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(-)-Aesculioside IIb

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 091d0996-c3c9-473c-9fb0-9f3f3784f638
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8,9-dihydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)CO)O
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1[C@@H]([C@@]2([C@@H](C[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[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)C)[C@@H]2CC1(C)C)C)O)CO)O
InChI InChI=1S/C52H82O22/c1-9-22(2)43(67)74-41-40(64)52(21-56)24(16-47(41,3)4)23-10-11-28-48(5)14-13-30(49(6,20-55)27(48)12-15-50(28,7)51(23,8)17-29(52)57)70-46-39(73-45-35(62)33(60)31(58)25(18-53)68-45)37(36(63)38(72-46)42(65)66)71-44-34(61)32(59)26(19-54)69-44/h9-10,24-41,44-46,53-64H,11-21H2,1-8H3,(H,65,66)/b22-9-/t24-,25+,26-,27+,28+,29+,30-,31-,32-,33-,34+,35+,36-,37-,38-,39+,40-,41-,44-,45-,46+,48-,49+,50+,51+,52-/m0/s1
InChI Key FFUBKIJPUPRGPA-SFQZFXRUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H82O22
Molecular Weight 1059.20 g/mol
Exact Mass 1058.52977424 g/mol
Topological Polar Surface Area (TPSA) 362.00 Ų
XlogP 1.30
Atomic LogP (AlogP) -1.25
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (-)-Aesculioside IIb

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8427 84.27%
Caco-2 - 0.8779 87.79%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8733 87.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8128 81.28%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9161 91.61%
P-glycoprotein inhibitior + 0.7488 74.88%
P-glycoprotein substrate - 0.5376 53.76%
CYP3A4 substrate + 0.7337 73.37%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8966 89.66%
CYP3A4 inhibition - 0.8187 81.87%
CYP2C9 inhibition - 0.8372 83.72%
CYP2C19 inhibition - 0.9259 92.59%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.9133 91.33%
CYP2C8 inhibition + 0.7723 77.23%
CYP inhibitory promiscuity - 0.9476 94.76%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4689 46.89%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9008 90.08%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.8078 80.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7611 76.11%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9098 90.98%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.6680 66.80%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding + 0.7796 77.96%
Androgen receptor binding + 0.7543 75.43%
Thyroid receptor binding + 0.5352 53.52%
Glucocorticoid receptor binding + 0.7758 77.58%
Aromatase binding + 0.6227 62.27%
PPAR gamma + 0.8107 81.07%
Honey bee toxicity - 0.6546 65.46%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9692 96.92%

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 96.09% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.67% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.96% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.71% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.20% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.53% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.20% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.21% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 85.41% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.09% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.03% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.83% 94.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.24% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.05% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.00% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.38% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.07% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.99% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.03% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.89% 92.50%

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.
Aesculus pavia

Cross-Links

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PubChem 162871778
LOTUS LTS0160871
wikiData Q104994671