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[(3S,4S,5S,9R,10R,13R,14R,17R)-17-[(2S,3R,5R)-5-ethyl-3-hydroxy-6-methylheptan-2-yl]-4,10,13-trimethyl-6-oxo-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] 4-hydroxybenzoate

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 59003198-3b9e-479e-974c-790bd53431b5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name [(3S,4S,5S,9R,10R,13R,14R,17R)-17-[(2S,3R,5R)-5-ethyl-3-hydroxy-6-methylheptan-2-yl]-4,10,13-trimethyl-6-oxo-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] 4-hydroxybenzoate
SMILES (Canonical) CCC(CC(C(C)C1CCC2C1(CCC3C2=CC(=O)C4C3(CCC(C4C)OC(=O)C5=CC=C(C=C5)O)C)C)O)C(C)C
SMILES (Isomeric) CC[C@H](C[C@H]([C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC(=O)[C@@H]4[C@@]3(CC[C@@H]([C@H]4C)OC(=O)C5=CC=C(C=C5)O)C)C)O)C(C)C
InChI InChI=1S/C37H54O5/c1-8-24(21(2)3)19-31(39)22(4)28-13-14-29-27-20-32(40)34-23(5)33(42-35(41)25-9-11-26(38)12-10-25)16-18-37(34,7)30(27)15-17-36(28,29)6/h9-12,20-24,28-31,33-34,38-39H,8,13-19H2,1-7H3/t22-,23+,24+,28+,29-,30-,31+,33-,34+,36+,37+/m0/s1
InChI Key ZWTFLEDANUBHKP-ASLGGNRMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H54O5
Molecular Weight 578.80 g/mol
Exact Mass 578.39712482 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 9.00
Atomic LogP (AlogP) 7.99
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4S,5S,9R,10R,13R,14R,17R)-17-[(2S,3R,5R)-5-ethyl-3-hydroxy-6-methylheptan-2-yl]-4,10,13-trimethyl-6-oxo-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] 4-hydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9968 99.68%
Caco-2 - 0.8002 80.02%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8486 84.86%
OATP2B1 inhibitior - 0.5735 57.35%
OATP1B1 inhibitior + 0.7503 75.03%
OATP1B3 inhibitior + 0.8665 86.65%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9555 95.55%
P-glycoprotein inhibitior + 0.7273 72.73%
P-glycoprotein substrate + 0.7336 73.36%
CYP3A4 substrate + 0.6937 69.37%
CYP2C9 substrate - 0.7828 78.28%
CYP2D6 substrate - 0.8799 87.99%
CYP3A4 inhibition + 0.5239 52.39%
CYP2C9 inhibition - 0.7798 77.98%
CYP2C19 inhibition - 0.7590 75.90%
CYP2D6 inhibition - 0.8695 86.95%
CYP1A2 inhibition - 0.7461 74.61%
CYP2C8 inhibition + 0.7326 73.26%
CYP inhibitory promiscuity - 0.5259 52.59%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6391 63.91%
Eye corrosion - 0.9958 99.58%
Eye irritation - 0.9392 93.92%
Skin irritation + 0.5811 58.11%
Skin corrosion - 0.9577 95.77%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7209 72.09%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.6029 60.29%
skin sensitisation - 0.7960 79.60%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.9120 91.20%
Acute Oral Toxicity (c) III 0.5596 55.96%
Estrogen receptor binding + 0.8264 82.64%
Androgen receptor binding + 0.7487 74.87%
Thyroid receptor binding - 0.4909 49.09%
Glucocorticoid receptor binding + 0.7721 77.21%
Aromatase binding + 0.6261 62.61%
PPAR gamma + 0.6653 66.53%
Honey bee toxicity - 0.8289 82.89%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6350 63.50%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL2581 P07339 Cathepsin D 99.42% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.64% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.43% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.08% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.52% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.73% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.55% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.06% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.93% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.75% 85.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.98% 95.89%
CHEMBL268 P43235 Cathepsin K 88.66% 96.85%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.21% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.61% 100.00%
CHEMBL242 Q92731 Estrogen receptor beta 87.28% 98.35%
CHEMBL4208 P20618 Proteasome component C5 86.73% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.37% 89.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.07% 97.28%
CHEMBL2996 Q05655 Protein kinase C delta 83.40% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.08% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.02% 90.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.84% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 82.40% 91.19%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.05% 94.97%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.89% 98.75%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 80.59% 97.53%
CHEMBL206 P03372 Estrogen receptor alpha 80.49% 97.64%
CHEMBL5255 O00206 Toll-like receptor 4 80.20% 92.50%

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.
Solanum virginianum

Cross-Links

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PubChem 163032896
LOTUS LTS0145416
wikiData Q105385207