PlantaeDB Logo
Login Sign-up

[(3S,8S,9S,10R,11S,12S,13S,14R,17R)-17-acetyl-12-acetyloxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14-dihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-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 b141e574-f47e-4b7f-b5df-2c370782cac8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8S,9S,10R,11S,12S,13S,14R,17R)-17-acetyl-12-acetyloxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14-dihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H72O18/c1-21(47)29-14-17-46(53)44(29,8)41(61-26(6)49)39(60-25(5)48)40-43(7)15-13-28(18-27(43)12-16-45(40,46)52)62-32-19-30(54-9)36(23(3)57-32)63-33-20-31(55-10)37(24(4)58-33)64-42-35(51)38(56-11)34(50)22(2)59-42/h12,22-24,28-42,50-53H,13-20H2,1-11H3/t22-,23-,24-,28+,29+,30+,31+,32+,33+,34-,35-,36-,37-,38-,39+,40-,41-,42+,43+,44+,45+,46-/m1/s1
InChI Key KHLKUIYZJXIWQU-JIFLUORNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C46H72O18
Molecular Weight 913.10 g/mol
Exact Mass 912.47186544 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 18
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8916 89.16%
Caco-2 - 0.8707 87.07%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7413 74.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8670 86.70%
OATP1B3 inhibitior + 0.9150 91.50%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6874 68.74%
BSEP inhibitior + 0.9773 97.73%
P-glycoprotein inhibitior + 0.7531 75.31%
P-glycoprotein substrate + 0.7189 71.89%
CYP3A4 substrate + 0.7260 72.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8939 89.39%
CYP3A4 inhibition - 0.8774 87.74%
CYP2C9 inhibition - 0.9072 90.72%
CYP2C19 inhibition - 0.9239 92.39%
CYP2D6 inhibition - 0.9465 94.65%
CYP1A2 inhibition - 0.8810 88.10%
CYP2C8 inhibition + 0.5802 58.02%
CYP inhibitory promiscuity - 0.9725 97.25%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5449 54.49%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9066 90.66%
Skin irritation + 0.5454 54.54%
Skin corrosion - 0.9191 91.91%
Ames mutagenesis - 0.7670 76.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7520 75.20%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6301 63.01%
skin sensitisation - 0.8738 87.38%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7612 76.12%
Acute Oral Toxicity (c) II 0.3208 32.08%
Estrogen receptor binding + 0.7962 79.62%
Androgen receptor binding + 0.7410 74.10%
Thyroid receptor binding + 0.5410 54.10%
Glucocorticoid receptor binding + 0.7995 79.95%
Aromatase binding + 0.6447 64.47%
PPAR gamma + 0.8102 81.02%
Honey bee toxicity - 0.6441 64.41%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9600 96.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.68% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.19% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.25% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.80% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.92% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.44% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.20% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.99% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.72% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 86.62% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.75% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.66% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.49% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 84.84% 95.93%
CHEMBL5028 O14672 ADAM10 84.07% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.06% 94.45%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.70% 94.42%
CHEMBL5255 O00206 Toll-like receptor 4 83.42% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.68% 99.23%
CHEMBL4208 P20618 Proteasome component C5 81.75% 90.00%

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.
Ceropegia variegata

Cross-Links

Top
PubChem 101923692
LOTUS LTS0003963
wikiData Q105141201