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Escin IV

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 c7ddeb9a-ca1b-404b-8c7b-79005728f8b7
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)-9,10-diacetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-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)
SMILES (Isomeric)
InChI InChI=1S/C52H82O24/c1-21(57)69-41-42(70-22(2)58)52(20-56)24(15-47(41,3)4)23-9-10-28-48(5)13-12-30(49(6,19-55)27(48)11-14-50(28,7)51(23,8)16-29(52)59)73-46-39(75-45-36(65)34(63)32(61)26(18-54)72-45)37(66)38(40(76-46)43(67)68)74-44-35(64)33(62)31(60)25(17-53)71-44/h9,24-42,44-46,53-56,59-66H,10-20H2,1-8H3,(H,67,68)/t24-,25+,26+,27+,28+,29+,30-,31+,32+,33-,34-,35+,36+,37-,38-,39+,40-,41-,42-,44-,45-,46+,48-,49+,50+,51+,52-/m0/s1
InChI Key DZYIELHHBYOOQY-HENVUBSDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C52H82O24
Molecular Weight 1091.20 g/mol
Exact Mass 1090.51960348 g/mol
Topological Polar Surface Area (TPSA) 388.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -2.27
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 13

Synonyms

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PA6JDT4536
UNII-PA6JDT4536
219944-22-6
3beta-(2-o,4-o-Bis(beta-D-glucopyranosyl)-beta-D-glucopyranuronosyloxy)olean-12-ene-16alpha,21beta,22alpha,24,28-pentol 21,22-diacetate
beta-D-Glucopyranosiduronic acid, (3beta,4beta,16alpha,21beta,22alpha)-21,22-bis(acetyloxy)-16,23,28-trihydroxyolean-12-en-3-yl o-beta-D-glucopyranosyl-(1->2)-O-(beta-D-glucopyranosyl-(1->4))-
Q27286435
.BETA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.,4.BETA.,16.ALPHA.,21.BETA.,22.ALPHA.)-21,22-BIS(ACETYLOXY)-16,23,28-TRIHYDROXYOLEAN-12-EN-3-YL O-.BETA.-D-GLUCOPYRANOSYL-(1->2)-O-(.BETA.-D-GLUCOPYRANOSYL-(1->4))-
3.BETA.-(2-O,4-O-BIS(.BETA.-D-GLUCOPYRANOSYL)-.BETA.-D-GLUCOPYRANURONOSYLOXY)OLEAN-12-ENE-16.ALPHA.,21.BETA.,22.ALPHA.,24,28-PENTOL 21,22-DIACETATE

2D Structure

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2D Structure of Escin IV

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 - 0.8766 87.66%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8067 80.67%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.8790 87.90%
P-glycoprotein inhibitior + 0.7485 74.85%
P-glycoprotein substrate - 0.5787 57.87%
CYP3A4 substrate + 0.7331 73.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
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 + 0.7501 75.01%
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 - 0.9000 90.00%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7824 78.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7576 75.76%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7823 78.23%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.6925 69.25%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7752 77.52%
Androgen receptor binding + 0.7524 75.24%
Thyroid receptor binding + 0.5649 56.49%
Glucocorticoid receptor binding + 0.7805 78.05%
Aromatase binding + 0.6544 65.44%
PPAR gamma + 0.8072 80.72%
Honey bee toxicity - 0.6856 68.56%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
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 98.04% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.75% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.07% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.53% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.42% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.68% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.84% 99.17%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 87.46% 91.65%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.92% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.50% 86.33%
CHEMBL5028 O14672 ADAM10 85.00% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.90% 91.07%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.89% 95.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.35% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.71% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.41% 100.00%
CHEMBL2581 P07339 Cathepsin D 81.21% 98.95%

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 hippocastanum

Cross-Links

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PubChem 91864489
LOTUS LTS0056417
wikiData Q27286435