95.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.54% 90.08%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.46% 92.88%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.07% 96.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.93% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 82.69% 94.73%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.00% 94.33%
CHEMBL3310 Q96DB2 Histone deacetylase 11 81.76% 88.56%
CHEMBL1902 P62942 FK506-binding protein 1A 81.25% 97.05%
CHEMBL5255 O00206 Toll-like receptor 4 80.78% 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 53494252
LOTUS LTS0090684
wikiData Q105192065