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Gymnemic acid X

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 018ee440-5981-4eef-9fa3-7e3fcead318e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9,10-trihydroxy-4-(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]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC(=O)OCC12C(CC(C(C1O)O)(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)O)C
SMILES (Isomeric) CC(=O)OC[C@@]12[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)O)C)C)[C@@H]1CC([C@H]([C@@H]2O)O)(C)C)C)O
InChI InChI=1S/C38H60O13/c1-18(40)49-17-38-20(14-33(2,3)29(45)30(38)46)19-8-9-22-34(4)12-11-24(50-32-27(44)25(42)26(43)28(51-32)31(47)48)35(5,16-39)21(34)10-13-36(22,6)37(19,7)15-23(38)41/h8,20-30,32,39,41-46H,9-17H2,1-7H3,(H,47,48)/t20-,21+,22+,23-,24-,25-,26-,27+,28-,29-,30-,32+,34-,35-,36+,37+,38-/m0/s1
InChI Key UICISBFFBJCOCZ-QPRBSCFXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H60O13
Molecular Weight 724.90 g/mol
Exact Mass 724.40339196 g/mol
Topological Polar Surface Area (TPSA) 224.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.51
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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UNII-URT0T4RCJX
URT0T4RCJX
Gymnemic acid X (constituent of gymnema) [DSC]
147934-05-2
beta-D-Glucopyranosiduronic acid, (3beta,4alpha,16beta,21beta,22alpha)-28-(acetyloxy)-16,21,22,23-tetrahydroxyolean-12-en-3-yl
Gymnemic acid X (constituent of gymnema)
Q27291229
.BETA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.,4.ALPHA.,16.BETA.,21.BETA.,22.ALPHA.)-28-(ACETYLOXY)-16,21,22,23-TETRAHYDROXYOLEAN-12-EN-3-YL

2D Structure

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2D Structure of Gymnemic acid X

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8010 80.10%
Caco-2 - 0.8677 86.77%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8748 87.48%
OATP2B1 inhibitior - 0.8701 87.01%
OATP1B1 inhibitior + 0.8428 84.28%
OATP1B3 inhibitior - 0.3922 39.22%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior - 0.5582 55.82%
P-glycoprotein inhibitior + 0.7620 76.20%
P-glycoprotein substrate - 0.6391 63.91%
CYP3A4 substrate + 0.7204 72.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition - 0.7914 79.14%
CYP2C9 inhibition - 0.8443 84.43%
CYP2C19 inhibition - 0.8871 88.71%
CYP2D6 inhibition - 0.9429 94.29%
CYP1A2 inhibition - 0.8403 84.03%
CYP2C8 inhibition + 0.7393 73.93%
CYP inhibitory promiscuity - 0.9631 96.31%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6861 68.61%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9128 91.28%
Skin irritation - 0.6003 60.03%
Skin corrosion - 0.9461 94.61%
Ames mutagenesis - 0.7295 72.95%
Human Ether-a-go-go-Related Gene inhibition + 0.6972 69.72%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8319 83.19%
skin sensitisation - 0.8982 89.82%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.5777 57.77%
Acute Oral Toxicity (c) III 0.8021 80.21%
Estrogen receptor binding + 0.6514 65.14%
Androgen receptor binding + 0.7401 74.01%
Thyroid receptor binding - 0.5808 58.08%
Glucocorticoid receptor binding + 0.6817 68.17%
Aromatase binding + 0.6576 65.76%
PPAR gamma + 0.7232 72.32%
Honey bee toxicity - 0.7738 77.38%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9649 96.49%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.91% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.41% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.88% 91.11%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 91.45% 91.65%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.39% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.37% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.33% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.65% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.98% 97.09%
CHEMBL5028 O14672 ADAM10 85.23% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.63% 91.07%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.87% 94.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.10% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.44% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.78% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.18% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 80.11% 90.17%

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.
Gymnema sylvestre

Cross-Links

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PubChem 15674686
LOTUS LTS0015555
wikiData Q27291229