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3-[(3S,5S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-[(2R,5R)-3,4,5-trihydroxy-6-[[(3R,6S)-4,5,6-trihydroxy-2-methyloxan-3-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-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 022b59e7-cec0-4ab9-88bb-e65dc046ea60
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-[(2R,5R)-3,4,5-trihydroxy-6-[[(3R,6S)-4,5,6-trihydroxy-2-methyloxan-3-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H54O13/c1-16-30(27(39)28(40)31(42)46-16)45-15-23-25(37)26(38)29(41)32(48-23)47-19-6-9-33(2)18(13-19)4-5-22-21(33)7-10-34(3)20(8-11-35(22,34)43)17-12-24(36)44-14-17/h12,16,18-23,25-32,37-43H,4-11,13-15H2,1-3H3/t16?,18-,19-,20+,21?,22?,23?,25-,26?,27?,28?,29?,30-,31-,32+,33-,34+,35-/m0/s1
InChI Key ZBNBSIKYLONGAI-CCECJFCVSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C35H54O13
Molecular Weight 682.80 g/mol
Exact Mass 682.35644177 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.28
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8646 86.46%
Caco-2 - 0.8831 88.31%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8282 82.82%
OATP2B1 inhibitior - 0.7370 73.70%
OATP1B1 inhibitior + 0.9126 91.26%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.6870 68.70%
P-glycoprotein substrate + 0.7168 71.68%
CYP3A4 substrate + 0.7134 71.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8937 89.37%
CYP3A4 inhibition - 0.9432 94.32%
CYP2C9 inhibition - 0.9151 91.51%
CYP2C19 inhibition - 0.9169 91.69%
CYP2D6 inhibition - 0.9384 93.84%
CYP1A2 inhibition - 0.9304 93.04%
CYP2C8 inhibition - 0.6129 61.29%
CYP inhibitory promiscuity - 0.9182 91.82%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5820 58.20%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9292 92.92%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis - 0.6524 65.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8155 81.55%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9171 91.71%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9289 92.89%
Acute Oral Toxicity (c) I 0.8533 85.33%
Estrogen receptor binding + 0.7963 79.63%
Androgen receptor binding + 0.8055 80.55%
Thyroid receptor binding - 0.6940 69.40%
Glucocorticoid receptor binding + 0.5967 59.67%
Aromatase binding + 0.7062 70.62%
PPAR gamma + 0.6785 67.85%
Honey bee toxicity - 0.6452 64.52%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9705 97.05%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.77% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.38% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.84% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.41% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.09% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.31% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.67% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.90% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.08% 95.56%
CHEMBL1871 P10275 Androgen Receptor 88.99% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.26% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 87.88% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.91% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.85% 85.14%
CHEMBL5255 O00206 Toll-like receptor 4 84.29% 92.50%
CHEMBL2581 P07339 Cathepsin D 84.04% 98.95%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.42% 81.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.18% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.17% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.50% 99.23%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.35% 96.21%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.13% 93.04%
CHEMBL5957 P21589 5'-nucleotidase 80.75% 97.78%

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.
Erysimum cheiri

Cross-Links

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PubChem 28373
LOTUS LTS0234000
wikiData Q105370716