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3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

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 e52b1352-cdf0-451a-9ef3-17268c2b493d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H54O15/c1-33-7-5-20-21(35(33,45)9-6-19(33)16-10-24(39)46-14-16)3-2-17-11-18(4-8-34(17,20)15-38)47-31-29(44)27(42)30(23(13-37)49-31)50-32-28(43)26(41)25(40)22(12-36)48-32/h10,17-23,25-32,36-38,40-45H,2-9,11-15H2,1H3/t17-,18-,19+,20-,21+,22+,23+,25+,26-,27+,28+,29+,30+,31+,32-,33+,34+,35-/m0/s1
InChI Key SSWQWOKZSZFELA-RNVSXPGVSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C35H54O15
Molecular Weight 714.80 g/mol
Exact Mass 714.34627101 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -1.77
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8278 82.78%
Caco-2 - 0.8894 88.94%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8300 83.00%
OATP2B1 inhibitior - 0.8712 87.12%
OATP1B1 inhibitior + 0.9121 91.21%
OATP1B3 inhibitior + 0.9502 95.02%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.6101 61.01%
P-glycoprotein inhibitior + 0.6472 64.72%
P-glycoprotein substrate + 0.5715 57.15%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition - 0.9522 95.22%
CYP2C9 inhibition - 0.9152 91.52%
CYP2C19 inhibition - 0.9037 90.37%
CYP2D6 inhibition - 0.9210 92.10%
CYP1A2 inhibition - 0.8903 89.03%
CYP2C8 inhibition - 0.5572 55.72%
CYP inhibitory promiscuity - 0.9186 91.86%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5867 58.67%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9250 92.50%
Skin irritation - 0.5909 59.09%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8473 84.73%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9137 91.37%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.7714 77.14%
Acute Oral Toxicity (c) I 0.7332 73.32%
Estrogen receptor binding + 0.8048 80.48%
Androgen receptor binding + 0.8252 82.52%
Thyroid receptor binding - 0.6451 64.51%
Glucocorticoid receptor binding - 0.4864 48.64%
Aromatase binding + 0.6805 68.05%
PPAR gamma + 0.6437 64.37%
Honey bee toxicity - 0.6344 63.44%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9409 94.09%

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 98.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.01% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.34% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.56% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.32% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.75% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.55% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.48% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.83% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.40% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.22% 94.00%
CHEMBL2581 P07339 Cathepsin D 85.90% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 85.27% 92.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.50% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 83.14% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 82.60% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.48% 96.21%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.41% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.31% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.08% 94.23%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.59% 81.11%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.04% 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.
Coronilla scorpioides

Cross-Links

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PubChem 101636474
LOTUS LTS0048213
wikiData Q105260000