PlantaeDB Logo
Login Sign-up

[(2R,3S,5R,9S,10S,13S,14R,17S)-17-[(E,2S,5S,6S)-5,6-dimethyloct-3-en-2-yl]-3,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-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

Top
Internal ID 9b02b19b-11f4-4b8b-be8a-a5622468c54e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [(2R,3S,5R,9S,10S,13S,14R,17S)-17-[(E,2S,5S,6S)-5,6-dimethyloct-3-en-2-yl]-3,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H48O5/c1-8-18(2)19(3)9-10-20(4)22-12-14-31(35)24-15-26(33)25-16-27(34)28(36-21(5)32)17-29(25,6)23(24)11-13-30(22,31)7/h9-10,15,18-20,22-23,25,27-28,34-35H,8,11-14,16-17H2,1-7H3/b10-9+/t18-,19+,20-,22-,23+,25-,27-,28+,29-,30-,31-/m0/s1
InChI Key SJXBNURQPWXYGT-CZHIETDESA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H48O5
Molecular Weight 500.70 g/mol
Exact Mass 500.35017463 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.64
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3S,5R,9S,10S,13S,14R,17S)-17-[(E,2S,5S,6S)-5,6-dimethyloct-3-en-2-yl]-3,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9945 99.45%
Caco-2 - 0.6162 61.62%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8321 83.21%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.7992 79.92%
OATP1B3 inhibitior + 0.8967 89.67%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8280 82.80%
P-glycoprotein inhibitior + 0.6904 69.04%
P-glycoprotein substrate + 0.5843 58.43%
CYP3A4 substrate + 0.7064 70.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9170 91.70%
CYP3A4 inhibition - 0.5770 57.70%
CYP2C9 inhibition - 0.8894 88.94%
CYP2C19 inhibition - 0.8556 85.56%
CYP2D6 inhibition - 0.9093 90.93%
CYP1A2 inhibition - 0.9256 92.56%
CYP2C8 inhibition + 0.4582 45.82%
CYP inhibitory promiscuity - 0.8240 82.40%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6674 66.74%
Eye corrosion - 0.9952 99.52%
Eye irritation - 0.9458 94.58%
Skin irritation + 0.7902 79.02%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5424 54.24%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5653 56.53%
skin sensitisation - 0.8598 85.98%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8042 80.42%
Acute Oral Toxicity (c) IV 0.6739 67.39%
Estrogen receptor binding + 0.7722 77.22%
Androgen receptor binding + 0.7490 74.90%
Thyroid receptor binding + 0.5408 54.08%
Glucocorticoid receptor binding + 0.7131 71.31%
Aromatase binding + 0.5808 58.08%
PPAR gamma + 0.5358 53.58%
Honey bee toxicity - 0.7692 76.92%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.24% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.96% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 97.96% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.77% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.63% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 95.92% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.82% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.71% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.02% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.00% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.55% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 87.48% 95.93%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.97% 94.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.23% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.58% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.04% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.42% 97.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.69% 97.28%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.65% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.53% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.20% 95.50%
CHEMBL5028 O14672 ADAM10 81.09% 97.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.16% 89.50%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163057774
LOTUS LTS0113103
wikiData Q105254610