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(2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 90b4e386-ddd5-4896-8944-015e305f99f8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H64O13/c1-35(2)24-9-12-39(6)25(8-7-20-21-17-36(3,49)13-15-40(21,34(47)48)16-14-38(20,39)5)37(24,4)11-10-26(35)52-33-31(29(45)28(44)23(18-41)51-33)53-32-30(46)27(43)22(42)19-50-32/h7,21-33,41-46,49H,8-19H2,1-6H3,(H,47,48)/t21-,22+,23+,24-,25+,26-,27-,28+,29-,30+,31+,32-,33-,36+,37-,38+,39+,40-/m0/s1
InChI Key TUKQIFYIXRTSIY-BTKFRYADSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H64O13
Molecular Weight 752.90 g/mol
Exact Mass 752.43469209 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.25
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 + 0.7891 78.91%
Caco-2 - 0.8796 87.96%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 0.8715 87.15%
OATP1B1 inhibitior + 0.7084 70.84%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior - 0.5457 54.57%
P-glycoprotein inhibitior + 0.7500 75.00%
P-glycoprotein substrate - 0.7496 74.96%
CYP3A4 substrate + 0.7256 72.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8856 88.56%
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 + 0.6505 65.05%
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 - 0.9174 91.74%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7040 70.40%
Human Ether-a-go-go-Related Gene inhibition + 0.6598 65.98%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.9500 95.00%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.8151 81.51%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7082 70.82%
Androgen receptor binding + 0.7120 71.20%
Thyroid receptor binding - 0.6438 64.38%
Glucocorticoid receptor binding + 0.5957 59.57%
Aromatase binding + 0.6481 64.81%
PPAR gamma + 0.6912 69.12%
Honey bee toxicity - 0.7223 72.23%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5805 58.05%
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 97.32% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.46% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.67% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.62% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.78% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.08% 95.17%
CHEMBL2581 P07339 Cathepsin D 86.63% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.52% 96.77%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.51% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.36% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.97% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 83.82% 92.50%
CHEMBL5028 O14672 ADAM10 81.99% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.20% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.06% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.14% 94.33%

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.
There are no matching plants.

Cross-Links

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PubChem 101109453
LOTUS LTS0189690
wikiData Q105264834