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3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5R)-6-[[(3R,6S)-4,6-dihydroxy-2-methyloxan-3-yl]oxymethyl]-3,5-dihydroxy-4-methoxyoxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 a7797205-e901-49d8-aab6-2a9c37cc1879
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5R)-6-[[(3R,6S)-4,6-dihydroxy-2-methyloxan-3-yl]oxymethyl]-3,5-dihydroxy-4-methoxyoxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(CC(O1)O)O)OCC2C(C(C(C(O2)OC3CCC4(C5CCC6(C(CCC6(C5CCC4(C3)O)O)C7=CC(=O)OC7)C)C)O)OC)O
SMILES (Isomeric) CC1[C@@H](C(C[C@H](O1)O)O)OCC2[C@H](C(C([C@@H](O2)O[C@H]3CC[C@@]4(C5CC[C@@]6([C@H](CC[C@@]6(C5CC[C@@]4(C3)O)O)C7=CC(=O)OC7)C)C)O)OC)O
InChI InChI=1S/C36H56O13/c1-18-30(24(37)14-27(39)47-18)46-17-25-28(40)31(44-4)29(41)32(49-25)48-20-5-9-33(2)22-6-10-34(3)21(19-13-26(38)45-16-19)8-12-36(34,43)23(22)7-11-35(33,42)15-20/h13,18,20-25,27-32,37,39-43H,5-12,14-17H2,1-4H3/t18?,20-,21+,22?,23?,24?,25?,27-,28+,29?,30-,31?,32+,33+,34+,35-,36-/m0/s1
InChI Key JVFYCULORCKYMD-WSSBEIOBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O13
Molecular Weight 696.80 g/mol
Exact Mass 696.37209184 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 1.08
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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AKOS015896839

2D Structure

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2D Structure of 3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5R)-6-[[(3R,6S)-4,6-dihydroxy-2-methyloxan-3-yl]oxymethyl]-3,5-dihydroxy-4-methoxyoxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 + 0.9257 92.57%
Caco-2 - 0.8779 87.79%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7905 79.05%
OATP2B1 inhibitior - 0.8706 87.06%
OATP1B1 inhibitior + 0.9094 90.94%
OATP1B3 inhibitior + 0.9583 95.83%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7642 76.42%
P-glycoprotein inhibitior + 0.7248 72.48%
P-glycoprotein substrate + 0.7399 73.99%
CYP3A4 substrate + 0.7174 71.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8951 89.51%
CYP3A4 inhibition - 0.9296 92.96%
CYP2C9 inhibition - 0.9102 91.02%
CYP2C19 inhibition - 0.9143 91.43%
CYP2D6 inhibition - 0.9428 94.28%
CYP1A2 inhibition - 0.9383 93.83%
CYP2C8 inhibition + 0.4936 49.36%
CYP inhibitory promiscuity - 0.8765 87.65%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5602 56.02%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9253 92.53%
Skin irritation - 0.5663 56.63%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8061 80.61%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7052 70.52%
skin sensitisation - 0.9167 91.67%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.9252 92.52%
Acute Oral Toxicity (c) I 0.8339 83.39%
Estrogen receptor binding + 0.7908 79.08%
Androgen receptor binding + 0.8079 80.79%
Thyroid receptor binding - 0.6623 66.23%
Glucocorticoid receptor binding + 0.6673 66.73%
Aromatase binding + 0.7128 71.28%
PPAR gamma + 0.6792 67.92%
Honey bee toxicity - 0.6716 67.16%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9384 93.84%

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 99.24% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.85% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.54% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 97.04% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.82% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.26% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.76% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.46% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.60% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.19% 96.77%
CHEMBL1871 P10275 Androgen Receptor 89.51% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.03% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.89% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.82% 82.69%
CHEMBL5255 O00206 Toll-like receptor 4 83.99% 92.50%
CHEMBL5957 P21589 5'-nucleotidase 82.65% 97.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.46% 97.14%
CHEMBL4208 P20618 Proteasome component C5 81.93% 90.00%
CHEMBL2581 P07339 Cathepsin D 81.41% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.00% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.03% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.03% 96.00%

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.
Periploca forrestii
Periploca graeca
Periploca sepium

Cross-Links

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PubChem 25735
LOTUS LTS0165568
wikiData Q105135685