PlantaeDB Logo
Login Sign-up

(8R,9S,10R,13R,14S,16S,17R)-16-hydroxy-17-[(E,2S,5R)-2-hydroxy-5,6-dimethylhept-3-en-2-yl]-13-(hydroxymethyl)-10-methyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

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 f4ddcc86-46d8-4148-89be-6c57247c9378
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (8R,9S,10R,13R,14S,16S,17R)-16-hydroxy-17-[(E,2S,5R)-2-hydroxy-5,6-dimethylhept-3-en-2-yl]-13-(hydroxymethyl)-10-methyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H44O4/c1-17(2)18(3)8-12-27(5,32)25-24(31)15-23-21-7-6-19-14-20(30)9-11-26(19,4)22(21)10-13-28(23,25)16-29/h8,12,14,17-18,21-25,29,31-32H,6-7,9-11,13,15-16H2,1-5H3/b12-8+/t18-,21+,22-,23-,24-,25+,26-,27-,28+/m0/s1
InChI Key JJAAQDRSVMGWAH-LEWDAOKLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H44O4
Molecular Weight 444.60 g/mol
Exact Mass 444.32395988 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.68
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (8R,9S,10R,13R,14S,16S,17R)-16-hydroxy-17-[(E,2S,5R)-2-hydroxy-5,6-dimethylhept-3-en-2-yl]-13-(hydroxymethyl)-10-methyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9926 99.26%
Caco-2 - 0.6161 61.61%
Blood Brain Barrier + 0.6741 67.41%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7701 77.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8724 87.24%
OATP1B3 inhibitior + 0.8552 85.52%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5011 50.11%
BSEP inhibitior + 0.8897 88.97%
P-glycoprotein inhibitior - 0.5613 56.13%
P-glycoprotein substrate - 0.5952 59.52%
CYP3A4 substrate + 0.7385 73.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9025 90.25%
CYP3A4 inhibition - 0.8960 89.60%
CYP2C9 inhibition - 0.8525 85.25%
CYP2C19 inhibition - 0.9202 92.02%
CYP2D6 inhibition - 0.9433 94.33%
CYP1A2 inhibition - 0.9190 91.90%
CYP2C8 inhibition - 0.5827 58.27%
CYP inhibitory promiscuity - 0.8132 81.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6924 69.24%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9732 97.32%
Skin irritation + 0.5278 52.78%
Skin corrosion - 0.9588 95.88%
Ames mutagenesis - 0.8578 85.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4307 43.07%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.5798 57.98%
skin sensitisation - 0.8641 86.41%
Respiratory toxicity + 0.9444 94.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8172 81.72%
Acute Oral Toxicity (c) III 0.7108 71.08%
Estrogen receptor binding + 0.8784 87.84%
Androgen receptor binding + 0.8097 80.97%
Thyroid receptor binding + 0.6525 65.25%
Glucocorticoid receptor binding + 0.7827 78.27%
Aromatase binding + 0.6355 63.55%
PPAR gamma + 0.5572 55.72%
Honey bee toxicity - 0.6396 63.96%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9828 98.28%

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 99.23% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 97.59% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.08% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.86% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.78% 100.00%
CHEMBL2581 P07339 Cathepsin D 94.51% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.48% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.01% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.91% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.66% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.48% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.07% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.02% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.52% 86.33%
CHEMBL1871 P10275 Androgen Receptor 86.32% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.43% 97.14%
CHEMBL299 P17252 Protein kinase C alpha 85.17% 98.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.68% 89.00%
CHEMBL3820 P35557 Hexokinase type IV 81.93% 91.96%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.91% 95.89%

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 162945660
LOTUS LTS0180004
wikiData Q105129490