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[6-[[10-formyl-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-2-methyl-3-(3,4,5-trihydroxy-6-methyloxan-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

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Internal ID 9f373f19-77d6-4c42-857f-70a76584af28
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [6-[[10-formyl-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-2-methyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-4-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(CC2OC(=O)C)OC3CCC4(C5CCC6(C(CCC6(C5CCC4(C3)O)O)C7=CC(=O)OC7)C)C=O)C)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(OC(CC2OC(=O)C)OC3CCC4(C5CCC6(C(CCC6(C5CCC4(C3)O)O)C7=CC(=O)OC7)C)C=O)C)O)O)O
InChI InChI=1S/C37H54O14/c1-18-29(41)30(42)31(43)33(48-18)51-32-19(2)47-28(14-26(32)49-20(3)39)50-22-5-10-35(17-38)24-6-9-34(4)23(21-13-27(40)46-16-21)8-12-37(34,45)25(24)7-11-36(35,44)15-22/h13,17-19,22-26,28-33,41-45H,5-12,14-16H2,1-4H3
InChI Key JPDBUGXWRYMUSG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H54O14
Molecular Weight 722.80 g/mol
Exact Mass 722.35135639 g/mol
Topological Polar Surface Area (TPSA) 208.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 1.20
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[[10-formyl-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-2-methyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-4-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 + 0.9064 90.64%
Caco-2 - 0.8757 87.57%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8452 84.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9268 92.68%
OATP1B3 inhibitior + 0.9607 96.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9255 92.55%
P-glycoprotein inhibitior + 0.7392 73.92%
P-glycoprotein substrate + 0.7457 74.57%
CYP3A4 substrate + 0.7292 72.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9004 90.04%
CYP3A4 inhibition - 0.8988 89.88%
CYP2C9 inhibition - 0.9103 91.03%
CYP2C19 inhibition - 0.9449 94.49%
CYP2D6 inhibition - 0.9455 94.55%
CYP1A2 inhibition - 0.9355 93.55%
CYP2C8 inhibition + 0.5448 54.48%
CYP inhibitory promiscuity - 0.9512 95.12%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5424 54.24%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9246 92.46%
Skin irritation + 0.5376 53.76%
Skin corrosion - 0.9313 93.13%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6668 66.68%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7967 79.67%
skin sensitisation - 0.9109 91.09%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7965 79.65%
Acute Oral Toxicity (c) I 0.8519 85.19%
Estrogen receptor binding + 0.8179 81.79%
Androgen receptor binding + 0.7959 79.59%
Thyroid receptor binding - 0.6567 65.67%
Glucocorticoid receptor binding + 0.6931 69.31%
Aromatase binding + 0.6904 69.04%
PPAR gamma + 0.7263 72.63%
Honey bee toxicity - 0.6373 63.73%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9823 98.23%

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 98.57% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.56% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.78% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.20% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.50% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.43% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.97% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.78% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.20% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.24% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.71% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.20% 94.62%
CHEMBL4208 P20618 Proteasome component C5 86.67% 90.00%
CHEMBL2581 P07339 Cathepsin D 86.51% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.01% 96.77%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.44% 93.40%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.37% 81.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.53% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.03% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.25% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.03% 92.94%
CHEMBL5028 O14672 ADAM10 80.67% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.52% 93.04%

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.
Erysimum cheiranthoides

Cross-Links

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PubChem 162908858
LOTUS LTS0011984
wikiData Q105132658