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[(2R,3R,4S,5R,6R)-6-[[(3R,7R,8R,9S,10R,12S,13R,14S,17R)-17-[(2R,6R)-7-acetyloxy-6-methylheptan-2-yl]-3,12-dihydroxy-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 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 45a0fafe-f033-49e0-b1ad-75fd4cb112d4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2R,3R,4S,5R,6R)-6-[[(3R,7R,8R,9S,10R,12S,13R,14S,17R)-17-[(2R,6R)-7-acetyloxy-6-methylheptan-2-yl]-3,12-dihydroxy-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H60O11/c1-19(17-45-21(3)38)8-7-9-20(2)25-10-11-26-31-27(16-30(41)37(25,26)6)36(5)13-12-24(40)14-23(36)15-28(31)47-35-34(44)33(43)32(42)29(48-35)18-46-22(4)39/h14,19-20,24-35,40-44H,7-13,15-18H2,1-6H3/t19-,20-,24-,25-,26+,27+,28-,29-,30+,31+,32+,33+,34-,35-,36+,37-/m1/s1
InChI Key LRSSPUDWEXUPDK-FZDYDCNOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H60O11
Molecular Weight 680.90 g/mol
Exact Mass 680.41356273 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.27
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-6-[[(3R,7R,8R,9S,10R,12S,13R,14S,17R)-17-[(2R,6R)-7-acetyloxy-6-methylheptan-2-yl]-3,12-dihydroxy-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8292 82.92%
Caco-2 - 0.8673 86.73%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8432 84.32%
OATP2B1 inhibitior - 0.7174 71.74%
OATP1B1 inhibitior + 0.8346 83.46%
OATP1B3 inhibitior + 0.9108 91.08%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6798 67.98%
BSEP inhibitior + 0.8150 81.50%
P-glycoprotein inhibitior + 0.7378 73.78%
P-glycoprotein substrate + 0.6141 61.41%
CYP3A4 substrate + 0.7383 73.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8832 88.32%
CYP3A4 inhibition - 0.9052 90.52%
CYP2C9 inhibition - 0.9072 90.72%
CYP2C19 inhibition - 0.9129 91.29%
CYP2D6 inhibition - 0.9461 94.61%
CYP1A2 inhibition - 0.8827 88.27%
CYP2C8 inhibition + 0.6780 67.80%
CYP inhibitory promiscuity - 0.9558 95.58%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6660 66.60%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9204 92.04%
Skin irritation + 0.5585 55.85%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.6853 68.53%
Human Ether-a-go-go-Related Gene inhibition + 0.6675 66.75%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6431 64.31%
skin sensitisation - 0.9276 92.76%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7984 79.84%
Acute Oral Toxicity (c) III 0.4564 45.64%
Estrogen receptor binding + 0.7679 76.79%
Androgen receptor binding + 0.6886 68.86%
Thyroid receptor binding - 0.6376 63.76%
Glucocorticoid receptor binding + 0.6960 69.60%
Aromatase binding + 0.6876 68.76%
PPAR gamma + 0.6880 68.80%
Honey bee toxicity - 0.6927 69.27%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9764 97.64%

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 98.81% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.18% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.47% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 95.06% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.76% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.89% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.42% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.06% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 89.60% 85.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.52% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.22% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.81% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.74% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.48% 93.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.11% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.08% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.88% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.42% 94.62%
CHEMBL5255 O00206 Toll-like receptor 4 83.17% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.05% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.40% 99.23%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.65% 82.50%
CHEMBL3401 O75469 Pregnane X receptor 80.50% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 80.15% 91.19%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101813579
LOTUS LTS0245431
wikiData Q105156304