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[(E,5R)-5-[(3S,5R,8S,9S,10R,13R,14S,17R)-3,5-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhex-3-enyl] acetate

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 3a36df8c-40ae-4069-ae65-13493d96212c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name [(E,5R)-5-[(3S,5R,8S,9S,10R,13R,14S,17R)-3,5-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhex-3-enyl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H44O5/c1-17(16-33-19(3)29)6-7-18(2)22-8-9-23-21-14-25(31)28(32)15-20(30)10-13-27(28,5)24(21)11-12-26(22,23)4/h6-7,17-18,20-24,30,32H,8-16H2,1-5H3/b7-6+/t17?,18-,20+,21+,22-,23+,24+,26-,27-,28+/m1/s1
InChI Key NINJYUUIBJCPFX-QOJHEMPSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H44O5
Molecular Weight 460.60 g/mol
Exact Mass 460.31887450 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.69
H-Bond Acceptor 5
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 [(E,5R)-5-[(3S,5R,8S,9S,10R,13R,14S,17R)-3,5-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhex-3-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9592 95.92%
Caco-2 - 0.6791 67.91%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8328 83.28%
OATP2B1 inhibitior - 0.7048 70.48%
OATP1B1 inhibitior + 0.7854 78.54%
OATP1B3 inhibitior + 0.9363 93.63%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7999 79.99%
BSEP inhibitior + 0.9281 92.81%
P-glycoprotein inhibitior - 0.5130 51.30%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7526 75.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8763 87.63%
CYP3A4 inhibition - 0.8441 84.41%
CYP2C9 inhibition - 0.9048 90.48%
CYP2C19 inhibition - 0.9006 90.06%
CYP2D6 inhibition - 0.9676 96.76%
CYP1A2 inhibition - 0.9053 90.53%
CYP2C8 inhibition + 0.4743 47.43%
CYP inhibitory promiscuity - 0.9317 93.17%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7262 72.62%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.9576 95.76%
Skin irritation + 0.6072 60.72%
Skin corrosion - 0.9581 95.81%
Ames mutagenesis - 0.6354 63.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6767 67.67%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.5787 57.87%
skin sensitisation - 0.9442 94.42%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7296 72.96%
Acute Oral Toxicity (c) III 0.4552 45.52%
Estrogen receptor binding + 0.7681 76.81%
Androgen receptor binding + 0.8003 80.03%
Thyroid receptor binding + 0.5360 53.60%
Glucocorticoid receptor binding + 0.7527 75.27%
Aromatase binding + 0.7198 71.98%
PPAR gamma - 0.5326 53.26%
Honey bee toxicity - 0.6663 66.63%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9907 99.07%

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 97.83% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.38% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.30% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.31% 82.69%
CHEMBL2581 P07339 Cathepsin D 95.02% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.18% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.28% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.55% 97.09%
CHEMBL299 P17252 Protein kinase C alpha 88.26% 98.03%
CHEMBL221 P23219 Cyclooxygenase-1 86.69% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.89% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.41% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.94% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 84.93% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.46% 90.71%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.38% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.20% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.18% 95.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.68% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.31% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.17% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 80.98% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.78% 99.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.09% 85.31%

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.
There are no matching plants.

Cross-Links

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PubChem 90680711
LOTUS LTS0135710
wikiData Q105179902