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Cheiranthoside X

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 ef8a02fd-be02-454c-885d-1b367003d64a
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-carboxylic acid
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)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)O)C)O)O)O
InChI InChI=1S/C35H52O14/c1-16-26(38)27(39)28(40)30(47-16)49-29-17(2)46-25(13-23(29)36)48-19-4-10-34(31(41)42)21-5-8-32(3)20(18-12-24(37)45-15-18)7-11-35(32,44)22(21)6-9-33(34,43)14-19/h12,16-17,19-23,25-30,36,38-40,43-44H,4-11,13-15H2,1-3H3,(H,41,42)/t16-,17+,19-,20+,21-,22+,23-,25-,26-,27+,28+,29+,30-,32+,33-,34+,35-/m0/s1
InChI Key CURMLGWGJTZFEZ-QYDPHHIQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H52O14
Molecular Weight 696.80 g/mol
Exact Mass 696.33570633 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP -0.70
Atomic LogP (AlogP) 0.52
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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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-carboxylic acid

2D Structure

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2D Structure of Cheiranthoside X

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 - 0.8815 88.15%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8452 84.52%
OATP2B1 inhibitior - 0.8722 87.22%
OATP1B1 inhibitior + 0.9236 92.36%
OATP1B3 inhibitior + 0.9607 96.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5520 55.20%
P-glycoprotein inhibitior + 0.6911 69.11%
P-glycoprotein substrate + 0.7243 72.43%
CYP3A4 substrate + 0.7078 70.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9027 90.27%
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 - 0.5686 56.86%
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 - 0.9242 92.42%
Skin irritation + 0.5376 53.76%
Skin corrosion - 0.9313 93.13%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7418 74.18%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.7592 75.92%
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 - 0.8680 86.80%
Acute Oral Toxicity (c) I 0.8519 85.19%
Estrogen receptor binding + 0.8230 82.30%
Androgen receptor binding + 0.7966 79.66%
Thyroid receptor binding - 0.6573 65.73%
Glucocorticoid receptor binding + 0.6461 64.61%
Aromatase binding + 0.7161 71.61%
PPAR gamma + 0.6695 66.95%
Honey bee toxicity - 0.7253 72.53%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
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 98.49% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.18% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.53% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.59% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.97% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.58% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.36% 97.09%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 93.34% 81.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.76% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.74% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.77% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.46% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.79% 96.77%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.49% 93.04%
CHEMBL4208 P20618 Proteasome component C5 82.67% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.17% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.11% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.27% 94.00%

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 11146877
LOTUS LTS0179308
wikiData Q104970439