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[(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,17S)-12-acetyloxy-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[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 ae77700a-333c-42fe-b6f5-505427e2f624
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name [(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,17S)-12-acetyloxy-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl] pyridine-3-carboxylate
SMILES (Canonical) CC(C1(CCC2(C1(C(CC3C2(CC=C4C3(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=C4[C@@]3(CC[C@@H](C4)O)C)O)OC(=O)C)C)O)O)OC(=O)C5=CN=CC=C5
InChI InChI=1S/C29H39NO8/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/h5-7,13,16-17,21-23,32,34-36H,8-12,14-15H2,1-4H3/t17-,21-,22+,23+,25-,26+,27+,28-,29+/m0/s1
InChI Key VFNBGVCOCWSABX-YAZSXTBLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H39NO8
Molecular Weight 529.60 g/mol
Exact Mass 529.26756720 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.45
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,8S,9R,10R,12R,13R,14R,17S)-12-acetyloxy-3,8,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[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 + 0.9419 94.19%
Caco-2 - 0.7906 79.06%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7176 71.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8741 87.41%
OATP1B3 inhibitior + 0.8909 89.09%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8092 80.92%
BSEP inhibitior + 0.9556 95.56%
P-glycoprotein inhibitior + 0.6260 62.60%
P-glycoprotein substrate + 0.5949 59.49%
CYP3A4 substrate + 0.6910 69.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8742 87.42%
CYP3A4 inhibition - 0.8138 81.38%
CYP2C9 inhibition - 0.8537 85.37%
CYP2C19 inhibition - 0.8218 82.18%
CYP2D6 inhibition - 0.9183 91.83%
CYP1A2 inhibition - 0.5462 54.62%
CYP2C8 inhibition + 0.8222 82.22%
CYP inhibitory promiscuity - 0.8667 86.67%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5997 59.97%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9392 93.92%
Skin irritation - 0.5892 58.92%
Skin corrosion - 0.9268 92.68%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7449 74.49%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5574 55.74%
skin sensitisation - 0.8517 85.17%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8169 81.69%
Acute Oral Toxicity (c) III 0.3276 32.76%
Estrogen receptor binding + 0.7317 73.17%
Androgen receptor binding + 0.7064 70.64%
Thyroid receptor binding + 0.5167 51.67%
Glucocorticoid receptor binding + 0.7139 71.39%
Aromatase binding + 0.7367 73.67%
PPAR gamma + 0.5780 57.80%
Honey bee toxicity - 0.6796 67.96%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9679 96.79%

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 97.44% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 97.05% 97.79%
CHEMBL2581 P07339 Cathepsin D 94.25% 98.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 92.71% 85.30%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.10% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 91.76% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.28% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 90.81% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.18% 95.89%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 88.22% 95.71%
CHEMBL255 P29275 Adenosine A2b receptor 87.89% 98.59%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.24% 85.14%
CHEMBL2535 P11166 Glucose transporter 86.56% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.37% 91.07%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 84.88% 92.95%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.86% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.60% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.64% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.60% 100.00%
CHEMBL5028 O14672 ADAM10 82.75% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.27% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.80% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.37% 93.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.34% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.14% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.67% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.14% 96.00%

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.
Marsdenia rostrata

Cross-Links

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PubChem 162893277
LOTUS LTS0138359
wikiData Q105285458