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AesculiosideIV-23C1

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 5617e648-c77b-47e1-8bdc-c12120246eff
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-9,10-bis[[(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,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(=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)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)O)CO)(C)C)OC(=O)/C(=C\C)/C
InChI InChI=1S/C57H88O23/c1-11-25(3)47(71)79-44-45(80-48(72)26(4)12-2)57(24-61)28(19-52(44,5)6)27-13-14-32-53(7)17-16-34(54(8,23-60)31(53)15-18-55(32,9)56(27,10)20-33(57)62)75-51-43(78-50-39(67)37(65)35(63)29(21-58)73-50)41(40(68)42(77-51)46(69)70)76-49-38(66)36(64)30(22-59)74-49/h11-13,28-45,49-51,58-68H,14-24H2,1-10H3,(H,69,70)/b25-11-,26-12-/t28-,29+,30-,31+,32+,33+,34-,35+,36-,37-,38+,39+,40-,41-,42-,43+,44-,45-,49-,50-,51+,53-,54+,55+,56+,57-/m0/s1
InChI Key GFNXJYIZHWPOMA-ZSECNADVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C57H88O23
Molecular Weight 1141.30 g/mol
Exact Mass 1140.57163905 g/mol
Topological Polar Surface Area (TPSA) 368.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 0.26
H-Bond Acceptor 22
H-Bond Donor 12
Rotatable Bonds 15

Synonyms

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CHEMBL1094358
BDBM50317510

2D Structure

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2D Structure of AesculiosideIV-23C1

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 - 0.8660 86.60%
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 + 0.8138 81.38%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9486 94.86%
P-glycoprotein inhibitior + 0.7470 74.70%
P-glycoprotein substrate - 0.5355 53.55%
CYP3A4 substrate + 0.7350 73.50%
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 + 0.7595 75.95%
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 - 0.8983 89.83%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.7678 76.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7111 71.11%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7323 73.23%
skin sensitisation - 0.9098 90.98%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.6852 68.52%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding + 0.7123 71.23%
Androgen receptor binding + 0.7578 75.78%
Thyroid receptor binding + 0.6207 62.07%
Glucocorticoid receptor binding + 0.7934 79.34%
Aromatase binding + 0.6366 63.66%
PPAR gamma + 0.8183 81.83%
Honey bee toxicity - 0.6697 66.97%
Biodegradation - 0.8500 85.00%
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 97.65% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.32% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.32% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.03% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.97% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.75% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.86% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.71% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.16% 99.17%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 86.89% 91.65%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.44% 93.00%
CHEMBL1937 Q92769 Histone deacetylase 2 85.31% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.14% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.13% 95.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.39% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.66% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.54% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.68% 97.36%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.40% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.99% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.87% 97.09%
CHEMBL5028 O14672 ADAM10 80.60% 97.50%
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 pavia

Cross-Links

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PubChem 21580556
LOTUS LTS0145603
wikiData Q105007664