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(3S,5S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(2R)-1-[(3R)-3-methyl-3,4-dihydro-2H-pyrrol-5-yl]-1-oxopropan-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

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 5d79ebff-a0af-4544-9708-5183e1945851
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (3S,5S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(2R)-1-[(3R)-3-methyl-3,4-dihydro-2H-pyrrol-5-yl]-1-oxopropan-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H51NO8/c1-16-11-24(34-14-16)27(37)17(2)20-5-6-21-19-13-25(36)23-12-18(7-9-33(23,4)22(19)8-10-32(20,21)3)41-31-30(40)29(39)28(38)26(15-35)42-31/h16-23,26,28-31,35,38-40H,5-15H2,1-4H3/t16-,17-,18+,19+,20-,21+,22+,23-,26-,28-,29+,30-,31-,32-,33-/m1/s1
InChI Key KSPOXENNDYMUIW-ZJTMQEOBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H51NO8
Molecular Weight 589.80 g/mol
Exact Mass 589.36146759 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(2R)-1-[(3R)-3-methyl-3,4-dihydro-2H-pyrrol-5-yl]-1-oxopropan-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6839 68.39%
Caco-2 - 0.8449 84.49%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6197 61.97%
OATP2B1 inhibitior - 0.5755 57.55%
OATP1B1 inhibitior + 0.8043 80.43%
OATP1B3 inhibitior + 0.9425 94.25%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.6226 62.26%
P-glycoprotein inhibitior + 0.6452 64.52%
P-glycoprotein substrate - 0.5722 57.22%
CYP3A4 substrate + 0.7381 73.81%
CYP2C9 substrate - 0.8034 80.34%
CYP2D6 substrate - 0.8704 87.04%
CYP3A4 inhibition - 0.9383 93.83%
CYP2C9 inhibition - 0.9154 91.54%
CYP2C19 inhibition - 0.8817 88.17%
CYP2D6 inhibition - 0.9148 91.48%
CYP1A2 inhibition - 0.9234 92.34%
CYP2C8 inhibition + 0.5182 51.82%
CYP inhibitory promiscuity - 0.9289 92.89%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5679 56.79%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9383 93.83%
Skin irritation - 0.7297 72.97%
Skin corrosion - 0.9258 92.58%
Ames mutagenesis - 0.7673 76.73%
Human Ether-a-go-go-Related Gene inhibition + 0.6748 67.48%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.5730 57.30%
skin sensitisation - 0.8557 85.57%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8399 83.99%
Acute Oral Toxicity (c) III 0.5220 52.20%
Estrogen receptor binding + 0.6770 67.70%
Androgen receptor binding + 0.7441 74.41%
Thyroid receptor binding - 0.5869 58.69%
Glucocorticoid receptor binding + 0.5815 58.15%
Aromatase binding + 0.5912 59.12%
PPAR gamma + 0.5262 52.62%
Honey bee toxicity - 0.7374 73.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.6471 64.71%

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 98.29% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.46% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.17% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.05% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.68% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.93% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 91.97% 98.10%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.67% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.28% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.25% 90.08%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.05% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.94% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.88% 85.31%
CHEMBL226 P30542 Adenosine A1 receptor 85.32% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 85.13% 97.79%
CHEMBL5255 O00206 Toll-like receptor 4 84.95% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.40% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.92% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.53% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.34% 89.05%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.16% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.85% 96.77%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 81.68% 98.46%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.63% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.09% 90.71%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.02% 100.00%

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.
Fritillaria persica

Cross-Links

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PubChem 10099936
LOTUS LTS0266029
wikiData Q105145538