PlantaeDB Logo
Login Sign-up

[1-(3-ethyl-5-hydroxy-4-methyloxolan-2-yl)-2-hydroxy-2-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)propyl] 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

Top
Internal ID 17d28ac5-1062-48f9-86de-5a4a098068da
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [1-(3-ethyl-5-hydroxy-4-methyloxolan-2-yl)-2-hydroxy-2-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)propyl] acetate
SMILES (Canonical) CCC1C(C(OC1C(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)OC(=O)C)O)C
SMILES (Isomeric) CCC1C(C(OC1C(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)OC(=O)C)O)C
InChI InChI=1S/C31H48O9/c1-7-17-15(2)27(36)40-25(17)26(39-16(3)32)30(6,37)24-9-11-31(38)19-12-21(33)20-13-22(34)23(35)14-28(20,4)18(19)8-10-29(24,31)5/h12,15,17-18,20,22-27,34-38H,7-11,13-14H2,1-6H3
InChI Key CUNHPNIAENBHKW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H48O9
Molecular Weight 564.70 g/mol
Exact Mass 564.32983310 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.25
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [1-(3-ethyl-5-hydroxy-4-methyloxolan-2-yl)-2-hydroxy-2-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)propyl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9871 98.71%
Caco-2 - 0.7388 73.88%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7692 76.92%
OATP2B1 inhibitior - 0.7202 72.02%
OATP1B1 inhibitior + 0.8356 83.56%
OATP1B3 inhibitior + 0.8921 89.21%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8176 81.76%
P-glycoprotein inhibitior + 0.6231 62.31%
P-glycoprotein substrate + 0.6041 60.41%
CYP3A4 substrate + 0.7180 71.80%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.8963 89.63%
CYP3A4 inhibition + 0.8254 82.54%
CYP2C9 inhibition - 0.6381 63.81%
CYP2C19 inhibition - 0.5851 58.51%
CYP2D6 inhibition - 0.9238 92.38%
CYP1A2 inhibition - 0.6485 64.85%
CYP2C8 inhibition + 0.5963 59.63%
CYP inhibitory promiscuity - 0.8586 85.86%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4998 49.98%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9292 92.92%
Skin irritation + 0.7186 71.86%
Skin corrosion - 0.9210 92.10%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6413 64.13%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5845 58.45%
skin sensitisation - 0.8895 88.95%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8398 83.98%
Acute Oral Toxicity (c) IV 0.2889 28.89%
Estrogen receptor binding + 0.6896 68.96%
Androgen receptor binding + 0.7451 74.51%
Thyroid receptor binding - 0.5194 51.94%
Glucocorticoid receptor binding + 0.7006 70.06%
Aromatase binding + 0.6514 65.14%
PPAR gamma + 0.5992 59.92%
Honey bee toxicity - 0.7447 74.47%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9959 99.59%

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 99.12% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.94% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.26% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.66% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.50% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.78% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.76% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.72% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.79% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.16% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.41% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.23% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.63% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.52% 96.95%
CHEMBL221 P23219 Cyclooxygenase-1 87.41% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.79% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.61% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.14% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.96% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.53% 97.21%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.11% 89.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.58% 95.71%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 82.46% 95.27%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.08% 85.31%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.87% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.58% 97.28%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.55% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.33% 96.90%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.17% 94.78%

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.
Ajuga nipponensis

Cross-Links

Top
PubChem 162987745
LOTUS LTS0223312
wikiData Q104970388