PlantaeDB Logo
Login Sign-up

3-[3-[5-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-12,14,16-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-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 8ab4e3c1-9fa5-4b76-8dc8-8f06b8e87cca
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[3-[5-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-12,14,16-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4CCC5(C(C4)CCC6C5CC(C7(C6(CC(C7C8=CC(=O)OC8)O)O)C)O)C)C)C)O)O
SMILES (Isomeric) CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4CCC5(C(C4)CCC6C5CC(C7(C6(CC(C7C8=CC(=O)OC8)O)O)C)O)C)C)C)O)O
InChI InChI=1S/C41H64O15/c1-18-36(48)26(42)13-33(51-18)55-38-20(3)53-34(15-28(38)44)56-37-19(2)52-32(14-27(37)43)54-23-8-9-39(4)22(11-23)6-7-24-25(39)12-30(46)40(5)35(21-10-31(47)50-17-21)29(45)16-41(24,40)49/h10,18-20,22-30,32-38,42-46,48-49H,6-9,11-17H2,1-5H3
InChI Key AASCKLXRKILUGL-UHFFFAOYSA-N
Popularity 28 references in papers

Physical and Chemical Properties

Top
Molecular Formula C41H64O15
Molecular Weight 796.90 g/mol
Exact Mass 796.42452133 g/mol
Topological Polar Surface Area (TPSA) 223.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.19
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9219 92.19%
Caco-2 - 0.9253 92.53%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.8297 82.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9409 94.09%
OATP1B3 inhibitior + 0.9518 95.18%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9071 90.71%
P-glycoprotein inhibitior + 0.7298 72.98%
P-glycoprotein substrate + 0.8911 89.11%
CYP3A4 substrate + 0.6492 64.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9026 90.26%
CYP3A4 inhibition - 0.9279 92.79%
CYP2C9 inhibition - 0.9196 91.96%
CYP2C19 inhibition - 0.9385 93.85%
CYP2D6 inhibition - 0.9359 93.59%
CYP1A2 inhibition - 0.9261 92.61%
CYP2C8 inhibition - 0.9435 94.35%
CYP inhibitory promiscuity - 0.9279 92.79%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5632 56.32%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9432 94.32%
Skin irritation + 0.5359 53.59%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis + 0.5130 51.30%
Human Ether-a-go-go-Related Gene inhibition + 0.8661 86.61%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9042 90.42%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8463 84.63%
Acute Oral Toxicity (c) I 0.7867 78.67%
Estrogen receptor binding + 0.8717 87.17%
Androgen receptor binding + 0.8281 82.81%
Thyroid receptor binding - 0.7471 74.71%
Glucocorticoid receptor binding + 0.6845 68.45%
Aromatase binding + 0.7820 78.20%
PPAR gamma + 0.7674 76.74%
Honey bee toxicity - 0.6780 67.80%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.9750 97.50%

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
CHEMBL1994 P08235 Mineralocorticoid receptor 96.01% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.86% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.71% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.31% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.85% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.92% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.01% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.00% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.79% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.34% 89.00%
CHEMBL1871 P10275 Androgen Receptor 85.85% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.75% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.20% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.06% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.79% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 80.73% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.61% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.59% 96.21%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.43% 97.33%

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 lanata

Cross-Links

Top
PubChem 103663
LOTUS LTS0258615
wikiData Q104908322