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[6-[6-[6-[[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-4-hydroxy-2-methyloxan-3-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

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Internal ID 1adf2a47-3115-4960-9886-c5eb5b905da1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [6-[6-[6-[[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-4-hydroxy-2-methyloxan-3-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)OC(=O)C)O)O
SMILES (Isomeric) 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)OC(=O)C)O)O
InChI InChI=1S/C43H66O15/c1-20-38(55-23(4)44)30(45)17-36(53-20)57-40-22(3)54-37(18-32(40)47)58-39-21(2)52-35(16-31(39)46)56-26-9-11-41(5)25(14-26)7-8-28-29(41)15-33(48)42(6)27(10-12-43(28,42)50)24-13-34(49)51-19-24/h13,20-22,25-33,35-40,45-48,50H,7-12,14-19H2,1-6H3
InChI Key NREAGDHHMSOWKZ-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C43H66O15
Molecular Weight 823.00 g/mol
Exact Mass 822.44017139 g/mol
Topological Polar Surface Area (TPSA) 209.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.79
H-Bond Acceptor 15
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[6-[6-[[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-4-hydroxy-2-methyloxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9526 95.26%
Caco-2 - 0.8996 89.96%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.8370 83.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9414 94.14%
OATP1B3 inhibitior + 0.9614 96.14%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior + 0.9599 95.99%
P-glycoprotein inhibitior + 0.7471 74.71%
P-glycoprotein substrate + 0.9344 93.44%
CYP3A4 substrate + 0.6483 64.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9074 90.74%
CYP3A4 inhibition - 0.8663 86.63%
CYP2C9 inhibition - 0.9108 91.08%
CYP2C19 inhibition - 0.9544 95.44%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.9373 93.73%
CYP2C8 inhibition - 0.9589 95.89%
CYP inhibitory promiscuity - 0.9166 91.66%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5225 52.25%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9280 92.80%
Skin irritation + 0.5370 53.70%
Skin corrosion - 0.9326 93.26%
Ames mutagenesis + 0.5076 50.76%
Human Ether-a-go-go-Related Gene inhibition + 0.8556 85.56%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9173 91.73%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8221 82.21%
Acute Oral Toxicity (c) I 0.8792 87.92%
Estrogen receptor binding + 0.8801 88.01%
Androgen receptor binding + 0.8543 85.43%
Thyroid receptor binding - 0.6708 67.08%
Glucocorticoid receptor binding + 0.7347 73.47%
Aromatase binding + 0.8034 80.34%
PPAR gamma + 0.7920 79.20%
Honey bee toxicity - 0.6833 68.33%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9802 98.02%

Targets

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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 98.16% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.55% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 97.23% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.89% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.84% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.22% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.56% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.35% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.19% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.10% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.74% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.36% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.89% 99.23%
CHEMBL2581 P07339 Cathepsin D 84.11% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.70% 95.89%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.61% 81.11%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.80% 94.33%
CHEMBL5028 O14672 ADAM10 81.51% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.28% 95.89%

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 grandiflora
Digitalis lanata

Cross-Links

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PubChem 108057
LOTUS LTS0116877
wikiData Q105184454