PlantaeDB Logo
Login Sign-up

Leucasperoside A

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 dbb0a32b-1d06-4e3c-b843-9e6ad20a89cc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2S,4aS,4bR,7R,10aR)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(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]oxyoxan-2-yl]oxy-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H60O17/c1-6-37(4)9-7-17-16(12-37)18(41)11-22-36(2,3)23(8-10-38(17,22)5)54-35-32(29(47)25(43)20(14-40)52-35)55-34-31(49)28(46)26(44)21(53-34)15-50-33-30(48)27(45)24(42)19(13-39)51-33/h6,12,17,19-35,39-40,42-49H,1,7-11,13-15H2,2-5H3/t17-,19+,20+,21+,22-,23-,24+,25+,26+,27-,28-,29-,30+,31+,32+,33+,34-,35-,37-,38+/m0/s1
InChI Key IJHQXIGMGPMLPO-GIDJEDNVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H60O17
Molecular Weight 788.90 g/mol
Exact Mass 788.38305044 g/mol
Topological Polar Surface Area (TPSA) 275.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -2.24
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

Top
(2S,4aS,4bR,7R,10aR)-2-((2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((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)oxyoxan-2-yl)oxy-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-one
(2S,4aS,4bR,7R,10aR)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(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]oxyoxan-2-yl]oxy-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-one
RefChem:153045
907595-32-8
CHEMBL501265

2D Structure

Top
2D Structure of Leucasperoside A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7293 72.93%
Caco-2 - 0.8873 88.73%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8530 85.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8532 85.32%
OATP1B3 inhibitior - 0.5441 54.41%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6026 60.26%
BSEP inhibitior + 0.6721 67.21%
P-glycoprotein inhibitior + 0.7184 71.84%
P-glycoprotein substrate - 0.7503 75.03%
CYP3A4 substrate + 0.7060 70.60%
CYP2C9 substrate - 0.7975 79.75%
CYP2D6 substrate - 0.8765 87.65%
CYP3A4 inhibition - 0.9288 92.88%
CYP2C9 inhibition - 0.8442 84.42%
CYP2C19 inhibition - 0.8653 86.53%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.8485 84.85%
CYP2C8 inhibition + 0.5232 52.32%
CYP inhibitory promiscuity - 0.9443 94.43%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6514 65.14%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9160 91.60%
Skin irritation - 0.6293 62.93%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7813 78.13%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7334 73.34%
skin sensitisation - 0.8806 88.06%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity - 0.6877 68.77%
Acute Oral Toxicity (c) III 0.7826 78.26%
Estrogen receptor binding + 0.7797 77.97%
Androgen receptor binding + 0.7047 70.47%
Thyroid receptor binding - 0.5817 58.17%
Glucocorticoid receptor binding + 0.5789 57.89%
Aromatase binding + 0.6489 64.89%
PPAR gamma + 0.7174 71.74%
Honey bee toxicity - 0.6355 63.55%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9797 97.97%

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 99.08% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.79% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.73% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.08% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.45% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.98% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.97% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.29% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.23% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 87.10% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.30% 93.04%
CHEMBL226 P30542 Adenosine A1 receptor 85.81% 95.93%
CHEMBL1977 P11473 Vitamin D receptor 85.81% 99.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.53% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.84% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 82.04% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.12% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.00% 85.14%

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.
Leucas aspera

Cross-Links

Top
PubChem 11844112
NPASS NPC179552
LOTUS LTS0190245
wikiData Q105113951