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3-[(3S,5R,10S,13R,14S)-14-hydroxy-3-[(2R,3S,4R,5R,6S)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-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 c53b6e6f-69e6-43f2-b362-82dc26b0d019
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5R,10S,13R,14S)-14-hydroxy-3-[(2R,3S,4R,5R,6S)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-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/C42H66O18/c1-18-28(45)35(53-4)36(60-38-34(51)32(49)30(47)26(59-38)17-55-37-33(50)31(48)29(46)25(15-43)58-37)39(56-18)57-21-7-10-40(2)20(14-21)5-6-24-23(40)8-11-41(3)22(9-12-42(24,41)52)19-13-27(44)54-16-19/h13,18,20-26,28-39,43,45-52H,5-12,14-17H2,1-4H3/t18-,20+,21-,22?,23?,24?,25+,26+,28+,29+,30+,31-,32-,33+,34+,35+,36-,37+,38-,39-,40-,41+,42-/m0/s1
InChI Key QWNHCYWCKDKDMK-WIMWFQKPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O18
Molecular Weight 859.00 g/mol
Exact Mass 858.42491525 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -1.24
H-Bond Acceptor 18
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,5R,10S,13R,14S)-14-hydroxy-3-[(2R,3S,4R,5R,6S)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-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 + 0.8177 81.77%
Caco-2 - 0.8921 89.21%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7900 79.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9074 90.74%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7268 72.68%
P-glycoprotein inhibitior + 0.7373 73.73%
P-glycoprotein substrate + 0.7207 72.07%
CYP3A4 substrate + 0.7250 72.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9002 90.02%
CYP3A4 inhibition - 0.9358 93.58%
CYP2C9 inhibition - 0.9140 91.40%
CYP2C19 inhibition - 0.9183 91.83%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.9208 92.08%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9347 93.47%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5835 58.35%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9188 91.88%
Skin irritation - 0.5686 56.86%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.6924 69.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8206 82.06%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9154 91.54%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8457 84.57%
Acute Oral Toxicity (c) I 0.7685 76.85%
Estrogen receptor binding + 0.8374 83.74%
Androgen receptor binding + 0.8086 80.86%
Thyroid receptor binding - 0.6314 63.14%
Glucocorticoid receptor binding + 0.6582 65.82%
Aromatase binding + 0.6954 69.54%
PPAR gamma + 0.7533 75.33%
Honey bee toxicity - 0.6200 62.00%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9043 90.43%

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 99.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.89% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.63% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.50% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.07% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.81% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.02% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.22% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 89.20% 95.93%
CHEMBL1871 P10275 Androgen Receptor 88.79% 96.43%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.75% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.14% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.37% 85.14%
CHEMBL5255 O00206 Toll-like receptor 4 87.19% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.17% 96.77%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.15% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.51% 95.56%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.43% 81.11%
CHEMBL2581 P07339 Cathepsin D 86.04% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.56% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.56% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.22% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.47% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.91% 94.75%

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.
Cerbera odollam

Cross-Links

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PubChem 6324909
NPASS NPC81566