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(+)-Eryngioside B

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 4d206d92-bacc-4621-8fe8-2fd1d77d7b6f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(4S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(C(C1)OC6C(C(C(C(O6)CO)O)O)O)CO)O)C)C)(C)C)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC(C[C@@H]5O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C)CO)O)C)C)(C)C)O[C@@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O
InChI InChI=1S/C54H90O24/c1-49(2)14-23-22-8-9-29-51(5)12-11-31(50(3,4)28(51)10-13-52(29,6)53(22,7)15-30(60)54(23,21-59)32(16-49)76-45-41(69)37(65)33(61)24(17-55)71-45)75-47-43(39(67)35(63)26(19-57)73-47)78-48-44(40(68)36(64)27(20-58)74-48)77-46-42(70)38(66)34(62)25(18-56)72-46/h8,23-48,55-70H,9-21H2,1-7H3/t23-,24+,25+,26+,27+,28-,29+,30+,31-,32-,33+,34-,35+,36+,37-,38-,39-,40-,41+,42+,43+,44+,45-,46-,47+,48-,51-,52+,53+,54-/m0/s1
InChI Key JXXFTZWSYXXYBR-VEHNJPPQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H90O24
Molecular Weight 1123.30 g/mol
Exact Mass 1122.58220373 g/mol
Topological Polar Surface Area (TPSA) 398.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -3.62
H-Bond Acceptor 24
H-Bond Donor 16
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (+)-Eryngioside B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7084 70.84%
Caco-2 - 0.8969 89.69%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7876 78.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7934 79.34%
OATP1B3 inhibitior - 0.4367 43.67%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.7571 75.71%
P-glycoprotein inhibitior + 0.7480 74.80%
P-glycoprotein substrate - 0.8490 84.90%
CYP3A4 substrate + 0.7056 70.56%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9345 93.45%
CYP2C9 inhibition - 0.8819 88.19%
CYP2C19 inhibition - 0.8988 89.88%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.8923 89.23%
CYP2C8 inhibition + 0.6475 64.75%
CYP inhibitory promiscuity - 0.9600 96.00%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6252 62.52%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9014 90.14%
Skin irritation - 0.6425 64.25%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.8654 86.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8098 80.98%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8802 88.02%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.7518 75.18%
Acute Oral Toxicity (c) III 0.7434 74.34%
Estrogen receptor binding + 0.7937 79.37%
Androgen receptor binding + 0.7494 74.94%
Thyroid receptor binding + 0.5301 53.01%
Glucocorticoid receptor binding + 0.7190 71.90%
Aromatase binding + 0.6383 63.83%
PPAR gamma + 0.8001 80.01%
Honey bee toxicity - 0.7036 70.36%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.9174 91.74%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.94% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.40% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.01% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.95% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.21% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.05% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 88.34% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.87% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.44% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.09% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.08% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 85.80% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.04% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 82.28% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.98% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.10% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.72% 92.62%

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.
Eryngium yuccifolium

Cross-Links

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PubChem 162927827
LOTUS LTS0002366
wikiData Q105136844