PlantaeDB Logo
Login Sign-up

(2S,3R,4R,5S,6S)-2-[(2S,3R,4S,5S)-2-[[(6aR,6bS,9R,10S,11R,12R,14bS)-12-hydroxy-4,4,6a,6b,9,10,11,12,14b-nonamethyl-2,3,4a,5,6,7,8,8a,9,10,11,14a-dodecahydro-1H-picen-3-yl]oxy]-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-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

Top
Internal ID e54df462-4bf8-45f8-ae0a-b46a58287738
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name (2S,3R,4R,5S,6S)-2-[(2S,3R,4S,5S)-2-[[(6aR,6bS,9R,10S,11R,12R,14bS)-12-hydroxy-4,4,6a,6b,9,10,11,12,14b-nonamethyl-2,3,4a,5,6,7,8,8a,9,10,11,14a-dodecahydro-1H-picen-3-yl]oxy]-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H78O15/c1-21-22(2)25-13-17-46(8)26(32(25)48(10,57)23(21)3)11-12-30-45(7)16-15-31(44(5,6)29(45)14-18-47(30,46)9)61-43-40(63-41-37(55)35(53)33(51)24(4)59-41)39(27(50)20-58-43)62-42-38(56)36(54)34(52)28(19-49)60-42/h11-12,21-25,27-31,33-43,49-57H,13-20H2,1-10H3/t21-,22+,23+,24-,25?,27-,28+,29?,30?,31?,33+,34+,35+,36-,37+,38+,39-,40+,41-,42-,43-,45-,46+,47+,48+/m0/s1
InChI Key YTOSVXMLPLNLRF-GDLTYAHRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C48H78O15
Molecular Weight 895.10 g/mol
Exact Mass 894.53407178 g/mol
Topological Polar Surface Area (TPSA) 237.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.30
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4R,5S,6S)-2-[(2S,3R,4S,5S)-2-[[(6aR,6bS,9R,10S,11R,12R,14bS)-12-hydroxy-4,4,6a,6b,9,10,11,12,14b-nonamethyl-2,3,4a,5,6,7,8,8a,9,10,11,14a-dodecahydro-1H-picen-3-yl]oxy]-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7084 70.84%
Caco-2 - 0.8808 88.08%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7876 78.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7781 77.81%
OATP1B3 inhibitior - 0.4367 43.67%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.5540 55.40%
P-glycoprotein inhibitior + 0.7564 75.64%
P-glycoprotein substrate + 0.5439 54.39%
CYP3A4 substrate + 0.7329 73.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8509 85.09%
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 + 0.7360 73.60%
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 - 0.9070 90.70%
Skin irritation - 0.6425 64.25%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6524 65.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8110 81.10%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7854 78.54%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.8742 87.42%
Acute Oral Toxicity (c) III 0.7434 74.34%
Estrogen receptor binding + 0.7723 77.23%
Androgen receptor binding + 0.7350 73.50%
Thyroid receptor binding - 0.5303 53.03%
Glucocorticoid receptor binding + 0.6316 63.16%
Aromatase binding + 0.6540 65.40%
PPAR gamma + 0.7644 76.44%
Honey bee toxicity - 0.6286 62.86%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9174 91.74%

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 98.37% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.36% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.32% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.98% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.34% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.06% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 92.01% 95.93%
CHEMBL2581 P07339 Cathepsin D 91.60% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.04% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.08% 92.94%
CHEMBL2996 Q05655 Protein kinase C delta 84.60% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 84.42% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.80% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.78% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 83.70% 94.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.10% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.30% 89.00%
CHEMBL4208 P20618 Proteasome component C5 81.16% 90.00%
CHEMBL206 P03372 Estrogen receptor alpha 80.37% 97.64%

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.
Ilex kaushue

Cross-Links

Top
PubChem 11968677
NPASS NPC216049