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

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 4d430b92-b472-4484-aea6-e1555fca01fd
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-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,6-dione
SMILES (Canonical) CC(CC=CC(C)(C)OO)C1CCC2C1(CCC3C2CC(=O)C4=CC(=O)CCC34C)C
SMILES (Isomeric) C[C@H](C/C=C/C(C)(C)OO)C1CCC2C1(CCC3C2CC(=O)C4=CC(=O)CCC34C)C
InChI InChI=1S/C27H40O4/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/h6,12,15,17,19-22,30H,7-11,13-14,16H2,1-5H3/b12-6+/t17-,19?,20?,21?,22?,26?,27?/m1/s1
InChI Key QTGIEXCCAJYMHL-VEMRCJFPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O4
Molecular Weight 428.60 g/mol
Exact Mass 428.29265975 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 5.30
Atomic LogP (AlogP) 6.16
H-Bond Acceptor 4
H-Bond Donor 1
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-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,6-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9932 99.32%
Caco-2 - 0.6329 63.29%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7725 77.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3297 32.97%
OATP1B3 inhibitior + 0.8203 82.03%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9716 97.16%
P-glycoprotein inhibitior + 0.6939 69.39%
P-glycoprotein substrate - 0.6657 66.57%
CYP3A4 substrate + 0.7364 73.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8650 86.50%
CYP3A4 inhibition - 0.7035 70.35%
CYP2C9 inhibition - 0.8208 82.08%
CYP2C19 inhibition - 0.9047 90.47%
CYP2D6 inhibition - 0.9448 94.48%
CYP1A2 inhibition - 0.8828 88.28%
CYP2C8 inhibition - 0.5990 59.90%
CYP inhibitory promiscuity - 0.7711 77.11%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6340 63.40%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9744 97.44%
Skin irritation + 0.5067 50.67%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7387 73.87%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5356 53.56%
skin sensitisation - 0.6855 68.55%
Respiratory toxicity + 0.9333 93.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8884 88.84%
Acute Oral Toxicity (c) III 0.7016 70.16%
Estrogen receptor binding + 0.8731 87.31%
Androgen receptor binding + 0.7584 75.84%
Thyroid receptor binding + 0.6725 67.25%
Glucocorticoid receptor binding + 0.9115 91.15%
Aromatase binding + 0.7487 74.87%
PPAR gamma + 0.6033 60.33%
Honey bee toxicity - 0.6725 67.25%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9973 99.73%

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
CHEMBL240 Q12809 HERG 98.21% 89.76%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.99% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.98% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.78% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.73% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.50% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.92% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.14% 95.56%
CHEMBL1871 P10275 Androgen Receptor 91.31% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.96% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.00% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.93% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.19% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.71% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 83.98% 97.05%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.94% 82.69%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.53% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.40% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.37% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.34% 92.62%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.22% 85.30%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.73% 89.34%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.68% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.40% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.03% 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 21774729
LOTUS LTS0091896
wikiData Q105227704