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[(3S,5S,8R,9S,10R,13R,14S,17R)-14-hydroxy-10-(hydroxymethyl)-13-methyl-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] hydrogen sulfate

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 ac1ed57b-de77-4e8b-9073-da779eebc64d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives
IUPAC Name [(3S,5S,8R,9S,10R,13R,14S,17R)-14-hydroxy-10-(hydroxymethyl)-13-methyl-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] hydrogen sulfate
SMILES (Canonical) CC12CCC3C(C1(CCC2C4=CC(=O)OC4)O)CCC5C3(CCC(C5)OS(=O)(=O)O)CO
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@]1(CC[C@@H]2C4=CC(=O)OC4)O)CC[C@@H]5[C@@]3(CC[C@@H](C5)OS(=O)(=O)O)CO
InChI InChI=1S/C23H34O8S/c1-21-7-5-18-19(23(21,26)9-6-17(21)14-10-20(25)30-12-14)3-2-15-11-16(31-32(27,28)29)4-8-22(15,18)13-24/h10,15-19,24,26H,2-9,11-13H2,1H3,(H,27,28,29)/t15-,16-,17+,18-,19+,21+,22+,23-/m0/s1
InChI Key FHVGMXVCRMOQAV-AULARHRYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H34O8S
Molecular Weight 470.60 g/mol
Exact Mass 470.19743921 g/mol
Topological Polar Surface Area (TPSA) 139.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5S,8R,9S,10R,13R,14S,17R)-14-hydroxy-10-(hydroxymethyl)-13-methyl-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] hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9574 95.74%
Caco-2 - 0.7784 77.84%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5351 53.51%
OATP2B1 inhibitior - 0.7149 71.49%
OATP1B1 inhibitior + 0.8970 89.70%
OATP1B3 inhibitior + 0.9376 93.76%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9259 92.59%
P-glycoprotein inhibitior - 0.6689 66.89%
P-glycoprotein substrate + 0.6220 62.20%
CYP3A4 substrate + 0.6935 69.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.7977 79.77%
CYP2C9 inhibition - 0.7750 77.50%
CYP2C19 inhibition - 0.7359 73.59%
CYP2D6 inhibition - 0.8656 86.56%
CYP1A2 inhibition - 0.7667 76.67%
CYP2C8 inhibition - 0.6460 64.60%
CYP inhibitory promiscuity - 0.7093 70.93%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.5082 50.82%
Carcinogenicity (trinary) Non-required 0.5621 56.21%
Eye corrosion - 0.9754 97.54%
Eye irritation - 0.9488 94.88%
Skin irritation - 0.7478 74.78%
Skin corrosion - 0.8870 88.70%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4223 42.23%
Micronuclear + 0.6200 62.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8353 83.53%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7233 72.33%
Acute Oral Toxicity (c) III 0.5811 58.11%
Estrogen receptor binding + 0.9025 90.25%
Androgen receptor binding + 0.8249 82.49%
Thyroid receptor binding + 0.5159 51.59%
Glucocorticoid receptor binding + 0.8135 81.35%
Aromatase binding + 0.7236 72.36%
PPAR gamma - 0.4860 48.60%
Honey bee toxicity - 0.7261 72.61%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9960 99.60%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.92% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.70% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.34% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.95% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.13% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.68% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.87% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.65% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.61% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.37% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 85.83% 94.75%
CHEMBL2581 P07339 Cathepsin D 85.35% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.21% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.97% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.83% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.24% 97.14%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.84% 96.38%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.76% 90.24%
CHEMBL226 P30542 Adenosine A1 receptor 81.26% 95.93%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.44% 94.33%

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 aleppica

Cross-Links

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PubChem 15489745
LOTUS LTS0165372
wikiData Q104995470