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Aesculioside D

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 9d679ec8-d1d1-415f-9288-d3efe46d116b
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-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-9-[(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-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-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)OC7C(C(C(C(O7)CO)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)CO)OC(=O)C(=CC)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1[C@@H](C(C[C@@H]2[C@]1([C@@H](C[C@@]3(C2=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[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)O)CO)(C)C)OC(=O)/C(=C/C)/C
InChI InChI=1S/C58H90O24/c1-11-25(3)48(73)81-45-46(82-49(74)26(4)12-2)58(24-62)28(19-53(45,5)6)27-13-14-32-54(7)17-16-34(55(8,23-61)31(54)15-18-56(32,9)57(27,10)20-33(58)63)77-52-43(79-51-40(69)38(67)36(65)30(22-60)76-51)41(70)42(44(80-52)47(71)72)78-50-39(68)37(66)35(64)29(21-59)75-50/h11-13,28-46,50-52,59-70H,14-24H2,1-10H3,(H,71,72)/b25-11+,26-12-/t28-,29+,30+,31+,32+,33+,34-,35+,36+,37-,38-,39+,40+,41-,42-,43+,44-,45-,46-,50-,51-,52+,54-,55+,56+,57+,58-/m0/s1
InChI Key YUWQEHOPYCXSDK-BQHOQYACSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C58H90O24
Molecular Weight 1171.30 g/mol
Exact Mass 1170.58220373 g/mol
Topological Polar Surface Area (TPSA) 388.00 Ų
XlogP 1.90
Atomic LogP (AlogP) -0.37
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 15

Synonyms

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AKOS040763264
254896-66-7

2D Structure

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2D Structure of Aesculioside D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8656 86.56%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8103 81.03%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9458 94.58%
P-glycoprotein inhibitior + 0.7461 74.61%
P-glycoprotein substrate - 0.5144 51.44%
CYP3A4 substrate + 0.7370 73.70%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8966 89.66%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7592 75.92%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8981 89.81%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7578 75.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7366 73.66%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7323 73.23%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.7509 75.09%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7027 70.27%
Androgen receptor binding + 0.7584 75.84%
Thyroid receptor binding + 0.6455 64.55%
Glucocorticoid receptor binding + 0.7948 79.48%
Aromatase binding + 0.6587 65.87%
PPAR gamma + 0.8144 81.44%
Honey bee toxicity - 0.6670 66.70%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9585 95.85%

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 98.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.55% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.26% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.59% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 90.25% 90.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.02% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.49% 95.89%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 89.20% 91.65%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.96% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.75% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.09% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.57% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.67% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 84.42% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.06% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.66% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.13% 93.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.01% 92.50%
CHEMBL5028 O14672 ADAM10 81.73% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.40% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.71% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.60% 100.00%

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 chinensis

Cross-Links

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PubChem 10796358
LOTUS LTS0244861
wikiData Q105365050