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[(2Z,3R,4S,5S)-6-hydroxy-2-[(5S,8R,9S,10S,13S,14S,16S)-16-hydroxy-10,13-dimethyl-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-4,5,6-trimethylheptan-3-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

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Internal ID 8819266e-9d90-4c17-b00d-16a249b8e1f0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [(2Z,3R,4S,5S)-6-hydroxy-2-[(5S,8R,9S,10S,13S,14S,16S)-16-hydroxy-10,13-dimethyl-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-4,5,6-trimethylheptan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H50O5/c1-17(19(3)29(5,6)35)28(36-20(4)32)18(2)27-26(34)16-25-23-10-9-21-15-22(33)11-13-30(21,7)24(23)12-14-31(25,27)8/h17,19,21,23-26,28,34-35H,9-16H2,1-8H3/b27-18+/t17-,19-,21-,23+,24-,25-,26-,28+,30-,31-/m0/s1
InChI Key AVUINPFGMGCFAU-OSCGIJPXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H50O5
Molecular Weight 502.70 g/mol
Exact Mass 502.36582469 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.86
H-Bond Acceptor 5
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 [(2Z,3R,4S,5S)-6-hydroxy-2-[(5S,8R,9S,10S,13S,14S,16S)-16-hydroxy-10,13-dimethyl-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ylidene]-4,5,6-trimethylheptan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9899 98.99%
Caco-2 - 0.6700 67.00%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8464 84.64%
OATP2B1 inhibitior - 0.5743 57.43%
OATP1B1 inhibitior + 0.8783 87.83%
OATP1B3 inhibitior - 0.3112 31.12%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8476 84.76%
P-glycoprotein inhibitior + 0.6458 64.58%
P-glycoprotein substrate + 0.5351 53.51%
CYP3A4 substrate + 0.7292 72.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8647 86.47%
CYP3A4 inhibition - 0.8024 80.24%
CYP2C9 inhibition - 0.8904 89.04%
CYP2C19 inhibition - 0.9442 94.42%
CYP2D6 inhibition - 0.9439 94.39%
CYP1A2 inhibition - 0.8210 82.10%
CYP2C8 inhibition + 0.5445 54.45%
CYP inhibitory promiscuity - 0.8889 88.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6509 65.09%
Eye corrosion - 0.9955 99.55%
Eye irritation - 0.9308 93.08%
Skin irritation + 0.7144 71.44%
Skin corrosion - 0.9595 95.95%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5205 52.05%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.6078 60.78%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7853 78.53%
Acute Oral Toxicity (c) III 0.5688 56.88%
Estrogen receptor binding + 0.7504 75.04%
Androgen receptor binding + 0.7609 76.09%
Thyroid receptor binding - 0.5412 54.12%
Glucocorticoid receptor binding + 0.7904 79.04%
Aromatase binding + 0.7214 72.14%
PPAR gamma + 0.6490 64.90%
Honey bee toxicity - 0.7352 73.52%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5238 52.38%
Fish aquatic toxicity + 0.9974 99.74%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.61% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.49% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.35% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.83% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.40% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.78% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.92% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.42% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.88% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 88.26% 97.79%
CHEMBL226 P30542 Adenosine A1 receptor 87.96% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.91% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.86% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.27% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.50% 93.56%
CHEMBL204 P00734 Thrombin 85.17% 96.01%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.95% 91.07%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.92% 95.71%
CHEMBL1871 P10275 Androgen Receptor 83.86% 96.43%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.77% 89.05%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.55% 91.03%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 82.79% 92.95%
CHEMBL1914 P06276 Butyrylcholinesterase 82.73% 95.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.65% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.40% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 82.36% 97.05%
CHEMBL236 P41143 Delta opioid receptor 80.56% 99.35%
CHEMBL299 P17252 Protein kinase C alpha 80.47% 98.03%

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 11533460
LOTUS LTS0057719
wikiData Q104919842