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[(1S)-1-[(3S,5S,8S,9R,10S,12R,13R,14R,17S)-12-acetyloxy-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl] pyridine-3-carboxylate

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 418fa304-2a2e-474d-aa00-b8e29c42e5f1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name [(1S)-1-[(3S,5S,8S,9R,10S,12R,13R,14R,17S)-12-acetyloxy-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl] pyridine-3-carboxylate
SMILES (Canonical) CC(C1(CCC2(C1(C(CC3C2(CCC4C3(CCC(C4)O)C)O)OC(=O)C)C)O)O)OC(=O)C5=CN=CC=C5
SMILES (Isomeric) C[C@@H]([C@@]1(CC[C@]2([C@@]1([C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)O)OC(=O)C)C)O)O)OC(=O)C5=CN=CC=C5
InChI InChI=1S/C29H41NO8/c1-17(37-24(33)19-6-5-13-30-16-19)27(34)11-12-29(36)26(27,4)23(38-18(2)31)15-22-25(3)9-8-21(32)14-20(25)7-10-28(22,29)35/h5-6,13,16-17,20-23,32,34-36H,7-12,14-15H2,1-4H3/t17-,20-,21-,22+,23+,25-,26+,27+,28-,29+/m0/s1
InChI Key KEZGPGRJTLYWJT-WYBBSUFOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H41NO8
Molecular Weight 531.60 g/mol
Exact Mass 531.28321727 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.53
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S)-1-[(3S,5S,8S,9R,10S,12R,13R,14R,17S)-12-acetyloxy-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl] pyridine-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8245 82.45%
Caco-2 - 0.8292 82.92%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6785 67.85%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8588 85.88%
OATP1B3 inhibitior + 0.9162 91.62%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.9393 93.93%
P-glycoprotein inhibitior - 0.4454 44.54%
P-glycoprotein substrate + 0.5481 54.81%
CYP3A4 substrate + 0.6925 69.25%
CYP2C9 substrate - 0.6120 61.20%
CYP2D6 substrate - 0.8647 86.47%
CYP3A4 inhibition - 0.7343 73.43%
CYP2C9 inhibition - 0.9063 90.63%
CYP2C19 inhibition - 0.8394 83.94%
CYP2D6 inhibition - 0.9430 94.30%
CYP1A2 inhibition - 0.6065 60.65%
CYP2C8 inhibition + 0.6637 66.37%
CYP inhibitory promiscuity - 0.9517 95.17%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6563 65.63%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9332 93.32%
Skin irritation - 0.6394 63.94%
Skin corrosion - 0.9186 91.86%
Ames mutagenesis - 0.5470 54.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6898 68.98%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5435 54.35%
skin sensitisation - 0.8873 88.73%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8542 85.42%
Acute Oral Toxicity (c) III 0.4370 43.70%
Estrogen receptor binding + 0.7563 75.63%
Androgen receptor binding + 0.6816 68.16%
Thyroid receptor binding - 0.5110 51.10%
Glucocorticoid receptor binding + 0.6700 67.00%
Aromatase binding + 0.7556 75.56%
PPAR gamma + 0.5991 59.91%
Honey bee toxicity - 0.7437 74.37%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5555 55.55%
Fish aquatic toxicity + 0.8929 89.29%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.83% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.49% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.37% 90.17%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 93.19% 85.30%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.18% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.84% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.82% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 87.32% 97.79%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 86.37% 91.65%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.69% 99.23%
CHEMBL2535 P11166 Glucose transporter 83.78% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.74% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.66% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.63% 91.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.46% 91.07%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.16% 92.95%
CHEMBL5028 O14672 ADAM10 83.10% 97.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.74% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.22% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.16% 100.00%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 80.99% 95.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.93% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.20% 89.00%
CHEMBL3524 P56524 Histone deacetylase 4 80.06% 92.97%

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.
Ligularia muliensis
Ligularia subspicata
Marsdenia rostrata

Cross-Links

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PubChem 101306814
LOTUS LTS0076142
wikiData Q105269753