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17-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

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 5fe6067d-5b86-4846-a442-2acd55690c87
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name 17-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H44O3/c1-18(7-6-14-25(2,3)30-29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h6,8,14,18,20-24,28-29H,7,9-13,15-17H2,1-5H3/b14-6+/t18-,20?,21?,22?,23?,24?,26?,27?/m1/s1
InChI Key SISZKTSVHKUZKL-PLKAALTJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O3
Molecular Weight 416.60 g/mol
Exact Mass 416.32904526 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.78
H-Bond Acceptor 3
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 17-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9965 99.65%
Caco-2 - 0.5576 55.76%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6493 64.93%
OATP2B1 inhibitior - 0.8645 86.45%
OATP1B1 inhibitior + 0.8996 89.96%
OATP1B3 inhibitior + 0.9488 94.88%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8019 80.19%
P-glycoprotein inhibitior - 0.5253 52.53%
P-glycoprotein substrate + 0.6544 65.44%
CYP3A4 substrate + 0.7313 73.13%
CYP2C9 substrate - 0.6150 61.50%
CYP2D6 substrate - 0.7336 73.36%
CYP3A4 inhibition - 0.7092 70.92%
CYP2C9 inhibition - 0.8518 85.18%
CYP2C19 inhibition - 0.8437 84.37%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.9093 90.93%
CYP2C8 inhibition + 0.5148 51.48%
CYP inhibitory promiscuity - 0.5433 54.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.5786 57.86%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9757 97.57%
Skin irritation - 0.5773 57.73%
Skin corrosion - 0.9239 92.39%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3748 37.48%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.5884 58.84%
skin sensitisation - 0.6198 61.98%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8450 84.50%
Acute Oral Toxicity (c) III 0.3547 35.47%
Estrogen receptor binding + 0.8583 85.83%
Androgen receptor binding + 0.7516 75.16%
Thyroid receptor binding + 0.7086 70.86%
Glucocorticoid receptor binding + 0.8522 85.22%
Aromatase binding + 0.5694 56.94%
PPAR gamma + 0.5521 55.21%
Honey bee toxicity - 0.7106 71.06%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9920 99.20%

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 98.29% 96.09%
CHEMBL240 Q12809 HERG 97.56% 89.76%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.98% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.80% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.70% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 94.61% 95.93%
CHEMBL2581 P07339 Cathepsin D 93.09% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.77% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.50% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.04% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.65% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.26% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.54% 93.56%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 85.19% 97.47%
CHEMBL1871 P10275 Androgen Receptor 84.89% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.59% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.12% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.24% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.20% 85.31%
CHEMBL242 Q92731 Estrogen receptor beta 82.73% 98.35%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.16% 95.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.80% 91.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.14% 91.07%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.42% 92.88%

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 163185650
LOTUS LTS0032023
wikiData Q105254014