PlantaeDB Logo
Login Sign-up

[3-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-1-yl] acetate;6-(hydroxymethyl)oxane-2,3,4,5-tetrol

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 4bbf8703-d0f4-4502-a93f-597b0b48b3f6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [3-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-1-yl] acetate;6-(hydroxymethyl)oxane-2,3,4,5-tetrol
SMILES (Canonical) CC1C(C(C(C(O1)OC2CC3CCC4C(C3(C(C2)OC(=O)C)C)CCC5(C4(CCC5C6=CC(=O)OC6)O)C)O)OC)O.C(C1C(C(C(C(O1)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2CC3CCC4C(C3(C(C2)OC(=O)C)C)CCC5(C4(CCC5C6=CC(=O)OC6)O)C)O)OC)O.C(C1C(C(C(C(O1)O)O)O)O)O
InChI InChI=1S/C32H48O10.C6H12O6/c1-16-26(35)28(38-5)27(36)29(40-16)42-20-13-19-6-7-23-22(31(19,4)24(14-20)41-17(2)33)8-10-30(3)21(9-11-32(23,30)37)18-12-25(34)39-15-18;7-1-2-3(8)4(9)5(10)6(11)12-2/h12,16,19-24,26-29,35-37H,6-11,13-15H2,1-5H3;2-11H,1H2
InChI Key VYYXOIAEMFDELV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H60O16
Molecular Weight 772.90 g/mol
Exact Mass 772.38813582 g/mol
Topological Polar Surface Area (TPSA) 251.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.57
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

Top
NSC-113569

2D Structure

Top
2D Structure of [3-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-1-yl] acetate;6-(hydroxymethyl)oxane-2,3,4,5-tetrol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7983 79.83%
Caco-2 - 0.8658 86.58%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8047 80.47%
OATP2B1 inhibitior - 0.7237 72.37%
OATP1B1 inhibitior + 0.8822 88.22%
OATP1B3 inhibitior + 0.9605 96.05%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5228 52.28%
P-glycoprotein inhibitior + 0.6777 67.77%
P-glycoprotein substrate + 0.7064 70.64%
CYP3A4 substrate + 0.7321 73.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8940 89.40%
CYP3A4 inhibition - 0.8841 88.41%
CYP2C9 inhibition - 0.9054 90.54%
CYP2C19 inhibition - 0.9238 92.38%
CYP2D6 inhibition - 0.9467 94.67%
CYP1A2 inhibition - 0.9221 92.21%
CYP2C8 inhibition + 0.6174 61.74%
CYP inhibitory promiscuity - 0.9513 95.13%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5527 55.27%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9349 93.49%
Skin irritation - 0.5852 58.52%
Skin corrosion - 0.9377 93.77%
Ames mutagenesis - 0.6734 67.34%
Human Ether-a-go-go-Related Gene inhibition + 0.7049 70.49%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9119 91.19%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8365 83.65%
Acute Oral Toxicity (c) I 0.8305 83.05%
Estrogen receptor binding + 0.7709 77.09%
Androgen receptor binding + 0.8105 81.05%
Thyroid receptor binding - 0.6489 64.89%
Glucocorticoid receptor binding + 0.7201 72.01%
Aromatase binding + 0.6696 66.96%
PPAR gamma + 0.6289 62.89%
Honey bee toxicity - 0.6313 63.13%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9320 93.20%

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 99.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.66% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.78% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.33% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.68% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.30% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.88% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.32% 85.14%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.40% 81.11%
CHEMBL2581 P07339 Cathepsin D 88.30% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.23% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.93% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.85% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.74% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.56% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.53% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.02% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.19% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.83% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.32% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.67% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.70% 97.14%
CHEMBL5028 O14672 ADAM10 80.69% 97.50%

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.
Acokanthera oblongifolia

Cross-Links

Top
PubChem 419304
LOTUS LTS0220365
wikiData Q104667330