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[(3S,5S,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-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 f341a779-f5a1-4ca6-ac7c-aa93a38c419e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives
IUPAC Name [(3S,5S,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-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) CC12CCC(CC1CCC3C2CCC4(C3(CCC4C5=CC(=O)OC5)O)C)OS(=O)(=O)O
SMILES (Isomeric) C[C@]12CC[C@@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC[C@@H]4C5=CC(=O)OC5)O)C)OS(=O)(=O)O
InChI InChI=1S/C23H34O7S/c1-21-8-5-16(30-31(26,27)28)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)25)14-11-20(24)29-13-14/h11,15-19,25H,3-10,12-13H2,1-2H3,(H,26,27,28)/t15-,16-,17+,18-,19+,21-,22+,23-/m0/s1
InChI Key FNWNMVFHQXKXPR-CIXPXFMPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H34O7S
Molecular Weight 454.60 g/mol
Exact Mass 454.20252459 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.43
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

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)-14-hydroxy-10,13-dimethyl-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 + 0.9760 97.60%
Caco-2 - 0.6921 69.21%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.5828 58.28%
OATP2B1 inhibitior - 0.7109 71.09%
OATP1B1 inhibitior + 0.9093 90.93%
OATP1B3 inhibitior + 0.9312 93.12%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9613 96.13%
P-glycoprotein inhibitior - 0.6183 61.83%
P-glycoprotein substrate + 0.6633 66.33%
CYP3A4 substrate + 0.6925 69.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9038 90.38%
CYP3A4 inhibition - 0.8334 83.34%
CYP2C9 inhibition - 0.7918 79.18%
CYP2C19 inhibition - 0.7583 75.83%
CYP2D6 inhibition - 0.8671 86.71%
CYP1A2 inhibition - 0.7798 77.98%
CYP2C8 inhibition - 0.8020 80.20%
CYP inhibitory promiscuity - 0.7645 76.45%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.5100 51.00%
Carcinogenicity (trinary) Non-required 0.5680 56.80%
Eye corrosion - 0.9709 97.09%
Eye irritation - 0.9377 93.77%
Skin irritation - 0.7454 74.54%
Skin corrosion - 0.8799 87.99%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4554 45.54%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.5801 58.01%
skin sensitisation - 0.8327 83.27%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7568 75.68%
Acute Oral Toxicity (c) III 0.5615 56.15%
Estrogen receptor binding + 0.8496 84.96%
Androgen receptor binding + 0.8333 83.33%
Thyroid receptor binding + 0.5474 54.74%
Glucocorticoid receptor binding + 0.8638 86.38%
Aromatase binding + 0.7241 72.41%
PPAR gamma + 0.5555 55.55%
Honey bee toxicity - 0.6945 69.45%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.79% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.49% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.15% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.31% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.86% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.70% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.10% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.99% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.67% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.36% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.56% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.11% 96.38%
CHEMBL1871 P10275 Androgen Receptor 84.84% 96.43%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.62% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.50% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.06% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.48% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.15% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 80.71% 92.50%

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 15489747
LOTUS LTS0246730
wikiData Q104998579