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(3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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 85944631-dc02-45f5-a1c7-e33f95785386
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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) CC1C(C(C(C(O1)OC2C(OC(CC2O)OC3CCC4(C5CCC6(C(CCC6(C5CCC4(C3)O)O)C7=CC(=O)OC7)C)C=O)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2O)O[C@H]3CC[C@@]4([C@H]5CC[C@@]6([C@H](CC[C@@]6([C@@H]5CC[C@@]4(C3)O)O)C7=CC(=O)OC7)C)C=O)C)O)O)O
InChI InChI=1S/C35H52O13/c1-17-27(39)28(40)29(41)31(46-17)48-30-18(2)45-26(13-24(30)37)47-20-4-9-33(16-36)22-5-8-32(3)21(19-12-25(38)44-15-19)7-11-35(32,43)23(22)6-10-34(33,42)14-20/h12,16-18,20-24,26-31,37,39-43H,4-11,13-15H2,1-3H3/t17-,18+,20-,21+,22-,23+,24-,26-,27-,28+,29+,30+,31-,32+,33-,34-,35-/m0/s1
InChI Key WWAAVIOTGGRJFG-PXQKFTJFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H52O13
Molecular Weight 680.80 g/mol
Exact Mass 680.34079171 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP -0.80
Atomic LogP (AlogP) 0.63
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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 + 0.9064 90.64%
Caco-2 - 0.8779 87.79%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8452 84.52%
OATP2B1 inhibitior - 0.7424 74.24%
OATP1B1 inhibitior + 0.9333 93.33%
OATP1B3 inhibitior + 0.9607 96.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7735 77.35%
P-glycoprotein inhibitior + 0.6930 69.30%
P-glycoprotein substrate + 0.7458 74.58%
CYP3A4 substrate + 0.7072 70.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8978 89.78%
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 - 0.5776 57.76%
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 - 0.9280 92.80%
Skin irritation + 0.5376 53.76%
Skin corrosion - 0.9313 93.13%
Ames mutagenesis - 0.5170 51.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7444 74.44%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7967 79.67%
skin sensitisation - 0.9109 91.09%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.8188 81.88%
Acute Oral Toxicity (c) I 0.8519 85.19%
Estrogen receptor binding + 0.7864 78.64%
Androgen receptor binding + 0.8046 80.46%
Thyroid receptor binding - 0.6505 65.05%
Glucocorticoid receptor binding + 0.6478 64.78%
Aromatase binding + 0.7035 70.35%
PPAR gamma + 0.6448 64.48%
Honey bee toxicity - 0.6646 66.46%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.6000 60.00%
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 98.56% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.53% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.21% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.05% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.32% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.25% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.89% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.77% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.80% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.82% 89.00%
CHEMBL4208 P20618 Proteasome component C5 88.17% 90.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.95% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.16% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.69% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.23% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.62% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 83.59% 95.93%
CHEMBL2581 P07339 Cathepsin D 82.15% 98.95%
CHEMBL1871 P10275 Androgen Receptor 81.24% 96.43%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.14% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.94% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.46% 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.
Erysimum cheiranthoides

Cross-Links

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PubChem 101690661
LOTUS LTS0239624
wikiData Q105313893