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Operculinoside A

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 cb14a268-65b9-49b2-a564-84540f5ed180
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-(hydroxymethyl)-2-methyl-5-propan-2-yloxolan-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/C43H74O14/c1-21(2)43(20-46)16-15-42(8,57-43)29-22-9-10-27-39(5)13-12-28(38(3,4)26(39)11-14-40(27,6)41(22,7)17-23(29)47)55-37-35(33(51)31(49)25(19-45)54-37)56-36-34(52)32(50)30(48)24(18-44)53-36/h21-37,44-52H,9-20H2,1-8H3/t22-,23-,24-,25-,26+,27-,28+,29-,30-,31-,32+,33+,34-,35-,36+,37+,39+,40-,41-,42+,43-/m1/s1
InChI Key WSPSRBVXDVGFMA-LJGRZBPHSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C43H74O14
Molecular Weight 815.00 g/mol
Exact Mass 814.50785703 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 1.61
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 9

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-(hydroxymethyl)-2-methyl-5-propan-2-yloxolan-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-(hydroxymethyl)-2-methyl-5-propan-2-yloxolan-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:168338
CHEBI:69309
CHEMBL1910785
Q27137650

2D Structure

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2D Structure of Operculinoside A

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 - 0.8838 88.38%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7384 73.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8448 84.48%
OATP1B3 inhibitior + 0.9365 93.65%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.7561 75.61%
P-glycoprotein inhibitior + 0.7552 75.52%
P-glycoprotein substrate - 0.6880 68.80%
CYP3A4 substrate + 0.7400 74.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8278 82.78%
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 + 0.5847 58.47%
CYP inhibitory promiscuity - 0.9430 94.30%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6251 62.51%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9082 90.82%
Skin irritation - 0.7136 71.36%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7121 71.21%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8031 80.31%
skin sensitisation - 0.9311 93.11%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7478 74.78%
Acute Oral Toxicity (c) I 0.7469 74.69%
Estrogen receptor binding + 0.7003 70.03%
Androgen receptor binding + 0.7517 75.17%
Thyroid receptor binding - 0.6054 60.54%
Glucocorticoid receptor binding + 0.6282 62.82%
Aromatase binding + 0.6767 67.67%
PPAR gamma + 0.7158 71.58%
Honey bee toxicity - 0.5803 58.03%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5800 58.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.07% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.78% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 93.80% 95.93%
CHEMBL220 P22303 Acetylcholinesterase 93.70% 94.45%
CHEMBL4302 P08183 P-glycoprotein 1 93.16% 92.98%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.65% 96.38%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.77% 96.21%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.49% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.40% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.97% 92.86%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 89.91% 87.16%
CHEMBL2581 P07339 Cathepsin D 89.66% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.58% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 89.39% 94.75%
CHEMBL237 P41145 Kappa opioid receptor 88.92% 98.10%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.35% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.17% 82.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.05% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 86.97% 95.58%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.07% 97.36%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.91% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.48% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 85.43% 97.79%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.41% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.95% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.62% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.57% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.51% 95.83%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.66% 100.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.37% 95.36%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.06% 98.05%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 82.05% 99.17%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.88% 96.09%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.71% 92.32%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.06% 91.24%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.69% 89.05%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.49% 94.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.46% 92.88%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.12% 91.03%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.08% 93.04%

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 54671472
NPASS NPC45959
LOTUS LTS0076149
wikiData Q27137650