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Operculinoside D

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 4177a42a-483e-4200-bb19-46dc903e8532
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-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,13R,14R,16R,17R)-16-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S,5S)-2-methyl-5-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H82O19/c1-43(2)26-11-15-46(6)27(45(26,5)14-12-28(43)64-42-39(36(58)33(55)25(20-51)63-42)65-40-37(59)34(56)31(53)23(18-49)61-40)10-9-21-30(22(52)17-47(21,46)7)48(8)16-13-29(66-48)44(3,4)67-41-38(60)35(57)32(54)24(19-50)62-41/h21-42,49-60H,9-20H2,1-8H3/t21-,22-,23-,24-,25-,26+,27-,28+,29+,30-,31-,32-,33-,34+,35+,36+,37-,38-,39-,40+,41+,42+,45+,46-,47-,48+/m1/s1
InChI Key OHBOIROQVADHLU-COBIJELOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H82O19
Molecular Weight 963.20 g/mol
Exact Mass 962.54503038 g/mol
Topological Polar Surface Area (TPSA) 307.00 Ų
XlogP 1.30
Atomic LogP (AlogP) -0.82
H-Bond Acceptor 19
H-Bond Donor 12
Rotatable Bonds 11

Synonyms

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RefChem:168341
(2S,3R,4S,5S,6R)-2-((2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(((3S,5R,8R,9R,10R,13R,14R,16R,17R)-16-hydroxy-4,4,8,10,14-pentamethyl-17-((2S,5S)-2-methyl-5-(2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxypropan-2-yl)oxolan-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-yl)oxy)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-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,13R,14R,16R,17R)-16-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S,5S)-2-methyl-5-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxolan-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
CHEBI:69312
CHEMBL1910829
Q27137653

2D Structure

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2D Structure of Operculinoside D

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 - 0.8889 88.89%
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 - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.5188 51.88%
P-glycoprotein inhibitior + 0.7516 75.16%
P-glycoprotein substrate - 0.7050 70.50%
CYP3A4 substrate + 0.7429 74.29%
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 + 0.6732 67.32%
CYP inhibitory promiscuity - 0.9430 94.30%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6251 62.51%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9024 90.24%
Skin irritation - 0.7136 71.36%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8109 81.09%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.5834 58.34%
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 - 0.8827 88.27%
Acute Oral Toxicity (c) I 0.7469 74.69%
Estrogen receptor binding + 0.7691 76.91%
Androgen receptor binding + 0.7634 76.34%
Thyroid receptor binding - 0.5457 54.57%
Glucocorticoid receptor binding + 0.6895 68.95%
Aromatase binding + 0.6580 65.80%
PPAR gamma + 0.7609 76.09%
Honey bee toxicity - 0.6036 60.36%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5300 53.00%
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 98.78% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.08% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.17% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.82% 91.11%
CHEMBL259 P32245 Melanocortin receptor 4 90.82% 95.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.68% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.23% 95.89%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 89.45% 87.16%
CHEMBL226 P30542 Adenosine A1 receptor 89.32% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.80% 96.21%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 88.50% 91.83%
CHEMBL2996 Q05655 Protein kinase C delta 88.17% 97.79%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.52% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.70% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 86.67% 98.10%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.32% 86.33%
CHEMBL4302 P08183 P-glycoprotein 1 85.55% 92.98%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.54% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.36% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.36% 92.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.94% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.74% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.22% 92.62%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 84.16% 97.86%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.80% 95.58%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.76% 92.88%
CHEMBL3589 P55263 Adenosine kinase 83.73% 98.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.36% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.63% 94.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 82.52% 97.31%
CHEMBL2581 P07339 Cathepsin D 82.29% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 81.95% 92.50%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.27% 97.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.15% 91.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.58% 91.24%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.56% 99.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.51% 92.86%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.06% 97.28%

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 54671550
NPASS NPC139271
LOTUS LTS0100938
wikiData Q27137653