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[(3S,5S,8R,9S,10R,13R,14S,17R)-10-formyl-14-hydroxy-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 affba9f6-ea1a-4a41-8ed2-926f0223aa5a
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)-10-formyl-14-hydroxy-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)C=O
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)C=O
InChI InChI=1S/C23H32O8S/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/h10,13,15-19,26H,2-9,11-12H2,1H3,(H,27,28,29)/t15-,16-,17+,18-,19+,21+,22+,23-/m0/s1
InChI Key LQKIRCWMZFJFKX-AULARHRYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H32O8S
Molecular Weight 468.60 g/mol
Exact Mass 468.18178915 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 2.61
H-Bond Acceptor 7
H-Bond Donor 2
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)-10-formyl-14-hydroxy-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 + 0.9744 97.44%
Caco-2 - 0.7920 79.20%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5692 56.92%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.9053 90.53%
OATP1B3 inhibitior + 0.9343 93.43%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9098 90.98%
P-glycoprotein inhibitior - 0.6060 60.60%
P-glycoprotein substrate + 0.6356 63.56%
CYP3A4 substrate + 0.6947 69.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8986 89.86%
CYP3A4 inhibition - 0.8878 88.78%
CYP2C9 inhibition - 0.7869 78.69%
CYP2C19 inhibition - 0.7518 75.18%
CYP2D6 inhibition - 0.8672 86.72%
CYP1A2 inhibition - 0.7754 77.54%
CYP2C8 inhibition - 0.5863 58.63%
CYP inhibitory promiscuity - 0.7920 79.20%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.5182 51.82%
Carcinogenicity (trinary) Non-required 0.5519 55.19%
Eye corrosion - 0.9702 97.02%
Eye irritation - 0.9381 93.81%
Skin irritation - 0.7426 74.26%
Skin corrosion - 0.8794 87.94%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4145 41.45%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.5176 51.76%
skin sensitisation - 0.8317 83.17%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5855 58.55%
Acute Oral Toxicity (c) III 0.5660 56.60%
Estrogen receptor binding + 0.9196 91.96%
Androgen receptor binding + 0.8325 83.25%
Thyroid receptor binding - 0.5064 50.64%
Glucocorticoid receptor binding + 0.8351 83.51%
Aromatase binding + 0.7020 70.20%
PPAR gamma + 0.5649 56.49%
Honey bee toxicity - 0.7128 71.28%
Biodegradation - 0.7250 72.50%
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
CHEMBL1994 P08235 Mineralocorticoid receptor 96.50% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.27% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.47% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.84% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.84% 92.94%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.76% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.11% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.00% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.85% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 87.62% 91.49%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.93% 90.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.90% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.82% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.96% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.45% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 82.29% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.32% 93.04%

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 15489746
LOTUS LTS0103341
wikiData Q105155587