PlantaeDB Logo
Login Sign-up

3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-3-[(2R,3R,4R,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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

Top
Internal ID 913819b3-48d1-4172-aff9-1ec88a79da86
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-3-[(2R,3R,4R,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H56O14/c1-17-29(50-31-27(41)26(40)25(39)23(15-37)49-31)30(45-4)28(42)32(47-17)48-19-5-9-33(2)21-6-10-34(3)20(18-13-24(38)46-16-18)8-12-36(34,44)22(21)7-11-35(33,43)14-19/h13,17,19-23,25-32,37,39-44H,5-12,14-16H2,1-4H3/t17-,19+,20-,21+,22-,23-,25-,26+,27-,28-,29-,30-,31+,32+,33-,34-,35+,36+/m1/s1
InChI Key WLJHFSPFCOGHJP-RKCBZHQGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H56O14
Molecular Weight 712.80 g/mol
Exact Mass 712.36700646 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP -1.00
Atomic LogP (AlogP) 0.05
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-5,14-dihydroxy-3-[(2R,3R,4R,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8177 81.77%
Caco-2 - 0.8831 88.31%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7900 79.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9216 92.16%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4830 48.30%
P-glycoprotein inhibitior + 0.7066 70.66%
P-glycoprotein substrate + 0.5830 58.30%
CYP3A4 substrate + 0.7055 70.55%
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 + 0.4623 46.23%
CYP inhibitory promiscuity - 0.9347 93.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5835 58.35%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9246 92.46%
Skin irritation - 0.5686 56.86%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8088 80.88%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7927 79.27%
skin sensitisation - 0.9154 91.54%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8990 89.90%
Acute Oral Toxicity (c) I 0.7685 76.85%
Estrogen receptor binding + 0.8010 80.10%
Androgen receptor binding + 0.8101 81.01%
Thyroid receptor binding - 0.6709 67.09%
Glucocorticoid receptor binding + 0.6089 60.89%
Aromatase binding + 0.6914 69.14%
PPAR gamma + 0.6903 69.03%
Honey bee toxicity - 0.6816 68.16%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9043 90.43%

Targets

Top

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 99.01% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.53% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.06% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.86% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.01% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.25% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.74% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.44% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.88% 97.36%
CHEMBL2581 P07339 Cathepsin D 89.18% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.66% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.81% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.14% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.92% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.04% 92.94%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.15% 96.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.84% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.37% 97.14%

Plants that contains it

Top
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.
Streptocaulon juventas

Cross-Links

Top
PubChem 44566916
NPASS NPC475629
ChEMBL CHEMBL509682