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3-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-11,14-dihydroxy-3-[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-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 57effdaa-84dc-4e60-ad63-bb7be6ff2a65
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-11,14-dihydroxy-3-[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-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)
SMILES (Isomeric)
InChI InChI=1S/C36H56O14/c1-16-30(50-32-28(42)27(41)26(40)23(14-37)49-32)31(45-4)29(43)33(47-16)48-19-7-9-34(2)18(12-19)5-6-21-25(34)22(38)13-35(3)20(8-10-36(21,35)44)17-11-24(39)46-15-17/h11,16,18-23,25-33,37-38,40-44H,5-10,12-15H2,1-4H3/t16-,18-,19+,20-,21-,22-,23-,25-,26-,27+,28-,29-,30+,31-,32+,33+,34+,35-,36+/m1/s1
InChI Key AOCJZLDQZBXNIS-VXJRUWCFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O14
Molecular Weight 712.80 g/mol
Exact Mass 712.36700646 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -0.09
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-11,14-dihydroxy-3-[(2R,3R,4R,5S,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-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 + 0.8177 81.77%
Caco-2 - 0.8860 88.60%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7900 79.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9198 91.98%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5864 58.64%
P-glycoprotein inhibitior + 0.7022 70.22%
P-glycoprotein substrate + 0.6608 66.08%
CYP3A4 substrate + 0.7304 73.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9002 90.02%
CYP3A4 inhibition - 0.9358 93.58%
CYP2C9 inhibition - 0.9140 91.40%
CYP2C19 inhibition - 0.9183 91.83%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.9208 92.08%
CYP2C8 inhibition + 0.4466 44.66%
CYP inhibitory promiscuity - 0.9347 93.47%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5835 58.35%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9272 92.72%
Skin irritation - 0.5686 56.86%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7811 78.11%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7467 74.67%
skin sensitisation - 0.9154 91.54%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8111 81.11%
Acute Oral Toxicity (c) I 0.7685 76.85%
Estrogen receptor binding + 0.7933 79.33%
Androgen receptor binding + 0.8201 82.01%
Thyroid receptor binding - 0.6939 69.39%
Glucocorticoid receptor binding + 0.6105 61.05%
Aromatase binding + 0.6947 69.47%
PPAR gamma + 0.7026 70.26%
Honey bee toxicity - 0.6169 61.69%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9043 90.43%

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 99.16% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.09% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.04% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.32% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.60% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.31% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.19% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.87% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.30% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 90.04% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.14% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.74% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.48% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.52% 95.56%
CHEMBL2581 P07339 Cathepsin D 86.92% 98.95%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.91% 91.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.81% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.67% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.25% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.18% 96.21%
CHEMBL5255 O00206 Toll-like receptor 4 82.72% 92.50%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.40% 81.11%
CHEMBL1937 Q92769 Histone deacetylase 2 80.48% 94.75%

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.
Strophanthus sarmentosus

Cross-Links

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PubChem 162936989
LOTUS LTS0244076
wikiData Q104915540