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Digilanide C

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

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Internal ID a7eaa3f2-f2da-4d8c-a2b0-5b87dac6d280
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [6-[6-[6-[[(3S,5R,8R,10S,12R,13S,14S,17R)-12,14-dihydroxy-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-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) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CC(C5(C4(CCC5C6=CC(=O)OC6)O)C)O)C)O)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC(=O)C)O
SMILES (Isomeric) CC1C(C(CC(O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4C3C[C@H]([C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)C)O)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC(=O)C)O
InChI InChI=1S/C49H76O20/c1-21-43(67-38-17-32(53)44(22(2)62-38)68-39-18-33(64-24(4)51)45(23(3)63-39)69-46-42(58)41(57)40(56)34(19-50)66-46)31(52)16-37(61-21)65-27-9-11-47(5)26(14-27)7-8-29-30(47)15-35(54)48(6)28(10-12-49(29,48)59)25-13-36(55)60-20-25/h13,21-23,26-35,37-46,50,52-54,56-59H,7-12,14-20H2,1-6H3/t21?,22?,23?,26-,27+,28-,29-,30?,31?,32?,33?,34?,35-,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?,47+,48+,49+/m1/s1
InChI Key JAYAGJDXJIDEKI-FDEHUWGPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H76O20
Molecular Weight 985.10 g/mol
Exact Mass 984.49299481 g/mol
Topological Polar Surface Area (TPSA) 288.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.61
H-Bond Acceptor 20
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

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Cedilanid
Ceglunate
Celadigal
Celanid
Celanidum
Cetosanol
Isolanide
[6-[6-[6-[[(3S,5R,8R,10S,12R,13S,14S,17R)-12,14-dihydroxy-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-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
Digilanide C
Digilanid C
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Digilanide C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8036 80.36%
Caco-2 - 0.8801 88.01%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8375 83.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9413 94.13%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9608 96.08%
P-glycoprotein inhibitior + 0.7446 74.46%
P-glycoprotein substrate + 0.8637 86.37%
CYP3A4 substrate + 0.6953 69.53%
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 - 0.7918 79.18%
CYP inhibitory promiscuity - 0.9425 94.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5614 56.14%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9097 90.97%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.5124 51.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8687 86.87%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9286 92.86%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8675 86.75%
Acute Oral Toxicity (c) I 0.8759 87.59%
Estrogen receptor binding + 0.8905 89.05%
Androgen receptor binding + 0.8347 83.47%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7776 77.76%
Aromatase binding + 0.7002 70.02%
PPAR gamma + 0.8573 85.73%
Honey bee toxicity - 0.6319 63.19%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9628 96.28%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL4096 P04637 Cellular tumor antigen p53 39.8 nM
 Potency
 via Super-PRED
CHEMBL1293235 P02545 Prelamin-A/C 56.2 nM
 Potency
 via Super-PRED
CHEMBL1293232 Q16637 Survival motor neuron protein 398.1 nM
 Potency
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.12% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.91% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.64% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.56% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.43% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.48% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.00% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.20% 94.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.24% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.05% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.28% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.07% 95.89%
CHEMBL2581 P07339 Cathepsin D 86.00% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.46% 91.24%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.89% 96.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.64% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.22% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 84.12% 92.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.18% 94.23%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.83% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.20% 94.00%
CHEMBL5028 O14672 ADAM10 82.03% 97.50%
CHEMBL226 P30542 Adenosine A1 receptor 80.65% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.57% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.32% 99.23%

Plants that contains it

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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
Digitalis purpurea

Cross-Links

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PubChem 5351470
NPASS NPC264741