PlantaeDB Logo
Login Sign-up

ethyl (3S)-3-[(3S,5R,8R,9S,10S,13S,14S,17S)-3-acetyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-hydroxybutanoate

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

Top
Internal ID f164d706-0e39-4483-88cd-99811dcf30a4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Monohydroxy bile acids, alcohols and derivatives
IUPAC Name ethyl (3S)-3-[(3S,5R,8R,9S,10S,13S,14S,17S)-3-acetyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-hydroxybutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H44O5/c1-6-31-24(29)16-27(5,30)23-10-9-21-20-8-7-18-15-19(32-17(2)28)11-13-25(18,3)22(20)12-14-26(21,23)4/h18-23,30H,6-16H2,1-5H3/t18-,19+,20+,21+,22+,23+,25+,26+,27+/m1/s1
InChI Key UHFCYOHOYMULGY-DVOQQEMGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H44O5
Molecular Weight 448.60 g/mol
Exact Mass 448.31887450 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.28
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of ethyl (3S)-3-[(3S,5R,8R,9S,10S,13S,14S,17S)-3-acetyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-hydroxybutanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9937 99.37%
Caco-2 - 0.6080 60.80%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8040 80.40%
OATP2B1 inhibitior - 0.5679 56.79%
OATP1B1 inhibitior + 0.8732 87.32%
OATP1B3 inhibitior + 0.9638 96.38%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6864 68.64%
BSEP inhibitior + 0.9253 92.53%
P-glycoprotein inhibitior + 0.6120 61.20%
P-glycoprotein substrate - 0.7801 78.01%
CYP3A4 substrate + 0.7472 74.72%
CYP2C9 substrate - 0.6408 64.08%
CYP2D6 substrate - 0.8633 86.33%
CYP3A4 inhibition - 0.7960 79.60%
CYP2C9 inhibition - 0.8432 84.32%
CYP2C19 inhibition - 0.8673 86.73%
CYP2D6 inhibition - 0.9656 96.56%
CYP1A2 inhibition - 0.8871 88.71%
CYP2C8 inhibition - 0.6050 60.50%
CYP inhibitory promiscuity - 0.9193 91.93%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6621 66.21%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9271 92.71%
Skin irritation + 0.5444 54.44%
Skin corrosion - 0.9506 95.06%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3737 37.37%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6819 68.19%
skin sensitisation - 0.9386 93.86%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8416 84.16%
Acute Oral Toxicity (c) III 0.4123 41.23%
Estrogen receptor binding + 0.7164 71.64%
Androgen receptor binding + 0.6911 69.11%
Thyroid receptor binding - 0.5921 59.21%
Glucocorticoid receptor binding + 0.7422 74.22%
Aromatase binding + 0.6591 65.91%
PPAR gamma + 0.6033 60.33%
Honey bee toxicity - 0.7275 72.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9918 99.18%

Targets

Top

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 98.11% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.47% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.91% 96.38%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.91% 96.95%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 92.48% 92.68%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.32% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 91.72% 97.79%
CHEMBL233 P35372 Mu opioid receptor 91.51% 97.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.23% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.83% 100.00%
CHEMBL1871 P10275 Androgen Receptor 87.27% 96.43%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.38% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 86.30% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.03% 96.77%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.02% 82.69%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.83% 97.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.94% 89.05%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.89% 91.11%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.80% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.15% 94.33%
CHEMBL5028 O14672 ADAM10 81.83% 97.50%
CHEMBL237 P41145 Kappa opioid receptor 81.52% 98.10%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.07% 90.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.52% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.45% 96.47%

Plants that contains it

Top
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.
Digitalis purpurea

Cross-Links

Top
PubChem 162877383
LOTUS LTS0231262
wikiData Q105272855