PlantaeDB Logo
Login Sign-up

[6-[6-[6-[[12,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-4-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxy-2-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-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 78fbc1d4-c800-434f-8c9a-c25a7a777b5c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [6-[6-[6-[[12,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-4-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxy-2-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C49H76O20/c1-21-42(67-37-18-32(53)43(22(2)62-37)68-38-19-33(64-24(4)51)44(23(3)63-38)69-46-41(57)40(56)39(55)34(20-50)66-46)31(52)17-36(61-21)65-26-9-12-47(5)25(15-26)7-8-29-30(47)16-35(54)48(6)28(10-13-49(29,48)59)27-11-14-60-45(27)58/h11,21-23,25-26,28-44,46,50,52-57,59H,7-10,12-20H2,1-6H3
InChI Key GFBRXNQJOYVBDW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C49H76O20
Molecular Weight 985.10 g/mol
Exact Mass 984.49299481 g/mol
Topological Polar Surface Area (TPSA) 288.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.61
H-Bond Acceptor 20
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8036 80.36%
Caco-2 - 0.8751 87.51%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8375 83.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8943 89.43%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9560 95.60%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.7477 74.77%
CYP3A4 substrate + 0.7255 72.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9029 90.29%
CYP3A4 inhibition - 0.8550 85.50%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9340 93.40%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition - 0.5945 59.45%
CYP inhibitory promiscuity - 0.9425 94.25%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5614 56.14%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9065 90.65%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.5370 53.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8063 80.63%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6223 62.23%
skin sensitisation - 0.9286 92.86%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7971 79.71%
Acute Oral Toxicity (c) I 0.8759 87.59%
Estrogen receptor binding + 0.8762 87.62%
Androgen receptor binding + 0.7889 78.89%
Thyroid receptor binding + 0.5291 52.91%
Glucocorticoid receptor binding + 0.7748 77.48%
Aromatase binding + 0.6948 69.48%
PPAR gamma + 0.8388 83.88%
Honey bee toxicity - 0.6446 64.46%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9628 96.28%

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 99.27% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.97% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.91% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.38% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.90% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.02% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.60% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.94% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.45% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 88.36% 94.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.21% 89.00%
CHEMBL5028 O14672 ADAM10 85.55% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.14% 91.24%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.42% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.22% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.16% 94.33%
CHEMBL2581 P07339 Cathepsin D 84.10% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.78% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.74% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.52% 99.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.18% 94.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.02% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.42% 82.69%

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.
Digitalis purpurea

Cross-Links

Top
PubChem 162886986
LOTUS LTS0200746
wikiData Q105007474