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(3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5S,6R)-3,4-dimethoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

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 6d425834-a044-4460-ae7c-511b462f4aae
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5S,6R)-3,4-dimethoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)C=O)OC)OC)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@@H]4CC[C@@]3(C2)O)O)C6=CC(=O)OC6)C)C=O)OC)OC)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C37H56O15/c1-18-29(52-32-28(43)27(42)26(41)24(15-38)51-32)30(46-3)31(47-4)33(49-18)50-20-5-10-35(17-39)22-6-9-34(2)21(19-13-25(40)48-16-19)8-12-37(34,45)23(22)7-11-36(35,44)14-20/h13,17-18,20-24,26-33,38,41-45H,5-12,14-16H2,1-4H3/t18-,20+,21-,22+,23-,24-,26-,27+,28-,29+,30+,31-,32+,33+,34-,35+,36+,37+/m1/s1
InChI Key JZEOYNBUBJAENE-AWPVTSOUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H56O15
Molecular Weight 740.80 g/mol
Exact Mass 740.36192108 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -0.12
H-Bond Acceptor 15
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5S,6R)-3,4-dimethoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7964 79.64%
Caco-2 - 0.8787 87.87%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8047 80.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9068 90.68%
OATP1B3 inhibitior + 0.9615 96.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8322 83.22%
P-glycoprotein inhibitior + 0.7286 72.86%
P-glycoprotein substrate + 0.6539 65.39%
CYP3A4 substrate + 0.7209 72.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8956 89.56%
CYP3A4 inhibition - 0.8841 88.41%
CYP2C9 inhibition - 0.9054 90.54%
CYP2C19 inhibition - 0.9238 92.38%
CYP2D6 inhibition - 0.9467 94.67%
CYP1A2 inhibition - 0.9221 92.21%
CYP2C8 inhibition + 0.5817 58.17%
CYP inhibitory promiscuity - 0.9513 95.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5527 55.27%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9229 92.29%
Skin irritation - 0.5611 56.11%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7245 72.45%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7427 74.27%
skin sensitisation - 0.9209 92.09%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8578 85.78%
Acute Oral Toxicity (c) I 0.8305 83.05%
Estrogen receptor binding + 0.7941 79.41%
Androgen receptor binding + 0.8058 80.58%
Thyroid receptor binding - 0.6372 63.72%
Glucocorticoid receptor binding + 0.6546 65.46%
Aromatase binding + 0.6910 69.10%
PPAR gamma + 0.7010 70.10%
Honey bee toxicity - 0.6445 64.45%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9314 93.14%

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 98.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.32% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.83% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.71% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.01% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.82% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 92.34% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.88% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.76% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.57% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 90.89% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.21% 97.36%
CHEMBL2581 P07339 Cathepsin D 89.95% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.34% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.55% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.57% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.33% 92.94%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.93% 91.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.76% 94.00%

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.
Streblus asper

Cross-Links

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PubChem 163004802
LOTUS LTS0040160
wikiData Q105137363