PlantaeDB Logo
Login Sign-up

Lemnaloside B

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 30c17232-f466-4a0f-9c56-7e2aa1d292f7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-2-[[(1S,4S,4aR,8aS)-1,6-dimethyl-4-[(2R)-6-methylhept-5-en-2-yl]-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H46O7/c1-16(2)8-7-9-18(4)20-12-13-28(6,22-11-10-17(3)14-21(20)22)35-27-25(32)26(33-19(5)30)24(31)23(15-29)34-27/h8,14,18,20-27,29,31-32H,7,9-13,15H2,1-6H3/t18-,20+,21+,22+,23-,24+,25-,26+,27+,28+/m1/s1
InChI Key XTAQJIXEGQHTGP-LOCPLYNGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H46O7
Molecular Weight 494.70 g/mol
Exact Mass 494.32435380 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.90
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

Top
((2S,3R,4S,5S,6R)-2-(((1S,4S,4aR,8aS)-1,6-dimethyl-4-((2R)-6-methylhept-5-en-2-yl)-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-yl)oxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl) acetate
[(2S,3R,4S,5S,6R)-2-[[(1S,4S,4aR,8aS)-1,6-dimethyl-4-[(2R)-6-methylhept-5-en-2-yl]-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] acetate
RefChem:152736
942153-36-8
CHEMBL226095

2D Structure

Top
2D Structure of Lemnaloside B

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9342 93.42%
Caco-2 - 0.7724 77.24%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8214 82.14%
OATP2B1 inhibitior - 0.8630 86.30%
OATP1B1 inhibitior + 0.8373 83.73%
OATP1B3 inhibitior - 0.2875 28.75%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior - 0.5262 52.62%
P-glycoprotein inhibitior - 0.4772 47.72%
P-glycoprotein substrate - 0.6825 68.25%
CYP3A4 substrate + 0.6873 68.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8814 88.14%
CYP3A4 inhibition - 0.8781 87.81%
CYP2C9 inhibition - 0.7962 79.62%
CYP2C19 inhibition - 0.8705 87.05%
CYP2D6 inhibition - 0.9396 93.96%
CYP1A2 inhibition - 0.7381 73.81%
CYP2C8 inhibition - 0.6032 60.32%
CYP inhibitory promiscuity - 0.8495 84.95%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7185 71.85%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9545 95.45%
Skin irritation - 0.6675 66.75%
Skin corrosion - 0.9593 95.93%
Ames mutagenesis - 0.7770 77.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7123 71.23%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5726 57.26%
skin sensitisation - 0.8633 86.33%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8027 80.27%
Acute Oral Toxicity (c) III 0.7055 70.55%
Estrogen receptor binding + 0.6321 63.21%
Androgen receptor binding + 0.6143 61.43%
Thyroid receptor binding - 0.4875 48.75%
Glucocorticoid receptor binding + 0.6186 61.86%
Aromatase binding + 0.6737 67.37%
PPAR gamma + 0.6036 60.36%
Honey bee toxicity - 0.7329 73.29%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity + 0.9617 96.17%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.17% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.77% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.87% 91.24%
CHEMBL1937 Q92769 Histone deacetylase 2 92.31% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.30% 100.00%
CHEMBL2581 P07339 Cathepsin D 90.65% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.27% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.47% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.11% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.30% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.24% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 87.19% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.12% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.80% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.24% 91.19%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.18% 86.92%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.90% 97.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.51% 94.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.81% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.60% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.22% 92.62%
CHEMBL5028 O14672 ADAM10 81.86% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.50% 94.08%
CHEMBL226 P30542 Adenosine A1 receptor 81.11% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.59% 95.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.17% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.14% 95.89%

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.
There are no matching plants.

Cross-Links

Top
PubChem 16737815
LOTUS LTS0144332
wikiData Q105341414