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[5-hydroxy-2-[2-hydroxy-6-[[17-[1-[5-hydroxy-4-methoxy-6-methyl-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxyoxan-3-yl]oxy-4-methoxy-6-methyloxan-3-yl] 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 46ecfb7a-cd0e-4156-99ac-3d4e48556da6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [5-hydroxy-2-[2-hydroxy-6-[[17-[1-[5-hydroxy-4-methoxy-6-methyl-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxyoxan-3-yl]oxy-4-methoxy-6-methyloxan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C55H90O25/c1-22(71-52-48(46(69-9)37(59)23(2)72-52)80-51-43(65)41(63)39(61)34(77-51)21-70-50-42(64)40(62)38(60)33(20-56)76-50)29-12-13-30-28-11-10-26-18-27(14-16-54(26,5)31(28)15-17-55(29,30)6)75-35-19-32(67-7)44(49(66)78-35)79-53-47(74-25(4)57)45(68-8)36(58)24(3)73-53/h10,22-24,27-53,56,58-66H,11-21H2,1-9H3
InChI Key JXCFDDPACIZQGK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H90O25
Molecular Weight 1151.30 g/mol
Exact Mass 1150.57711835 g/mol
Topological Polar Surface Area (TPSA) 349.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -1.00
H-Bond Acceptor 25
H-Bond Donor 10
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-hydroxy-2-[2-hydroxy-6-[[17-[1-[5-hydroxy-4-methoxy-6-methyl-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxyoxan-3-yl]oxy-4-methoxy-6-methyloxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7364 73.64%
Caco-2 - 0.8756 87.56%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8112 81.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8519 85.19%
OATP1B3 inhibitior + 0.8056 80.56%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9415 94.15%
P-glycoprotein inhibitior + 0.7472 74.72%
P-glycoprotein substrate + 0.7438 74.38%
CYP3A4 substrate + 0.7597 75.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8805 88.05%
CYP3A4 inhibition - 0.9734 97.34%
CYP2C9 inhibition - 0.9298 92.98%
CYP2C19 inhibition - 0.9172 91.72%
CYP2D6 inhibition - 0.9479 94.79%
CYP1A2 inhibition - 0.9061 90.61%
CYP2C8 inhibition + 0.7494 74.94%
CYP inhibitory promiscuity - 0.9368 93.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6172 61.72%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9024 90.24%
Skin irritation - 0.5884 58.84%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8625 86.25%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9196 91.96%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8310 83.10%
Acute Oral Toxicity (c) III 0.4487 44.87%
Estrogen receptor binding + 0.8275 82.75%
Androgen receptor binding + 0.7137 71.37%
Thyroid receptor binding + 0.5813 58.13%
Glucocorticoid receptor binding + 0.7963 79.63%
Aromatase binding + 0.6895 68.95%
PPAR gamma + 0.8369 83.69%
Honey bee toxicity - 0.6037 60.37%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9126 91.26%

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 99.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.88% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 96.76% 95.89%
CHEMBL2581 P07339 Cathepsin D 95.21% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.03% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.40% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 92.06% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.36% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.71% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.45% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.36% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.24% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.81% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.24% 92.50%
CHEMBL1937 Q92769 Histone deacetylase 2 85.95% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.49% 95.89%
CHEMBL5028 O14672 ADAM10 84.77% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.72% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.31% 99.17%
CHEMBL1871 P10275 Androgen Receptor 83.19% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.68% 93.04%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.15% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.00% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.12% 93.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.23% 89.50%

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.
Periploca sepium

Cross-Links

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PubChem 162936075
LOTUS LTS0087710
wikiData Q105136517