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[14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate

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 46be2a05-63ff-4cb3-98a7-0fde698b3e29
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2(C3CCC4CC(CCC4(C3CCC2(C1C5=CC(=O)OC5)C)C)OC6C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) CC(=O)OC1CC2(C3CCC4CC(CCC4(C3CCC2(C1C5=CC(=O)OC5)C)C)OC6C(C(C(C(O6)CO)O)O)O)O
InChI InChI=1S/C31H46O11/c1-15(33)40-21-12-31(38)20-5-4-17-11-18(41-28-27(37)26(36)25(35)22(13-32)42-28)6-8-29(17,2)19(20)7-9-30(31,3)24(21)16-10-23(34)39-14-16/h10,17-22,24-28,32,35-38H,4-9,11-14H2,1-3H3
InChI Key SXKRANMZCBZUAS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H46O11
Molecular Weight 594.70 g/mol
Exact Mass 594.30401228 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.97
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8036 80.36%
Caco-2 - 0.8812 88.12%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8375 83.75%
OATP2B1 inhibitior - 0.5884 58.84%
OATP1B1 inhibitior + 0.9137 91.37%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5526 55.26%
P-glycoprotein inhibitior + 0.6176 61.76%
P-glycoprotein substrate + 0.6087 60.87%
CYP3A4 substrate + 0.7339 73.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9029 90.29%
CYP3A4 inhibition - 0.8550 85.50%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9340 93.40%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9425 94.25%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5614 56.14%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9360 93.60%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.6493 64.93%
Human Ether-a-go-go-Related Gene inhibition + 0.7572 75.72%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6717 67.17%
skin sensitisation - 0.9286 92.86%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6381 63.81%
Acute Oral Toxicity (c) I 0.8759 87.59%
Estrogen receptor binding + 0.7607 76.07%
Androgen receptor binding + 0.8078 80.78%
Thyroid receptor binding - 0.6792 67.92%
Glucocorticoid receptor binding + 0.6167 61.67%
Aromatase binding + 0.6423 64.23%
PPAR gamma + 0.6049 60.49%
Honey bee toxicity - 0.6409 64.09%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9628 96.28%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.57% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.50% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.64% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.60% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.41% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.13% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.03% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.80% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.56% 97.25%
CHEMBL5255 O00206 Toll-like receptor 4 86.07% 92.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.81% 94.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.29% 94.33%
CHEMBL2581 P07339 Cathepsin D 83.98% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.22% 94.62%
CHEMBL220 P22303 Acetylcholinesterase 82.63% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.35% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.63% 96.21%
CHEMBL4208 P20618 Proteasome component C5 81.05% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.52% 89.00%
CHEMBL5028 O14672 ADAM10 80.46% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.32% 95.89%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.20% 81.11%

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.
Adenium obesum
Nerium oleander

Cross-Links

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PubChem 14585056
LOTUS LTS0187828
wikiData Q105263176