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(2S,3S,4S,5R,6R)-6-[[(3S,4R,4Ar,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8,9,10-trihydroxy-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]-3,4,5-trihydroxyoxane-2-carboxylic acid

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 18d34283-c36b-4830-9ba1-712e8235912f
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)-8,9,10-trihydroxy-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]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H58O12/c1-31(2)13-18-17-7-8-20-32(3)11-10-22(47-30-25(42)23(40)24(41)26(48-30)29(45)46)33(4,15-37)19(32)9-12-34(20,5)35(17,6)14-21(39)36(18,16-38)28(44)27(31)43/h7,18-28,30,37-44H,8-16H2,1-6H3,(H,45,46)/t18-,19+,20+,21-,22-,23-,24-,25+,26-,27-,28-,30+,32-,33-,34+,35+,36-/m0/s1
InChI Key NXUZSZLFZAMZLC-SOLHJDTNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O12
Molecular Weight 682.80 g/mol
Exact Mass 682.39282728 g/mol
Topological Polar Surface Area (TPSA) 218.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 0.94
H-Bond Acceptor 11
H-Bond Donor 9
Rotatable Bonds 5

Synonyms

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121686-42-8
(2S,3S,4S,5R,6R)-6-[[(3S,4R,4Ar,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8,9,10-trihydroxy-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]-3,4,5-trihydroxyoxane-2-carboxylic acid
AKOS040751442
Deacylgymnemic acid, analytical standard

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4R,4Ar,6aR,6bS,8S,8aR,9R,10R,12aS,14aR,14bR)-8,9,10-trihydroxy-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]-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8280 82.80%
Caco-2 - 0.8585 85.85%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8569 85.69%
OATP2B1 inhibitior - 0.8634 86.34%
OATP1B1 inhibitior + 0.8636 86.36%
OATP1B3 inhibitior - 0.5000 50.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior - 0.7202 72.02%
P-glycoprotein inhibitior + 0.7136 71.36%
P-glycoprotein substrate - 0.7649 76.49%
CYP3A4 substrate + 0.7130 71.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8968 89.68%
CYP2C9 inhibition - 0.8549 85.49%
CYP2C19 inhibition - 0.8686 86.86%
CYP2D6 inhibition - 0.9356 93.56%
CYP1A2 inhibition - 0.8265 82.65%
CYP2C8 inhibition + 0.7121 71.21%
CYP inhibitory promiscuity - 0.9540 95.40%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6921 69.21%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9169 91.69%
Skin irritation - 0.6263 62.63%
Skin corrosion - 0.9494 94.94%
Ames mutagenesis - 0.7995 79.95%
Human Ether-a-go-go-Related Gene inhibition + 0.7769 77.69%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8444 84.44%
skin sensitisation - 0.8865 88.65%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.5508 55.08%
Acute Oral Toxicity (c) III 0.8000 80.00%
Estrogen receptor binding + 0.6260 62.60%
Androgen receptor binding + 0.7360 73.60%
Thyroid receptor binding - 0.5717 57.17%
Glucocorticoid receptor binding + 0.6092 60.92%
Aromatase binding + 0.6590 65.90%
PPAR gamma + 0.6626 66.26%
Honey bee toxicity - 0.8077 80.77%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9499 94.99%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.67% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.55% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.28% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.93% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.32% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.07% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.71% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.37% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.58% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.51% 92.62%
CHEMBL5028 O14672 ADAM10 81.92% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.38% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.59% 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 14258870
LOTUS LTS0114071
wikiData Q105187339