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(6R,8S,9S,10R,13R,14S,17R)-17-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-6-hydroxy-10,13-dimethyl-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

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Internal ID 53ded9b3-3c11-413d-9f80-b974247ccede
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (6R,8S,9S,10R,13R,14S,17R)-17-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-6-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H42O4/c1-17(7-6-12-25(2,3)31-30)20-8-9-21-19-16-24(29)23-15-18(28)10-13-27(23,5)22(19)11-14-26(20,21)4/h6,12,15,17,19-22,24,29-30H,7-11,13-14,16H2,1-5H3/b12-6+/t17-,19+,20-,21+,22+,24-,26-,27-/m1/s1
InChI Key QQEUWBZMBRKWBL-RCMZTQOBSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C27H42O4
Molecular Weight 430.60 g/mol
Exact Mass 430.30830982 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.96
H-Bond Acceptor 4
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 (6R,8S,9S,10R,13R,14S,17R)-17-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-6-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 - 0.6639 66.39%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7239 72.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8450 84.50%
OATP1B3 inhibitior + 0.9040 90.40%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8888 88.88%
P-glycoprotein inhibitior - 0.5462 54.62%
P-glycoprotein substrate - 0.6579 65.79%
CYP3A4 substrate + 0.7542 75.42%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8805 88.05%
CYP3A4 inhibition - 0.7127 71.27%
CYP2C9 inhibition - 0.8466 84.66%
CYP2C19 inhibition - 0.8711 87.11%
CYP2D6 inhibition - 0.9283 92.83%
CYP1A2 inhibition - 0.8541 85.41%
CYP2C8 inhibition - 0.5683 56.83%
CYP inhibitory promiscuity - 0.6122 61.22%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6376 63.76%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9732 97.32%
Skin irritation + 0.5842 58.42%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4885 48.85%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5481 54.81%
skin sensitisation - 0.7090 70.90%
Respiratory toxicity + 0.9333 93.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8877 88.77%
Acute Oral Toxicity (c) III 0.6524 65.24%
Estrogen receptor binding + 0.8964 89.64%
Androgen receptor binding + 0.7953 79.53%
Thyroid receptor binding + 0.7249 72.49%
Glucocorticoid receptor binding + 0.9069 90.69%
Aromatase binding + 0.6616 66.16%
PPAR gamma + 0.5834 58.34%
Honey bee toxicity - 0.6947 69.47%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9950 99.50%

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 98.39% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.14% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.97% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.68% 96.09%
CHEMBL1871 P10275 Androgen Receptor 93.37% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.99% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.82% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.73% 98.95%
CHEMBL240 Q12809 HERG 91.64% 89.76%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.33% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.58% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.11% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.15% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.39% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.37% 82.69%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.01% 97.47%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.88% 85.31%
CHEMBL1902 P62942 FK506-binding protein 1A 82.48% 97.05%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.04% 89.34%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.31% 100.00%
CHEMBL4208 P20618 Proteasome component C5 81.12% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.36% 91.19%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.18% 91.03%

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 10550596
LOTUS LTS0235694
wikiData Q105225789