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[3-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-3,4-dihydroxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-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 48c8789e-ab4d-42d4-a219-2ffde47fe970
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [3-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-3,4-dihydroxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H54O13/c1-17-30(40)24(38)13-28(46-17)49-26-16-45-33(32(42)31(26)41)48-21-7-9-34(3)20(12-21)5-6-23-22(34)8-10-35(4)29(19-11-27(39)44-15-19)25(47-18(2)37)14-36(23,35)43/h11,17,20-26,28-33,38,40-43H,5-10,12-16H2,1-4H3
InChI Key SHEGUWNJLZETIS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H54O13
Molecular Weight 694.80 g/mol
Exact Mass 694.35644177 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.49
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-3,4-dihydroxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-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 + 0.9323 93.23%
Caco-2 - 0.8860 88.60%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8733 87.33%
OATP2B1 inhibitior - 0.8707 87.07%
OATP1B1 inhibitior + 0.9152 91.52%
OATP1B3 inhibitior + 0.9517 95.17%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4597 45.97%
P-glycoprotein inhibitior + 0.7175 71.75%
P-glycoprotein substrate + 0.8394 83.94%
CYP3A4 substrate + 0.7343 73.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9053 90.53%
CYP3A4 inhibition - 0.8935 89.35%
CYP2C9 inhibition - 0.9107 91.07%
CYP2C19 inhibition - 0.9241 92.41%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.9130 91.30%
CYP2C8 inhibition + 0.4831 48.31%
CYP inhibitory promiscuity - 0.9677 96.77%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4844 48.44%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9267 92.67%
Skin irritation + 0.5064 50.64%
Skin corrosion - 0.9353 93.53%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7693 76.93%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6842 68.42%
skin sensitisation - 0.9141 91.41%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8292 82.92%
Acute Oral Toxicity (c) I 0.8652 86.52%
Estrogen receptor binding + 0.8160 81.60%
Androgen receptor binding + 0.7922 79.22%
Thyroid receptor binding - 0.7008 70.08%
Glucocorticoid receptor binding + 0.6083 60.83%
Aromatase binding + 0.6919 69.19%
PPAR gamma + 0.6915 69.15%
Honey bee toxicity - 0.6101 61.01%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9820 98.20%

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 98.06% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.26% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.07% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.00% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.06% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.43% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.67% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.50% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.64% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 89.10% 97.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.40% 99.23%
CHEMBL4208 P20618 Proteasome component C5 87.87% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.48% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.39% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.48% 85.14%
CHEMBL5028 O14672 ADAM10 84.33% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.14% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 83.95% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.93% 94.00%
CHEMBL2581 P07339 Cathepsin D 83.90% 98.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.88% 93.10%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.59% 81.11%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.53% 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.
Cryptostegia grandiflora

Cross-Links

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PubChem 163007414
LOTUS LTS0273683
wikiData Q105252925