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[(2R,6R)-6-[(7R,8R,9R,10R,13R,14R,17R)-7-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptyl] 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 8ae3dae9-0598-48f4-a245-c593960681d9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2R,6R)-6-[(7R,8R,9R,10R,13R,14R,17R)-7-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptyl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H59NO9/c1-20(19-45-23(4)41)8-7-9-21(2)26-10-11-27-31-28(13-15-37(26,27)6)36(5)14-12-25(42)16-24(36)17-29(31)46-35-32(38-22(3)40)34(44)33(43)30(18-39)47-35/h16,20-21,26-35,39,43-44H,7-15,17-19H2,1-6H3,(H,38,40)/t20-,21-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36+,37-/m1/s1
InChI Key BRNQQEJYQPMDNG-KKNRGALGSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C37H59NO9
Molecular Weight 661.90 g/mol
Exact Mass 661.41898246 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.08
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 11

Synonyms

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CHEBI:80851
C16998
Q27151346

2D Structure

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2D Structure of [(2R,6R)-6-[(7R,8R,9R,10R,13R,14R,17R)-7-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4859 48.59%
Caco-2 - 0.8571 85.71%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6608 66.08%
OATP2B1 inhibitior - 0.5684 56.84%
OATP1B1 inhibitior + 0.7798 77.98%
OATP1B3 inhibitior + 0.9135 91.35%
MATE1 inhibitior - 0.8912 89.12%
OCT2 inhibitior - 0.8026 80.26%
BSEP inhibitior + 0.8551 85.51%
P-glycoprotein inhibitior + 0.7505 75.05%
P-glycoprotein substrate + 0.7104 71.04%
CYP3A4 substrate + 0.7588 75.88%
CYP2C9 substrate - 0.7964 79.64%
CYP2D6 substrate - 0.8889 88.89%
CYP3A4 inhibition - 0.9225 92.25%
CYP2C9 inhibition - 0.8841 88.41%
CYP2C19 inhibition - 0.8686 86.86%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.8686 86.86%
CYP2C8 inhibition + 0.5801 58.01%
CYP inhibitory promiscuity - 0.7601 76.01%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5609 56.09%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9256 92.56%
Skin irritation - 0.7028 70.28%
Skin corrosion - 0.9327 93.27%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6562 65.62%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.7238 72.38%
skin sensitisation - 0.8737 87.37%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6988 69.88%
Acute Oral Toxicity (c) III 0.6464 64.64%
Estrogen receptor binding + 0.7446 74.46%
Androgen receptor binding + 0.7630 76.30%
Thyroid receptor binding - 0.6492 64.92%
Glucocorticoid receptor binding + 0.7231 72.31%
Aromatase binding + 0.7224 72.24%
PPAR gamma + 0.6737 67.37%
Honey bee toxicity - 0.7078 70.78%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9372 93.72%

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 99.37% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.65% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.01% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.14% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 97.02% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.10% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.77% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.79% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.15% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.06% 90.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.59% 94.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.99% 93.04%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.63% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.56% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.25% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.21% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.57% 95.56%
CHEMBL5028 O14672 ADAM10 85.47% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.65% 97.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.95% 96.90%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.71% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.52% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.45% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.75% 92.50%
CHEMBL1871 P10275 Androgen Receptor 81.12% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.80% 86.33%
CHEMBL237 P41145 Kappa opioid receptor 80.62% 98.10%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.25% 85.00%

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.
There are no matching plants.

Cross-Links

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PubChem 46173851
LOTUS LTS0103503
wikiData Q27151346