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Excoecarin R1

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 fa22778e-dbad-4bb5-b9a0-c2b258c14fc3
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name 2-[(2R,4aS,5R,6S,8aS)-2-[(1R)-2-[2-[(2R,4aS,5R,6S,8aS)-5-(carboxymethyl)-2-ethenyl-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoyl]oxy-1-hydroxyethyl]-5-(carboxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoic acid
SMILES (Canonical) CC1(CCC2C(O1)(CCC(C2(C)CC(=O)O)C(C)(C)C(=O)OCC(C3(CCC4C(O3)(CCC(C4(C)CC(=O)O)C(C)(C)C(=O)O)C)C)O)C)C=C
SMILES (Isomeric) C[C@@]1(CC[C@@H]2[C@@](O1)(CC[C@@H]([C@@]2(C)CC(=O)O)C(C)(C)C(=O)OC[C@H]([C@]3(CC[C@@H]4[C@@](O3)(CC[C@@H]([C@@]4(C)CC(=O)O)C(C)(C)C(=O)O)C)C)O)C)C=C
InChI InChI=1S/C40H64O11/c1-12-35(6)17-13-26-37(8,22-30(44)45)25(15-18-38(26,9)50-35)34(4,5)32(48)49-23-28(41)40(11)20-16-27-36(7,21-29(42)43)24(33(2,3)31(46)47)14-19-39(27,10)51-40/h12,24-28,41H,1,13-23H2,2-11H3,(H,42,43)(H,44,45)(H,46,47)/t24-,25-,26+,27+,28-,35+,36-,37-,38+,39+,40-/m1/s1
InChI Key KMXLRHXOEPGTOP-DKHGQOJWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H64O11
Molecular Weight 720.90 g/mol
Exact Mass 720.44486285 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 6.88
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

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2-((2R,4aS,5R,6S,8aS)-2-((1R)-2-(2-((2R,4aS,5R,6S,8aS)-5-(carboxymethyl)-2-ethenyl-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl)-2-methylpropanoyl)oxy-1-hydroxyethyl)-5-(carboxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl)-2-methylpropanoic acid
2-[(2R,4aS,5R,6S,8aS)-2-[(1R)-2-[2-[(2R,4aS,5R,6S,8aS)-5-(carboxymethyl)-2-ethenyl-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoyl]oxy-1-hydroxyethyl]-5-(carboxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydrochromen-6-yl]-2-methylpropanoic acid
RefChem:139741
479665-78-6

2D Structure

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2D Structure of Excoecarin R1

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9009 90.09%
Caco-2 - 0.8356 83.56%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8349 83.49%
OATP2B1 inhibitior - 0.7181 71.81%
OATP1B1 inhibitior + 0.8448 84.48%
OATP1B3 inhibitior + 0.8412 84.12%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6864 68.64%
BSEP inhibitior + 0.8984 89.84%
P-glycoprotein inhibitior + 0.7761 77.61%
P-glycoprotein substrate - 0.7137 71.37%
CYP3A4 substrate + 0.6814 68.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8593 85.93%
CYP3A4 inhibition + 0.5351 53.51%
CYP2C9 inhibition - 0.7930 79.30%
CYP2C19 inhibition - 0.8366 83.66%
CYP2D6 inhibition - 0.9586 95.86%
CYP1A2 inhibition - 0.8360 83.60%
CYP2C8 inhibition + 0.4504 45.04%
CYP inhibitory promiscuity - 0.9290 92.90%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6925 69.25%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9091 90.91%
Skin irritation - 0.6550 65.50%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6451 64.51%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6194 61.94%
skin sensitisation - 0.8546 85.46%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6385 63.85%
Acute Oral Toxicity (c) III 0.6150 61.50%
Estrogen receptor binding + 0.6845 68.45%
Androgen receptor binding + 0.6693 66.93%
Thyroid receptor binding + 0.5594 55.94%
Glucocorticoid receptor binding + 0.7414 74.14%
Aromatase binding + 0.6849 68.49%
PPAR gamma + 0.6860 68.60%
Honey bee toxicity - 0.7272 72.72%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity + 0.9895 98.95%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.88% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.17% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.62% 98.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.98% 89.34%
CHEMBL340 P08684 Cytochrome P450 3A4 88.70% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.39% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.21% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 85.06% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.52% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.98% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.80% 93.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.47% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.47% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.38% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.08% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.78% 86.33%
CHEMBL5028 O14672 ADAM10 81.43% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.14% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.01% 97.33%

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.
Excoecaria agallocha

Cross-Links

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PubChem 11104530
NPASS NPC311206
LOTUS LTS0238351
wikiData Q105143247