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3-[(3S,5S,8R,9S,10S,13R,14S,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-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 6ac97e0e-4f79-46af-ad78-ce23da564cd9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5S,8R,9S,10S,13R,14S,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-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/C35H54O14/c1-33-8-5-18(46-32-30(28(42)26(40)23(14-37)48-32)49-31-29(43)27(41)25(39)22(13-36)47-31)12-17(33)3-4-21-20(33)6-9-34(2)19(7-10-35(21,34)44)16-11-24(38)45-15-16/h11,17-23,25-32,36-37,39-44H,3-10,12-15H2,1-2H3/t17-,18-,19-,20-,21+,22+,23+,25+,26+,27-,28-,29+,30+,31-,32+,33-,34+,35-/m0/s1
InChI Key RIPMDUQTRRLJTE-BBVUHMSJSA-N
Popularity 2 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 0.00
Atomic LogP (AlogP) -0.75
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,5S,8R,9S,10S,13R,14S,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-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 + 0.8248 82.48%
Caco-2 - 0.8933 89.33%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8382 83.82%
OATP2B1 inhibitior - 0.6033 60.33%
OATP1B1 inhibitior + 0.9259 92.59%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4851 48.51%
P-glycoprotein inhibitior + 0.6538 65.38%
P-glycoprotein substrate + 0.5938 59.38%
CYP3A4 substrate + 0.7143 71.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition - 0.9241 92.41%
CYP2C9 inhibition - 0.9242 92.42%
CYP2C19 inhibition - 0.9271 92.71%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition - 0.6897 68.97%
CYP inhibitory promiscuity - 0.9179 91.79%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6086 60.86%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9268 92.68%
Skin irritation - 0.5648 56.48%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8574 85.74%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9189 91.89%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.7646 76.46%
Acute Oral Toxicity (c) I 0.8357 83.57%
Estrogen receptor binding + 0.7639 76.39%
Androgen receptor binding + 0.8371 83.71%
Thyroid receptor binding - 0.6642 66.42%
Glucocorticoid receptor binding + 0.5589 55.89%
Aromatase binding + 0.6508 65.08%
PPAR gamma + 0.6361 63.61%
Honey bee toxicity - 0.6460 64.60%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9498 94.98%

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 98.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.32% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.59% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.37% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.26% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.11% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.71% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.70% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 88.14% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.75% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.67% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.14% 96.21%
CHEMBL5255 O00206 Toll-like receptor 4 85.43% 92.50%
CHEMBL2581 P07339 Cathepsin D 84.11% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.39% 85.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.07% 97.36%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.78% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.74% 93.04%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.67% 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.
Xysmalobium undulatum

Cross-Links

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PubChem 101715623
LOTUS LTS0010648
wikiData Q105237039