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Gymnemoside b

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 0aa004a7-cae7-4759-af34-ec53006d00fa
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,8aS,9S,10S,12aR,14bR)-8-acetyloxy-9-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(CC2OC(=O)C)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)CO)O
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)OC(=O)C)CO)O
InChI InChI=1S/C43H66O14/c1-10-21(2)36(53)57-34-33(50)43(20-45)24(17-38(34,4)5)23-11-12-26-39(6)15-14-27(55-37-31(49)29(47)30(48)32(56-37)35(51)52)40(7,19-44)25(39)13-16-41(26,8)42(23,9)18-28(43)54-22(3)46/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 TUFFPVGNIUQUNL-HVGPGFHUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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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

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174232-51-0
(2S,3S,4S,5R,6R)-6-[[(6aR,6bS,8R,8aS,9S,10S,12aR,14bR)-8-acetyloxy-9-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
SCHEMBL17332325
beta-D-Glucopyranosiduronic acid, (3beta,4alpha,16beta,21beta(E),22alpha)-16-(acetyloxy)-22,23,28-trihydroxy-21-((2-methyl-1-oxo-2-butenyl)oxy)olean-12-en-3-yl
beta-D-Glucopyranosiduronic acid, (3beta,4alpha,16beta,21beta,22alpha)-16-(acetyloxy)-22,23,28-trihydroxy-21-(((2E)-2-methyl-1-oxo-2-butenyl)oxy)olean-12-en-3-yl

2D Structure

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2D Structure of Gymnemoside b

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7629 76.29%
Caco-2 - 0.8702 87.02%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8891 88.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8035 80.35%
OATP1B3 inhibitior - 0.4519 45.19%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5724 57.24%
BSEP inhibitior + 0.7730 77.30%
P-glycoprotein inhibitior + 0.7781 77.81%
P-glycoprotein substrate - 0.5540 55.40%
CYP3A4 substrate + 0.7257 72.57%
CYP2C9 substrate - 0.7978 79.78%
CYP2D6 substrate - 0.8976 89.76%
CYP3A4 inhibition - 0.8759 87.59%
CYP2C9 inhibition - 0.8346 83.46%
CYP2C19 inhibition - 0.8764 87.64%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.7997 79.97%
CYP2C8 inhibition + 0.7687 76.87%
CYP inhibitory promiscuity - 0.9385 93.85%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6844 68.44%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9081 90.81%
Skin irritation - 0.6400 64.00%
Skin corrosion - 0.9476 94.76%
Ames mutagenesis - 0.7948 79.48%
Human Ether-a-go-go-Related Gene inhibition + 0.6687 66.87%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7944 79.44%
skin sensitisation - 0.8995 89.95%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.6085 60.85%
Acute Oral Toxicity (c) III 0.7792 77.92%
Estrogen receptor binding + 0.7490 74.90%
Androgen receptor binding + 0.7452 74.52%
Thyroid receptor binding - 0.5282 52.82%
Glucocorticoid receptor binding + 0.7769 77.69%
Aromatase binding + 0.6516 65.16%
PPAR gamma + 0.7999 79.99%
Honey bee toxicity - 0.6847 68.47%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9765 97.65%

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 95.62% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.40% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.13% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.33% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.43% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.43% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.09% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 88.28% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.20% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.19% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.73% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.62% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.11% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.06% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.90% 100.00%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 81.53% 91.65%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.15% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.87% 99.17%
CHEMBL5028 O14672 ADAM10 80.19% 97.50%

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
Xanthium strumarium

Cross-Links

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PubChem 6442215
LOTUS LTS0245740
wikiData Q105247628