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Peniocerol

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 0346d3a6-64b6-4876-bf42-bf286e26762d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (3S,5S,6S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h17-19,21-22,24-25,28-29H,6-16H2,1-5H3/t18-,19+,21-,22+,24-,25+,26-,27-/m1/s1
InChI Key MPCLLXXLNXORCU-YCNUQCQXSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C27H46O2
Molecular Weight 402.70 g/mol
Exact Mass 402.349780706 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.50
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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5alpha-cholest-8-ene-3beta,6alpha-diol
SCHEMBL6388537
DTXSID301298764
(3beta,5alpha,6alpha)cholest-8-ene-3,6-diol
(3I(2),5I+/-,6I+/-)-Cholest-8-ene-3,6-diol
(3S,5S,6S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6-diol

2D Structure

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2D Structure of Peniocerol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5775 57.75%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5918 59.18%
OATP2B1 inhibitior - 0.7203 72.03%
OATP1B1 inhibitior + 0.8630 86.30%
OATP1B3 inhibitior + 0.9717 97.17%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6381 63.81%
P-glycoprotein inhibitior - 0.6274 62.74%
P-glycoprotein substrate + 0.6159 61.59%
CYP3A4 substrate + 0.6576 65.76%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
CYP3A4 inhibition - 0.8517 85.17%
CYP2C9 inhibition - 0.9270 92.70%
CYP2C19 inhibition - 0.8107 81.07%
CYP2D6 inhibition - 0.9429 94.29%
CYP1A2 inhibition - 0.8907 89.07%
CYP2C8 inhibition - 0.7219 72.19%
CYP inhibitory promiscuity - 0.5193 51.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5928 59.28%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9122 91.22%
Skin irritation + 0.5398 53.98%
Skin corrosion - 0.9598 95.98%
Ames mutagenesis - 0.7278 72.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5855 58.55%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.5661 56.61%
skin sensitisation + 0.5137 51.37%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8179 81.79%
Acute Oral Toxicity (c) III 0.6859 68.59%
Estrogen receptor binding + 0.7933 79.33%
Androgen receptor binding + 0.7775 77.75%
Thyroid receptor binding + 0.6804 68.04%
Glucocorticoid receptor binding + 0.8255 82.55%
Aromatase binding + 0.5308 53.08%
PPAR gamma - 0.5452 54.52%
Honey bee toxicity - 0.8496 84.96%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9869 98.69%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.80% 96.09%
CHEMBL238 Q01959 Dopamine transporter 94.68% 95.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.34% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 94.14% 85.31%
CHEMBL226 P30542 Adenosine A1 receptor 93.42% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.04% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 92.97% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.81% 97.25%
CHEMBL2581 P07339 Cathepsin D 90.71% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.49% 94.45%
CHEMBL233 P35372 Mu opioid receptor 89.36% 97.93%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.52% 95.58%
CHEMBL2996 Q05655 Protein kinase C delta 88.47% 97.79%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.43% 90.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.30% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.14% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.05% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.66% 96.38%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.58% 93.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.57% 92.86%
CHEMBL237 P41145 Kappa opioid receptor 85.22% 98.10%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.18% 100.00%
CHEMBL236 P41143 Delta opioid receptor 84.65% 99.35%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.62% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.57% 89.05%
CHEMBL1871 P10275 Androgen Receptor 84.44% 96.43%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.78% 92.88%
CHEMBL4444 P04070 Vitamin K-dependent protein C 82.58% 93.89%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.84% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.57% 100.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.49% 95.00%

Plants that contains it

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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.
Myrtillocactus geometrizans

Cross-Links

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PubChem 12314055
LOTUS LTS0023718
wikiData Q105169355