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3-[(1R,3R,5R,8R,10S,13R,14S)-3-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,14-dihydroxy-10,13-dimethyl-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 bd0f1276-ebc3-4676-b628-40138fe14195
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(1R,3R,5R,8R,10S,13R,14S)-3-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,14-dihydroxy-10,13-dimethyl-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) CC1C(C(C(C(O1)OC2CC3CCC4C(C3(C(C2)O)C)CCC5(C4(CCC5C6=CC(=O)OC6)O)C)OC7C(C(C(C(O7)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2C[C@H]3CC[C@@H]4C([C@]3([C@@H](C2)O)C)CC[C@]5([C@@]4(CCC5C6=CC(=O)OC6)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O
InChI InChI=1S/C35H54O14/c1-15-25(39)28(42)30(49-31-29(43)27(41)26(40)22(13-36)48-31)32(46-15)47-18-11-17-4-5-21-20(34(17,3)23(37)12-18)6-8-33(2)19(7-9-35(21,33)44)16-10-24(38)45-14-16/h10,15,17-23,25-32,36-37,39-44H,4-9,11-14H2,1-3H3/t15-,17+,18+,19?,20?,21+,22+,23+,25+,26+,27-,28+,29+,30+,31-,32-,33+,34-,35-/m0/s1
InChI Key DPHZHOXPZJMWTP-FDUKOEPGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H54O14
Molecular Weight 698.80 g/mol
Exact Mass 698.35135639 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.75
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1R,3R,5R,8R,10S,13R,14S)-3-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-1,14-dihydroxy-10,13-dimethyl-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 + 0.8285 82.85%
Caco-2 - 0.8910 89.10%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8184 81.84%
OATP2B1 inhibitior - 0.8703 87.03%
OATP1B1 inhibitior + 0.9148 91.48%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5616 56.16%
P-glycoprotein inhibitior + 0.6506 65.06%
P-glycoprotein substrate + 0.5830 58.30%
CYP3A4 substrate + 0.7214 72.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition - 0.9194 91.94%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9284 92.84%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9197 91.97%
CYP2C8 inhibition + 0.4842 48.42%
CYP inhibitory promiscuity - 0.9237 92.37%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5893 58.93%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9259 92.59%
Skin irritation - 0.5142 51.42%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.6888 68.88%
Human Ether-a-go-go-Related Gene inhibition + 0.8136 81.36%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9231 92.31%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8161 81.61%
Acute Oral Toxicity (c) I 0.8499 84.99%
Estrogen receptor binding + 0.7629 76.29%
Androgen receptor binding + 0.8253 82.53%
Thyroid receptor binding - 0.6548 65.48%
Glucocorticoid receptor binding + 0.5921 59.21%
Aromatase binding + 0.6564 65.64%
PPAR gamma + 0.6668 66.68%
Honey bee toxicity - 0.6453 64.53%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9475 94.75%

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 97.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.11% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.05% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.90% 97.36%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 94.62% 81.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.57% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.19% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.11% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.39% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.08% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.88% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.70% 92.94%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.18% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.69% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.70% 93.04%
CHEMBL226 P30542 Adenosine A1 receptor 84.23% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.01% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 82.69% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.84% 95.89%
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.
Euonymus alatus

Cross-Links

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PubChem 6325169
NPASS NPC297815