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[(1S,7R,8S,9S,10R,13R,14S,17R)-1-acetyloxy-10,13-dimethyl-3-oxo-17-[(2S,3R)-3-(pyridine-3-carbonyloxy)-4-[(2S)-2,3,3-trimethyloxiran-2-yl]butan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-yl] 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 6c76509d-4131-430c-86d3-980db9ab67a4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives
IUPAC Name [(1S,7R,8S,9S,10R,13R,14S,17R)-1-acetyloxy-10,13-dimethyl-3-oxo-17-[(2S,3R)-3-(pyridine-3-carbonyloxy)-4-[(2S)-2,3,3-trimethyloxiran-2-yl]butan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-yl] pyridine-3-carboxylate
SMILES (Canonical) CC(C1CCC2C1(CCC3C2C(CC4=CC(=O)CC(C34C)OC(=O)C)OC(=O)C5=CN=CC=C5)C)C(CC6(C(O6)(C)C)C)OC(=O)C7=CN=CC=C7
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](CC4=CC(=O)C[C@@H]([C@]34C)OC(=O)C)OC(=O)C5=CN=CC=C5)C)[C@@H](C[C@]6(C(O6)(C)C)C)OC(=O)C7=CN=CC=C7
InChI InChI=1S/C42H52N2O8/c1-24(34(21-41(6)39(3,4)52-41)51-38(48)27-11-9-17-44-23-27)30-12-13-31-36-32(14-15-40(30,31)5)42(7)28(18-29(46)20-35(42)49-25(2)45)19-33(36)50-37(47)26-10-8-16-43-22-26/h8-11,16-18,22-24,30-36H,12-15,19-21H2,1-7H3/t24-,30+,31-,32-,33+,34+,35-,36-,40+,41-,42-/m0/s1
InChI Key DGZGUWBOEUGRGI-VSUWTXQTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H52N2O8
Molecular Weight 712.90 g/mol
Exact Mass 712.37236662 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 7.12
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,7R,8S,9S,10R,13R,14S,17R)-1-acetyloxy-10,13-dimethyl-3-oxo-17-[(2S,3R)-3-(pyridine-3-carbonyloxy)-4-[(2S)-2,3,3-trimethyloxiran-2-yl]butan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-yl] 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 + 0.9821 98.21%
Caco-2 - 0.8401 84.01%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7893 78.93%
OATP2B1 inhibitior + 0.5715 57.15%
OATP1B1 inhibitior + 0.8295 82.95%
OATP1B3 inhibitior + 0.8983 89.83%
MATE1 inhibitior - 0.5600 56.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9955 99.55%
P-glycoprotein inhibitior + 0.8442 84.42%
P-glycoprotein substrate + 0.6217 62.17%
CYP3A4 substrate + 0.7319 73.19%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8948 89.48%
CYP3A4 inhibition + 0.6209 62.09%
CYP2C9 inhibition - 0.7714 77.14%
CYP2C19 inhibition - 0.7694 76.94%
CYP2D6 inhibition - 0.8927 89.27%
CYP1A2 inhibition - 0.5831 58.31%
CYP2C8 inhibition + 0.8179 81.79%
CYP inhibitory promiscuity - 0.5084 50.84%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5826 58.26%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9190 91.90%
Skin irritation - 0.7208 72.08%
Skin corrosion - 0.9273 92.73%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8165 81.65%
Micronuclear + 0.6100 61.00%
Hepatotoxicity + 0.5877 58.77%
skin sensitisation - 0.8005 80.05%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.4814 48.14%
Acute Oral Toxicity (c) III 0.5391 53.91%
Estrogen receptor binding + 0.8072 80.72%
Androgen receptor binding + 0.7541 75.41%
Thyroid receptor binding + 0.6339 63.39%
Glucocorticoid receptor binding + 0.7803 78.03%
Aromatase binding + 0.6446 64.46%
PPAR gamma + 0.7868 78.68%
Honey bee toxicity - 0.7049 70.49%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5150 51.50%
Fish aquatic toxicity + 0.9940 99.40%

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 97.86% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.50% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.62% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.00% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 95.79% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 92.80% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.12% 100.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 91.49% 81.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.39% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.07% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.58% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.62% 94.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.41% 95.93%
CHEMBL2535 P11166 Glucose transporter 86.56% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.32% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.60% 93.04%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.77% 98.75%
CHEMBL5028 O14672 ADAM10 84.06% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.69% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.61% 99.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.38% 83.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.37% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.81% 91.07%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.31% 96.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.90% 97.25%
CHEMBL1902 P62942 FK506-binding protein 1A 80.66% 97.05%

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.
Petunia integrifolia

Cross-Links

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PubChem 163044566
LOTUS LTS0044949
wikiData Q104979671