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(2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,4R,4aR,6aR,6bS,8R,8aS,12aS,14aR,14bR)-8-hydroxy-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]-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol

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 1419fbb3-2037-4332-a57e-359b093a5fbe
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,4R,4aR,6aR,6bS,8R,8aS,12aS,14aR,14bR)-8-hydroxy-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]-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H76O17/c1-41(2)13-14-46(21-49)23(15-41)22-7-8-28-42(3)11-10-30(43(4,20-48)27(42)9-12-44(28,5)45(22,6)16-29(46)52)61-39-36(32(54)25(51)19-59-39)63-40-37(34(56)33(55)26(17-47)60-40)62-38-35(57)31(53)24(50)18-58-38/h7,23-40,47-57H,8-21H2,1-6H3/t23-,24+,25-,26+,27+,28+,29+,30-,31-,32-,33+,34-,35+,36+,37+,38-,39-,40-,42-,43-,44+,45+,46+/m0/s1
InChI Key LKOPAIREOLJBAY-ISYCRMESSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C46H76O17
Molecular Weight 901.10 g/mol
Exact Mass 900.50825095 g/mol
Topological Polar Surface Area (TPSA) 278.00 Ų
XlogP 1.10
Atomic LogP (AlogP) -0.16
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,4R,4aR,6aR,6bS,8R,8aS,12aS,14aR,14bR)-8-hydroxy-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]-4,5-dihydroxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7084 70.84%
Caco-2 - 0.8991 89.91%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7876 78.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8275 82.75%
OATP1B3 inhibitior - 0.4367 43.67%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.6432 64.32%
P-glycoprotein inhibitior + 0.7460 74.60%
P-glycoprotein substrate - 0.6461 64.61%
CYP3A4 substrate + 0.7323 73.23%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9345 93.45%
CYP2C9 inhibition - 0.8819 88.19%
CYP2C19 inhibition - 0.8988 89.88%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.8923 89.23%
CYP2C8 inhibition + 0.6723 67.23%
CYP inhibitory promiscuity - 0.9600 96.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6252 62.52%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.6425 64.25%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7534 75.34%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7427 74.27%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.8007 80.07%
Acute Oral Toxicity (c) III 0.7434 74.34%
Estrogen receptor binding + 0.7860 78.60%
Androgen receptor binding + 0.7344 73.44%
Thyroid receptor binding - 0.6037 60.37%
Glucocorticoid receptor binding + 0.6295 62.95%
Aromatase binding + 0.6450 64.50%
PPAR gamma + 0.7590 75.90%
Honey bee toxicity - 0.7045 70.45%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9174 91.74%

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 95.58% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.88% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.38% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.97% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 91.68% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 89.67% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.47% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.21% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.75% 86.92%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.25% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.32% 94.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.53% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.15% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.11% 97.36%
CHEMBL221 P23219 Cyclooxygenase-1 80.88% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.37% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.12% 92.62%

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.
Lysimachia heterogenea

Cross-Links

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PubChem 163042707
LOTUS LTS0149095
wikiData Q105153179