PlantaeDB Logo
Login Sign-up

5-[(3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-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 f6ecf3ad-76ee-4d32-ac00-950e33189ec7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H54O13/c1-17-31(49-33-29(42)27(40)26(39)24(15-37)48-33)28(41)30(43)32(46-17)47-20-8-11-34(2)19(14-20)5-6-23-22(34)9-12-35(3)21(10-13-36(23,35)44)18-4-7-25(38)45-16-18/h4,7,16-17,19-24,26-33,37,39-44H,5-6,8-15H2,1-3H3/t17-,19-,20-,21+,22-,23+,24+,26+,27-,28-,29+,30+,31-,32-,33-,34-,35+,36-/m0/s1
InChI Key LYASADJFNZVCCK-ZHMYINHMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H54O13
Molecular Weight 694.80 g/mol
Exact Mass 694.35644177 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.92
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8139 81.39%
Caco-2 - 0.8904 89.04%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7752 77.52%
OATP2B1 inhibitior - 0.8653 86.53%
OATP1B1 inhibitior + 0.8601 86.01%
OATP1B3 inhibitior + 0.8794 87.94%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7537 75.37%
BSEP inhibitior - 0.4535 45.35%
P-glycoprotein inhibitior + 0.6768 67.68%
P-glycoprotein substrate - 0.6457 64.57%
CYP3A4 substrate + 0.7250 72.50%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8643 86.43%
CYP3A4 inhibition - 0.8217 82.17%
CYP2C9 inhibition - 0.9171 91.71%
CYP2C19 inhibition - 0.9286 92.86%
CYP2D6 inhibition - 0.9524 95.24%
CYP1A2 inhibition - 0.8622 86.22%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9220 92.20%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6713 67.13%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9273 92.73%
Skin irritation - 0.6696 66.96%
Skin corrosion - 0.9535 95.35%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7700 77.00%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6895 68.95%
skin sensitisation - 0.9398 93.98%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8194 81.94%
Acute Oral Toxicity (c) I 0.4271 42.71%
Estrogen receptor binding + 0.7882 78.82%
Androgen receptor binding + 0.7608 76.08%
Thyroid receptor binding - 0.6081 60.81%
Glucocorticoid receptor binding + 0.6028 60.28%
Aromatase binding + 0.6845 68.45%
PPAR gamma + 0.6788 67.88%
Honey bee toxicity - 0.6836 68.36%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9565 95.65%

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 98.63% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.27% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.86% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.89% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.91% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.45% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.08% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.32% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.08% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.96% 95.56%
CHEMBL2581 P07339 Cathepsin D 85.38% 98.95%
CHEMBL4208 P20618 Proteasome component C5 84.04% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.95% 96.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.19% 93.04%
CHEMBL226 P30542 Adenosine A1 receptor 81.31% 95.93%

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.
Drimia maritima

Cross-Links

Top
PubChem 102069297
LOTUS LTS0118548
wikiData Q105159199