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5,14-dihydroxy-3-[4-hydroxy-5-[4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-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]phenanthrene-10-carbaldehyde

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 8e6e42f7-e984-406e-8486-eb76be64af28
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 5,14-dihydroxy-3-[4-hydroxy-5-[4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-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]phenanthrene-10-carbaldehyde
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H64O17/c1-20-36(58-32-15-28(52-4)37(21(2)55-32)59-38-35(49)34(48)33(47)29(17-43)57-38)27(45)14-31(54-20)56-23-5-10-40(19-44)25-6-9-39(3)24(22-13-30(46)53-18-22)8-12-42(39,51)26(25)7-11-41(40,50)16-23/h13,19-21,23-29,31-38,43,45,47-51H,5-12,14-18H2,1-4H3
InChI Key YNIHVLPYSXTVDC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H64O17
Molecular Weight 840.90 g/mol
Exact Mass 840.41435057 g/mol
Topological Polar Surface Area (TPSA) 250.00 Ų
XlogP -0.90
Atomic LogP (AlogP) 0.14
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,14-dihydroxy-3-[4-hydroxy-5-[4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-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]phenanthrene-10-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7964 79.64%
Caco-2 - 0.8904 89.04%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8047 80.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9026 90.26%
OATP1B3 inhibitior + 0.9615 96.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9541 95.41%
P-glycoprotein inhibitior + 0.7387 73.87%
P-glycoprotein substrate + 0.7689 76.89%
CYP3A4 substrate + 0.7286 72.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8956 89.56%
CYP3A4 inhibition - 0.8841 88.41%
CYP2C9 inhibition - 0.9054 90.54%
CYP2C19 inhibition - 0.9238 92.38%
CYP2D6 inhibition - 0.9467 94.67%
CYP1A2 inhibition - 0.9221 92.21%
CYP2C8 inhibition + 0.5339 53.39%
CYP inhibitory promiscuity - 0.9513 95.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5527 55.27%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9221 92.21%
Skin irritation - 0.5611 56.11%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis + 0.5230 52.30%
Human Ether-a-go-go-Related Gene inhibition + 0.8393 83.93%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7052 70.52%
skin sensitisation - 0.9209 92.09%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8698 86.98%
Acute Oral Toxicity (c) I 0.8305 83.05%
Estrogen receptor binding + 0.8672 86.72%
Androgen receptor binding + 0.8094 80.94%
Thyroid receptor binding - 0.6253 62.53%
Glucocorticoid receptor binding + 0.7427 74.27%
Aromatase binding + 0.7132 71.32%
PPAR gamma + 0.7944 79.44%
Honey bee toxicity - 0.6278 62.78%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9314 93.14%

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 99.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.26% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.93% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.37% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.80% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.42% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.50% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.00% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 89.48% 95.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.03% 96.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.09% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.21% 95.89%
CHEMBL2581 P07339 Cathepsin D 84.91% 98.95%
CHEMBL4208 P20618 Proteasome component C5 84.74% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.90% 97.14%
CHEMBL1871 P10275 Androgen Receptor 83.63% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.08% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.03% 97.36%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.90% 91.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.80% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.62% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.03% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.92% 97.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.17% 92.62%

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.
Adonis aestivalis

Cross-Links

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PubChem 162981004
LOTUS LTS0000759
wikiData Q105350946