PlantaeDB Logo
Login Sign-up

Isoescin IB

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

Top
Internal ID 65d7fa4e-023b-4c52-b6bd-8ed443131725
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)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-(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-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/C55H86O24/c1-10-23(2)46(71)79-44-43(68)55(22-72-24(3)59)26(17-50(44,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)60)75-49-41(77-48-38(66)36(64)34(62)28(20-57)74-48)39(67)40(42(78-49)45(69)70)76-47-37(65)35(63)33(61)27(19-56)73-47/h10-11,26-44,47-49,56-58,60-68H,12-22H2,1-9H3,(H,69,70)/b23-10-/t26-,27+,28+,29+,30+,31+,32-,33+,34+,35-,36-,37+,38+,39-,40-,41+,42-,43-,44-,47-,48-,49+,51-,52+,53+,54+,55-/m0/s1
InChI Key YOSIWGSGLDDTHJ-OXPBSUTMSA-N
Popularity 6 references in papers

Physical and Chemical Properties

Top
Molecular Formula C55H86O24
Molecular Weight 1131.30 g/mol
Exact Mass 1130.55090361 g/mol
Topological Polar Surface Area (TPSA) 388.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -1.32
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 14

Synonyms

Top
219944-46-4
Escin ivb
Aescin D
63505RAS3F
UNII-63505RAS3F
beta-D-Glucopyranosiduronic acid, (3beta,4beta,16alpha,21beta,22alpha)-28-(acetyloxy)-16,22,23-trihydroxy-21-(((2Z)-2-methyl-1-oxo-2-buten-1-yl)oxy)olean-12-en-3-yl o-beta-D-glucopyranosyl-(1->2)-O-(beta-D-glucopyranosyl-(1->4))-
RefChem:39778
Isoescin ib (constituent of horse chestnut)
Isoescin ib (constituent of horse chestnut) [DSC]
(3beta,4beta,16alpha,21beta,22alpha)-28-(Acetyloxy)-16,22,23-trihydroxy-21-[[(2Z)-2-methyl-1-oxo-2-buten-1-yl]oxy]olean-12-en-3-yl O-beta-D-glucopyranosyl-(1-2)-O-[beta-D-glucopyranosyl-(1-4)]-beta-D-glucopyranosiduronic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Isoescin IB

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8690 86.90%
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 + 0.8001 80.01%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9550 95.50%
P-glycoprotein inhibitior + 0.7471 74.71%
P-glycoprotein substrate + 0.5600 56.00%
CYP3A4 substrate + 0.7386 73.86%
CYP2C9 substrate - 0.7978 79.78%
CYP2D6 substrate - 0.8976 89.76%
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 + 0.7896 78.96%
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 - 0.8990 89.90%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7278 72.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7524 75.24%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7500 75.00%
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 + 0.6626 66.26%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7477 74.77%
Androgen receptor binding + 0.7576 75.76%
Thyroid receptor binding + 0.6082 60.82%
Glucocorticoid receptor binding + 0.7964 79.64%
Aromatase binding + 0.6480 64.80%
PPAR gamma + 0.8105 81.05%
Honey bee toxicity - 0.6471 64.71%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9585 95.85%

Targets

Top

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
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 96.24% 91.65%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.69% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.65% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.32% 97.36%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.41% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.96% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.80% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 89.67% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.21% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.83% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.36% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.68% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.58% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.52% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.69% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.41% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.03% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 83.89% 94.75%
CHEMBL5028 O14672 ADAM10 83.48% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.85% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.41% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.53% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 80.25% 94.73%
CHEMBL2581 P07339 Cathepsin D 80.09% 98.95%

Plants that contains it

Top
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
Aesculus hippocastanum

Cross-Links

Top
PubChem 6476033
NPASS NPC252289
LOTUS LTS0082046
wikiData Q27263561