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3-[14,16-dihydroxy-3-[6-(hydroxymethyl)-3,4-dimethoxy-5-[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 e4b0d2c4-0839-4990-8e3c-d21e8ebb65e4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[14,16-dihydroxy-3-[6-(hydroxymethyl)-3,4-dimethoxy-5-[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) CC12CCC(CC1CCC3C2CCC4(C3(CC(C4C5=CC(=O)OC5)O)O)C)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)OC)OC
SMILES (Isomeric) CC12CCC(CC1CCC3C2CCC4(C3(CC(C4C5=CC(=O)OC5)O)O)C)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)OC)OC
InChI InChI=1S/C37H58O15/c1-35-9-7-19(12-18(35)5-6-21-20(35)8-10-36(2)26(17-11-25(41)48-16-17)22(40)13-37(21,36)45)49-34-32(47-4)31(46-3)30(24(15-39)51-34)52-33-29(44)28(43)27(42)23(14-38)50-33/h11,18-24,26-34,38-40,42-45H,5-10,12-16H2,1-4H3
InChI Key ZBRPKTSTVKEIOU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H58O15
Molecular Weight 742.80 g/mol
Exact Mass 742.37757114 g/mol
Topological Polar Surface Area (TPSA) 223.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -0.47
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[14,16-dihydroxy-3-[6-(hydroxymethyl)-3,4-dimethoxy-5-[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 - 0.8847 88.47%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7900 79.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9009 90.09%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4855 48.55%
P-glycoprotein inhibitior + 0.7260 72.60%
P-glycoprotein substrate + 0.6692 66.92%
CYP3A4 substrate + 0.7355 73.55%
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 + 0.4651 46.51%
CYP inhibitory promiscuity - 0.9347 93.47%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5835 58.35%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9241 92.41%
Skin irritation - 0.5686 56.86%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.6593 65.93%
Human Ether-a-go-go-Related Gene inhibition + 0.7776 77.76%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6266 62.66%
skin sensitisation - 0.9154 91.54%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8380 83.80%
Acute Oral Toxicity (c) I 0.7685 76.85%
Estrogen receptor binding + 0.7914 79.14%
Androgen receptor binding + 0.8165 81.65%
Thyroid receptor binding - 0.6867 68.67%
Glucocorticoid receptor binding + 0.5912 59.12%
Aromatase binding + 0.6802 68.02%
PPAR gamma + 0.6870 68.70%
Honey bee toxicity - 0.6055 60.55%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5300 53.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.79% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.10% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.04% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.08% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.03% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.38% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.95% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 91.86% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.01% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.95% 86.33%
CHEMBL1871 P10275 Androgen Receptor 89.37% 96.43%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.34% 94.00%
CHEMBL2581 P07339 Cathepsin D 86.96% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 85.74% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.10% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.37% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.63% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.23% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 80.89% 95.93%

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 162892530
LOTUS LTS0042183
wikiData Q105370807