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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 86f9e4a9-40e0-4726-b404-8afbd565b15f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H76O18/c1-42(2)14-16-47(41(59)65-40-36(57)33(54)31(52)24(63-40)20-61-38-35(56)32(53)30(51)23(18-48)62-38)17-15-45(6)21(28(47)37(42)58)8-9-26-44(5)12-11-27(43(3,4)25(44)10-13-46(26,45)7)64-39-34(55)29(50)22(49)19-60-39/h8,22-40,48-58H,9-20H2,1-7H3/t22-,23+,24+,25-,26+,27-,28+,29-,30+,31+,32-,33-,34+,35+,36+,37-,38+,39-,40-,44-,45+,46+,47-/m0/s1
InChI Key YLGANLNQTUGMCH-YIJIJRBUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C47H76O18
Molecular Weight 929.10 g/mol
Exact Mass 928.50316557 g/mol
Topological Polar Surface Area (TPSA) 295.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -0.25
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.8903 89.03%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7929 79.29%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.6107 61.07%
P-glycoprotein inhibitior + 0.7485 74.85%
P-glycoprotein substrate - 0.6648 66.48%
CYP3A4 substrate + 0.7308 73.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.7068 70.68%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9056 90.56%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7268 72.68%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.7900 79.00%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7879 78.79%
Androgen receptor binding + 0.7348 73.48%
Thyroid receptor binding - 0.5334 53.34%
Glucocorticoid receptor binding + 0.7151 71.51%
Aromatase binding + 0.6280 62.80%
PPAR gamma + 0.7965 79.65%
Honey bee toxicity - 0.7014 70.14%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5905 59.05%
Fish aquatic toxicity + 0.9411 94.11%

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 98.70% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.84% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.65% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.19% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.05% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.12% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.09% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.76% 97.25%
CHEMBL5255 O00206 Toll-like receptor 4 85.75% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.47% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.22% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 82.96% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.90% 96.21%
CHEMBL5028 O14672 ADAM10 82.64% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.43% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.02% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.82% 86.33%

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.
Mazus miquelii

Cross-Links

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PubChem 101921679
LOTUS LTS0177967
wikiData Q105350114