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(5S,8S,9S,10R,11R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-11-hydroxy-10,13-dimethyl-2,4,5,7,8,9,11,12,14,15,16,17-dodecahydro-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 48565e13-a22c-433f-bcf5-4232a5cde2b8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (5S,8S,9S,10R,11R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-11-hydroxy-10,13-dimethyl-2,4,5,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H46O3/c1-7-19(17(2)3)9-8-18(4)22-10-11-23-21-15-25(31)24-14-20(30)12-13-28(24,5)27(21)26(32)16-29(22,23)6/h8-9,17-19,21-24,26-27,32H,7,10-16H2,1-6H3/b9-8+/t18-,19-,21+,22-,23+,24-,26-,27-,28+,29-/m1/s1
InChI Key HSSRDENIUYAQMO-LJSCIHPNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O3
Molecular Weight 442.70 g/mol
Exact Mass 442.34469533 g/mol
Topological Polar Surface Area (TPSA) 54.40 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.24
H-Bond Acceptor 3
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 (5S,8S,9S,10R,11R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-11-hydroxy-10,13-dimethyl-2,4,5,7,8,9,11,12,14,15,16,17-dodecahydro-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 + 1.0000 100.00%
Caco-2 - 0.5953 59.53%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.7060 70.60%
OATP2B1 inhibitior - 0.8624 86.24%
OATP1B1 inhibitior + 0.8786 87.86%
OATP1B3 inhibitior + 0.9808 98.08%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.7922 79.22%
P-glycoprotein inhibitior - 0.4399 43.99%
P-glycoprotein substrate + 0.5076 50.76%
CYP3A4 substrate + 0.6699 66.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7993 79.93%
CYP3A4 inhibition - 0.7109 71.09%
CYP2C9 inhibition - 0.8729 87.29%
CYP2C19 inhibition - 0.9038 90.38%
CYP2D6 inhibition - 0.9486 94.86%
CYP1A2 inhibition - 0.9504 95.04%
CYP2C8 inhibition - 0.7495 74.95%
CYP inhibitory promiscuity - 0.7993 79.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6825 68.25%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9490 94.90%
Skin irritation + 0.6265 62.65%
Skin corrosion - 0.9370 93.70%
Ames mutagenesis - 0.7470 74.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6573 65.73%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.5931 59.31%
skin sensitisation - 0.5889 58.89%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8439 84.39%
Acute Oral Toxicity (c) III 0.5101 51.01%
Estrogen receptor binding + 0.8014 80.14%
Androgen receptor binding + 0.7382 73.82%
Thyroid receptor binding + 0.5465 54.65%
Glucocorticoid receptor binding + 0.7307 73.07%
Aromatase binding + 0.5711 57.11%
PPAR gamma - 0.5061 50.61%
Honey bee toxicity - 0.7733 77.33%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9942 99.42%

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 97.57% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.71% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.58% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.12% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.51% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.47% 97.09%
CHEMBL236 P41143 Delta opioid receptor 92.21% 99.35%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.09% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.37% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.04% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.51% 94.45%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 86.55% 88.81%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.46% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.94% 95.89%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.40% 89.34%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.13% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.03% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.47% 93.56%
CHEMBL226 P30542 Adenosine A1 receptor 81.90% 95.93%
CHEMBL1871 P10275 Androgen Receptor 81.82% 96.43%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.74% 95.58%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.66% 98.75%
CHEMBL1937 Q92769 Histone deacetylase 2 81.64% 94.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.61% 96.47%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.41% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.40% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.12% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 81.04% 98.03%
CHEMBL1977 P11473 Vitamin D receptor 80.62% 99.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.27% 89.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.17% 92.86%

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.
Pistia stratiotes

Cross-Links

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PubChem 162903453
LOTUS LTS0232815
wikiData Q105033241