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(3S,5S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(3R)-3-methyl-2,3,4,5-tetrahydropyridin-6-yl]ethyl]-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 b024064c-288a-4a5d-a86e-0fbf1798968b
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-[(1S)-1-[(3R)-3-methyl-2,3,4,5-tetrahydropyridin-6-yl]ethyl]-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/C33H53NO7/c1-17-5-8-25(34-15-17)18(2)21-6-7-22-20-14-26(36)24-13-19(9-11-33(24,4)23(20)10-12-32(21,22)3)40-31-30(39)29(38)28(37)27(16-35)41-31/h17-24,27-31,35,37-39H,5-16H2,1-4H3/t17-,18+,19+,20+,21-,22+,23+,24-,27-,28-,29+,30-,31-,32-,33-/m1/s1
InChI Key URNJOARGPPMSPQ-YWSYQJLMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H53NO7
Molecular Weight 575.80 g/mol
Exact Mass 575.38220303 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.52
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 5

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-[(1S)-1-[(3R)-3-methyl-2,3,4,5-tetrahydropyridin-6-yl]ethyl]-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 - 0.6019 60.19%
Caco-2 - 0.8373 83.73%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5756 57.56%
OATP2B1 inhibitior - 0.5781 57.81%
OATP1B1 inhibitior + 0.8332 83.32%
OATP1B3 inhibitior + 0.9317 93.17%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5369 53.69%
P-glycoprotein inhibitior + 0.6154 61.54%
P-glycoprotein substrate - 0.5997 59.97%
CYP3A4 substrate + 0.7303 73.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8549 85.49%
CYP3A4 inhibition - 0.9565 95.65%
CYP2C9 inhibition - 0.9105 91.05%
CYP2C19 inhibition - 0.8786 87.86%
CYP2D6 inhibition - 0.9330 93.30%
CYP1A2 inhibition - 0.9144 91.44%
CYP2C8 inhibition + 0.4709 47.09%
CYP inhibitory promiscuity - 0.9526 95.26%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6252 62.52%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9377 93.77%
Skin irritation - 0.7265 72.65%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.8273 82.73%
Human Ether-a-go-go-Related Gene inhibition + 0.6531 65.31%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5730 57.30%
skin sensitisation - 0.8624 86.24%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9018 90.18%
Acute Oral Toxicity (c) III 0.5688 56.88%
Estrogen receptor binding + 0.6949 69.49%
Androgen receptor binding + 0.7476 74.76%
Thyroid receptor binding - 0.6320 63.20%
Glucocorticoid receptor binding - 0.4646 46.46%
Aromatase binding + 0.5505 55.05%
PPAR gamma - 0.4948 49.48%
Honey bee toxicity - 0.7228 72.28%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity - 0.4372 43.72%

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 98.14% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.79% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.63% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.95% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.59% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.44% 95.93%
CHEMBL237 P41145 Kappa opioid receptor 91.98% 98.10%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.27% 90.08%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.20% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.24% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.52% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.24% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.07% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.94% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.79% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.73% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.48% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.11% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.74% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.92% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.59% 99.23%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 81.89% 98.46%
CHEMBL5255 O00206 Toll-like receptor 4 80.89% 92.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.51% 96.90%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.28% 97.33%

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 10370906
LOTUS LTS0265902
wikiData Q105277878