PlantaeDB Logo
Login Sign-up

[(3S,5S,6R,8S,9R,10S,13R,14R,16S,17R)-16-acetyloxy-8,14-dihydroxy-3-[(2R,3S,4S,5S,6S)-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-17-(6-oxopyran-3-yl)-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate

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 5c3614a0-2530-4845-aa64-f9cafdc7276b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name [(3S,5S,6R,8S,9R,10S,13R,14R,16S,17R)-16-acetyloxy-8,14-dihydroxy-3-[(2R,3S,4S,5S,6S)-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-17-(6-oxopyran-3-yl)-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C41H60O18/c1-18-34(59-36-32(48)31(47)30(46)26(16-42)58-36)35(52-6)33(49)37(54-18)57-22-9-11-38(4)23(13-22)24(55-19(2)43)14-40(50)27(38)10-12-39(5)29(21-7-8-28(45)53-17-21)25(56-20(3)44)15-41(39,40)51/h7-8,17-18,22-27,29-37,42,46-51H,9-16H2,1-6H3/t18-,22-,23+,24+,25-,26+,27+,29-,30+,31-,32+,33-,34-,35-,36-,37-,38-,39+,40-,41+/m0/s1
InChI Key CCBIBXPDHZFLBE-VVLSCGDLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C41H60O18
Molecular Weight 840.90 g/mol
Exact Mass 840.37796506 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -0.23
H-Bond Acceptor 18
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3S,5S,6R,8S,9R,10S,13R,14R,16S,17R)-16-acetyloxy-8,14-dihydroxy-3-[(2R,3S,4S,5S,6S)-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-17-(6-oxopyran-3-yl)-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7555 75.55%
Caco-2 - 0.8795 87.95%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7278 72.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8180 81.80%
OATP1B3 inhibitior + 0.9059 90.59%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7831 78.31%
P-glycoprotein inhibitior + 0.7547 75.47%
P-glycoprotein substrate + 0.5876 58.76%
CYP3A4 substrate + 0.7472 74.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8803 88.03%
CYP3A4 inhibition - 0.7347 73.47%
CYP2C9 inhibition - 0.9119 91.19%
CYP2C19 inhibition - 0.9292 92.92%
CYP2D6 inhibition - 0.9553 95.53%
CYP1A2 inhibition - 0.8801 88.01%
CYP2C8 inhibition + 0.6793 67.93%
CYP inhibitory promiscuity - 0.9520 95.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6702 67.02%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9094 90.94%
Skin irritation - 0.7134 71.34%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7481 74.81%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6979 69.79%
skin sensitisation - 0.9404 94.04%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9031 90.31%
Acute Oral Toxicity (c) I 0.4145 41.45%
Estrogen receptor binding + 0.8211 82.11%
Androgen receptor binding + 0.7454 74.54%
Thyroid receptor binding + 0.5443 54.43%
Glucocorticoid receptor binding + 0.7342 73.42%
Aromatase binding + 0.6480 64.80%
PPAR gamma + 0.7981 79.81%
Honey bee toxicity - 0.6489 64.89%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9416 94.16%

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 99.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.52% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.28% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.98% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.43% 85.14%
CHEMBL2581 P07339 Cathepsin D 92.12% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.32% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.09% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.60% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.92% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.20% 94.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.06% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.72% 95.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.02% 97.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.45% 91.24%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.45% 89.67%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.42% 89.44%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.93% 97.25%
CHEMBL1914 P06276 Butyrylcholinesterase 83.22% 95.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.07% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.68% 96.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.43% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 80.83% 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 162856160
LOTUS LTS0047422
wikiData Q104953047