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Aesculioside IIh

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 8f260d6c-bed6-40b6-b566-009b7d9414a9
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)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-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,5S,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)OC(=O)C
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)OC(=O)C
InChI InChI=1S/C54H84O23/c1-10-23(2)45(69)77-42-43(70-24(3)59)54(22-58)26(17-49(42,4)5)25-11-12-30-50(6)15-14-32(51(7,21-57)29(50)13-16-52(30,8)53(25,9)18-31(54)60)73-48-41(76-47-37(65)35(63)33(61)27(19-55)71-47)39(38(66)40(75-48)44(67)68)74-46-36(64)34(62)28(20-56)72-46/h10-11,26-43,46-48,55-58,60-66H,12-22H2,1-9H3,(H,67,68)/b23-10+/t26-,27+,28-,29+,30+,31+,32-,33+,34-,35-,36+,37+,38-,39-,40-,41+,42-,43-,46-,47-,48+,50-,51+,52+,53+,54-/m0/s1
InChI Key HGPWYXHDNWWEBT-HLSDWDSPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C54H84O23
Molecular Weight 1101.20 g/mol
Exact Mass 1100.54033892 g/mol
Topological Polar Surface Area (TPSA) 368.00 Ų
XlogP 1.80
Atomic LogP (AlogP) -0.68
H-Bond Acceptor 22
H-Bond Donor 12
Rotatable Bonds 14

Synonyms

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CHEMBL1095338

2D Structure

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2D Structure of Aesculioside IIh

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 - 0.8709 87.09%
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 + 0.8034 80.34%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9314 93.14%
P-glycoprotein inhibitior + 0.7482 74.82%
P-glycoprotein substrate - 0.5094 50.94%
CYP3A4 substrate + 0.7382 73.82%
CYP2C9 substrate - 0.7978 79.78%
CYP2D6 substrate - 0.8976 89.76%
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 + 0.7737 77.37%
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 - 0.8994 89.94%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.7778 77.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7193 71.93%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7198 71.98%
skin sensitisation - 0.9098 90.98%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.7236 72.36%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding + 0.7436 74.36%
Androgen receptor binding + 0.7554 75.54%
Thyroid receptor binding + 0.5987 59.87%
Glucocorticoid receptor binding + 0.7946 79.46%
Aromatase binding + 0.6226 62.26%
PPAR gamma + 0.8169 81.69%
Honey bee toxicity - 0.6628 66.28%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
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 97.70% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.33% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.56% 96.09%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 89.66% 91.65%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.97% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.75% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.26% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 88.16% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.23% 91.07%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.16% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.34% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.98% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.59% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 84.51% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.75% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.66% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.31% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 81.84% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.75% 100.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.22% 81.11%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.96% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.95% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.87% 97.09%
CHEMBL5028 O14672 ADAM10 80.60% 97.50%

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 46888310
LOTUS LTS0254758
wikiData Q105027912