PlantaeDB Logo
Login Sign-up

6-[[8a-(Acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-(2-methylbutanoyloxy)-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

Top
Internal ID c16865dc-9821-44da-8d29-4be505981f1d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[8a-(acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-(2-methylbutanoyloxy)-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) CCC(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)COC(=O)C)O
SMILES (Isomeric) CCC(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)COC(=O)C)O
InChI InChI=1S/C43H68O14/c1-10-21(2)36(53)57-34-33(50)43(20-54-22(3)45)24(17-38(34,4)5)23-11-12-26-39(6)15-14-28(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)18-27(43)46/h11,21,24-34,37,44,46-50H,10,12-20H2,1-9H3,(H,51,52)
InChI Key IWLKKMZNFBKYCF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C43H68O14
Molecular Weight 809.00 g/mol
Exact Mass 808.46090684 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.11
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 6-[[8a-(Acetyloxymethyl)-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-(2-methylbutanoyloxy)-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8818 88.18%
Caco-2 - 0.8720 87.20%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8572 85.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8205 82.05%
OATP1B3 inhibitior - 0.3083 30.83%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.6066 60.66%
P-glycoprotein inhibitior + 0.7760 77.60%
P-glycoprotein substrate + 0.5521 55.21%
CYP3A4 substrate + 0.7219 72.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition - 0.5782 57.82%
CYP2C9 inhibition - 0.8180 81.80%
CYP2C19 inhibition - 0.8550 85.50%
CYP2D6 inhibition - 0.9304 93.04%
CYP1A2 inhibition - 0.8646 86.46%
CYP2C8 inhibition + 0.7750 77.50%
CYP inhibitory promiscuity - 0.9365 93.65%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6744 67.44%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9082 90.82%
Skin irritation - 0.5694 56.94%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.7259 72.59%
Human Ether-a-go-go-Related Gene inhibition - 0.3744 37.44%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.8103 81.03%
skin sensitisation - 0.9015 90.15%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.6854 68.54%
Acute Oral Toxicity (c) III 0.7595 75.95%
Estrogen receptor binding + 0.7270 72.70%
Androgen receptor binding + 0.7461 74.61%
Thyroid receptor binding - 0.5431 54.31%
Glucocorticoid receptor binding + 0.7671 76.71%
Aromatase binding + 0.6485 64.85%
PPAR gamma + 0.7806 78.06%
Honey bee toxicity - 0.7143 71.43%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9763 97.63%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.15% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.44% 96.09%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 94.44% 91.65%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.48% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.28% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.21% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 88.48% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.24% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.32% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.86% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.81% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.78% 96.77%
CHEMBL5028 O14672 ADAM10 86.09% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.19% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.20% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.00% 95.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.47% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.39% 97.09%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 83.29% 97.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.12% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.87% 94.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.25% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.10% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.76% 97.36%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.20% 89.50%

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 85043398
LOTUS LTS0250428
wikiData Q105121717