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Operculinoside C

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 bfde3ee5-3f1d-4e46-b9bc-cc546796fafe
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3S,5R,8R,9R,10R,13R,14R,16R,17R)-16-hydroxy-17-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H72O14/c1-37(2)24-11-15-40(6)25(10-9-20-28(21(45)17-41(20,40)7)42(8)16-13-27(56-42)38(3,4)51)39(24,5)14-12-26(37)54-36-34(32(49)30(47)23(19-44)53-36)55-35-33(50)31(48)29(46)22(18-43)52-35/h20-36,43-51H,9-19H2,1-8H3/t20-,21-,22-,23-,24+,25-,26+,27+,28-,29-,30-,31+,32+,33-,34-,35+,36+,39+,40-,41-,42+/m1/s1
InChI Key JVYPBKOZNREJQJ-QKNOUBBRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H72O14
Molecular Weight 801.00 g/mol
Exact Mass 800.49220697 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 1.36
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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(2S,3R,4S,5S,6R)-2-((2R,3R,4S,5S,6R)-4,5-dihydroxy-2-(((3S,5R,8R,9R,10R,13R,14R,16R,17R)-16-hydroxy-17-((2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-yl)oxy)-6-(hydroxymethyl)oxan-3-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol
(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3S,5R,8R,9R,10R,13R,14R,16R,17R)-16-hydroxy-17-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
RefChem:168340
CHEBI:69311
CHEMBL1910828
Q27137652

2D Structure

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2D Structure of Operculinoside C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6445 64.45%
Caco-2 - 0.8831 88.31%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7384 73.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8560 85.60%
OATP1B3 inhibitior + 0.9365 93.65%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.8870 88.70%
P-glycoprotein inhibitior + 0.7537 75.37%
P-glycoprotein substrate - 0.7407 74.07%
CYP3A4 substrate + 0.7421 74.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8413 84.13%
CYP3A4 inhibition - 0.9134 91.34%
CYP2C9 inhibition - 0.8836 88.36%
CYP2C19 inhibition - 0.8938 89.38%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.9271 92.71%
CYP2C8 inhibition + 0.6631 66.31%
CYP inhibitory promiscuity - 0.9430 94.30%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6251 62.51%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9094 90.94%
Skin irritation - 0.7136 71.36%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7676 76.76%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7134 71.34%
skin sensitisation - 0.9311 93.11%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8857 88.57%
Acute Oral Toxicity (c) I 0.7469 74.69%
Estrogen receptor binding + 0.6766 67.66%
Androgen receptor binding + 0.7451 74.51%
Thyroid receptor binding - 0.6065 60.65%
Glucocorticoid receptor binding + 0.6354 63.54%
Aromatase binding + 0.6844 68.44%
PPAR gamma + 0.7095 70.95%
Honey bee toxicity - 0.6010 60.10%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8453 84.53%

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
CHEMBL218 P21554 Cannabinoid CB1 receptor 98.28% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.79% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.49% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.70% 91.11%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.50% 96.21%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 90.79% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.68% 97.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.38% 95.58%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.60% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.73% 92.94%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.49% 93.04%
CHEMBL259 P32245 Melanocortin receptor 4 88.43% 95.38%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.15% 92.88%
CHEMBL237 P41145 Kappa opioid receptor 87.09% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.02% 100.00%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 86.87% 91.83%
CHEMBL226 P30542 Adenosine A1 receptor 86.61% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.50% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.38% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.23% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.88% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 85.84% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 85.79% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.48% 92.62%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.95% 97.36%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.94% 100.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.96% 97.86%
CHEMBL2581 P07339 Cathepsin D 83.56% 98.95%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 83.41% 95.36%
CHEMBL3589 P55263 Adenosine kinase 83.12% 98.05%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.97% 92.86%
CHEMBL4302 P08183 P-glycoprotein 1 81.74% 92.98%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.85% 97.31%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.61% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.49% 97.14%
CHEMBL1871 P10275 Androgen Receptor 80.28% 96.43%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.18% 85.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.09% 95.71%

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.
Operculina turpethum

Cross-Links

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PubChem 54671549
NPASS NPC252253
LOTUS LTS0262195
wikiData Q27137652