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Operculinic acid 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 12fe9650-cb1d-46d6-b40b-c16135adef1e
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name (11S)-11-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxyhexadecanoic acid
SMILES (Canonical) CCCCCC(CCCCCCCCCC(=O)O)OC1C(C(C(C(O1)C)O)O)OC2C(C(C(C(O2)C)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)O)O)O)O)O)O)O
SMILES (Isomeric) CCCCC[C@@H](CCCCCCCCCC(=O)O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)C)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O)O)O)O
InChI InChI=1S/C40H72O19/c1-6-7-13-16-23(17-14-11-9-8-10-12-15-18-24(41)42)56-40-36(28(46)26(44)20(3)53-40)59-39-33(51)30(48)35(22(5)55-39)58-38-32(50)29(47)34(21(4)54-38)57-37-31(49)27(45)25(43)19(2)52-37/h19-23,25-40,43-51H,6-18H2,1-5H3,(H,41,42)/t19-,20+,21-,22-,23-,25-,26-,27+,28-,29-,30-,31+,32+,33+,34-,35-,36+,37-,38-,39-,40-/m0/s1
InChI Key YWGSNDLKHDCUPK-CHPIRXAKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H72O19
Molecular Weight 857.00 g/mol
Exact Mass 856.46678006 g/mol
Topological Polar Surface Area (TPSA) 293.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.07
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 22

Synonyms

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CHEBI:70322
Q27138664
(11S)-11-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxyhexadecanoic acid

2D Structure

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2D Structure of Operculinic acid C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 - 0.8718 87.18%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7638 76.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8900 89.00%
OATP1B3 inhibitior + 0.7885 78.85%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6062 60.62%
P-glycoprotein inhibitior + 0.7064 70.64%
P-glycoprotein substrate - 0.6616 66.16%
CYP3A4 substrate + 0.6012 60.12%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.8905 89.05%
CYP3A4 inhibition - 0.6825 68.25%
CYP2C9 inhibition - 0.8943 89.43%
CYP2C19 inhibition - 0.8056 80.56%
CYP2D6 inhibition - 0.9309 93.09%
CYP1A2 inhibition - 0.9322 93.22%
CYP2C8 inhibition - 0.8179 81.79%
CYP inhibitory promiscuity - 0.9543 95.43%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7511 75.11%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9067 90.67%
Skin irritation - 0.6812 68.12%
Skin corrosion - 0.9294 92.94%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7804 78.04%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8838 88.38%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity - 0.5667 56.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7521 75.21%
Acute Oral Toxicity (c) III 0.5475 54.75%
Estrogen receptor binding + 0.8067 80.67%
Androgen receptor binding - 0.5265 52.65%
Thyroid receptor binding - 0.5621 56.21%
Glucocorticoid receptor binding + 0.5652 56.52%
Aromatase binding + 0.6659 66.59%
PPAR gamma + 0.6637 66.37%
Honey bee toxicity - 0.8933 89.33%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6865 68.65%
Fish aquatic toxicity + 0.9235 92.35%

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
CHEMBL3060 Q9Y345 Glycine transporter 2 98.02% 99.17%
CHEMBL2581 P07339 Cathepsin D 96.77% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.32% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.57% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 91.91% 92.50%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 90.37% 92.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.01% 93.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.64% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 86.81% 94.73%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 85.97% 85.94%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 85.09% 97.86%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.27% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.78% 97.29%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.96% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.94% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.92% 96.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.60% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.08% 86.33%
CHEMBL4374 Q9Y5X4 Photoreceptor-specific nuclear receptor 80.30% 85.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.10% 95.17%

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.
Ipomoea murucoides
Operculina macrocarpa

Cross-Links

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PubChem 10748147
LOTUS LTS0219059
wikiData Q27138664