PlantaeDB Logo
Login Sign-up

Gymnemoside a

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 41cee920-8192-45ff-85cb-b754327a63c7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(6aR,6bS,8R,8aR,9S,10S,12aR,14bR)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-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=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)O)O)C)CO)OC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1[C@H]([C@@]2([C@@H](C[C@@]3(C(=CCC4[C@]3(CCC5[C@@]4(CCC(C5(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]2CC1(C)C)C)O)CO)OC(=O)C
InChI InChI=1S/C43H66O14/c1-10-21(2)36(53)57-33-34(54-22(3)46)43(20-45)24(17-38(33,4)5)23-11-12-26-39(6)15-14-28(55-37-31(50)29(48)30(49)32(56-37)35(51)52)40(7,19-44)25(39)13-16-41(26,8)42(23,9)18-27(43)47/h10-11,24-34,37,44-45,47-50H,12-20H2,1-9H3,(H,51,52)/b21-10+/t24-,25?,26?,27-,28?,29+,30+,31-,32+,33-,34-,37-,39+,40?,41-,42-,43+/m1/s1
InChI Key HEDGVSAVGIUCLH-BTVGPTDJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C43H66O14
Molecular Weight 807.00 g/mol
Exact Mass 806.44525677 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.03
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

Top
175033-15-5
(2S,3S,4S,5R,6R)-6-[[(6aR,6bS,8R,8aR,9S,10S,12aR,14bR)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-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
SCHEMBL17332353
beta-D-Glucopyranosiduronic acid, (3beta,4alpha,16beta,21beta(E),22alpha)-22-(acetyloxy)-16,23,28-trihydroxy-21-((2-methyl-1-oxo-2-butenyl)oxy)olean-12-en-3-yl
beta-D-Glucopyranosiduronic acid, (3beta,4alpha,16beta,21beta,22alpha)-22-(acetyloxy)-16,23,28-trihydroxy-21-(((2E)-2-methyl-1-oxo-2-butenyl)oxy)olean-12-en-3-yl

2D Structure

Top
2D Structure of Gymnemoside a

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8010 80.10%
Caco-2 - 0.8689 86.89%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8748 87.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8212 82.12%
OATP1B3 inhibitior - 0.3922 39.22%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.6452 64.52%
P-glycoprotein inhibitior + 0.7784 77.84%
P-glycoprotein substrate - 0.5476 54.76%
CYP3A4 substrate + 0.7296 72.96%
CYP2C9 substrate - 0.7978 79.78%
CYP2D6 substrate - 0.8976 89.76%
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 + 0.7658 76.58%
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 - 0.9085 90.85%
Skin irritation - 0.6003 60.03%
Skin corrosion - 0.9461 94.61%
Ames mutagenesis - 0.7548 75.48%
Human Ether-a-go-go-Related Gene inhibition + 0.6429 64.29%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7517 75.17%
skin sensitisation - 0.8982 89.82%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.7484 74.84%
Acute Oral Toxicity (c) III 0.8021 80.21%
Estrogen receptor binding + 0.7432 74.32%
Androgen receptor binding + 0.7437 74.37%
Thyroid receptor binding - 0.5130 51.30%
Glucocorticoid receptor binding + 0.7819 78.19%
Aromatase binding + 0.6613 66.13%
PPAR gamma + 0.7945 79.45%
Honey bee toxicity - 0.7221 72.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9649 96.49%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.24% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.05% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.66% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.13% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.59% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.45% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.95% 91.07%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 89.57% 91.65%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.94% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.85% 99.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.84% 94.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.62% 93.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.46% 95.50%
CHEMBL5028 O14672 ADAM10 82.16% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.96% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.91% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.75% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.25% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.56% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.23% 100.00%

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.
Gymnema sylvestre

Cross-Links

Top
PubChem 6442217
LOTUS LTS0043579
wikiData Q105109480