PlantaeDB Logo
Login Sign-up

(2S,3R,4R,5S,6S)-2-[(2S,3R,4S,5S)-2-[[(6aR,6bS,9R,10S,11R,12R,13S,14bR)-12,13-dihydroxy-4,4,6a,6b,9,10,11,12,14b-nonamethyl-2,3,4a,5,6,7,8,8a,9,10,11,13,14,14a-tetradecahydro-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 464b9656-fe46-4bcc-8e66-6d7d0b01371c
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,13S,14bR)-12,13-dihydroxy-4,4,6a,6b,9,10,11,12,14b-nonamethyl-2,3,4a,5,6,7,8,8a,9,10,11,13,14,14a-tetradecahydro-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/C48H80O16/c1-20-21(2)24-11-15-47(9)32(31(24)48(10,58)22(20)3)25(50)17-29-45(7)14-13-30(44(5,6)28(45)12-16-46(29,47)8)62-43-40(64-41-37(56)35(54)33(52)23(4)60-41)39(26(51)19-59-43)63-42-38(57)36(55)34(53)27(18-49)61-42/h20-30,33-43,49-58H,11-19H2,1-10H3/t20-,21+,22+,23-,24?,25-,26-,27+,28?,29?,30?,33+,34+,35+,36-,37+,38+,39-,40+,41-,42-,43-,45-,46+,47+,48+/m0/s1
InChI Key UFLWSYTUCPDOPK-HTMHQPILSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C48H80O16
Molecular Weight 913.10 g/mol
Exact Mass 912.54463646 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.50
H-Bond Acceptor 16
H-Bond Donor 10
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,13S,14bR)-12,13-dihydroxy-4,4,6a,6b,9,10,11,12,14b-nonamethyl-2,3,4a,5,6,7,8,8a,9,10,11,13,14,14a-tetradecahydro-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 - 0.8848 88.48%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7876 78.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7897 78.97%
OATP1B3 inhibitior - 0.4367 43.67%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.5335 53.35%
P-glycoprotein inhibitior + 0.7575 75.75%
P-glycoprotein substrate - 0.5063 50.63%
CYP3A4 substrate + 0.7316 73.16%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
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 + 0.7085 70.85%
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 - 0.9052 90.52%
Skin irritation - 0.6425 64.25%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6291 62.91%
Human Ether-a-go-go-Related Gene inhibition + 0.8156 81.56%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.8900 89.00%
Acute Oral Toxicity (c) III 0.7434 74.34%
Estrogen receptor binding + 0.7773 77.73%
Androgen receptor binding + 0.7493 74.93%
Thyroid receptor binding - 0.5565 55.65%
Glucocorticoid receptor binding + 0.5927 59.27%
Aromatase binding + 0.6553 65.53%
PPAR gamma + 0.7597 75.97%
Honey bee toxicity - 0.6184 61.84%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5200 52.00%
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 96.60% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.67% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.58% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.61% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.27% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.21% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.15% 92.94%
CHEMBL206 P03372 Estrogen receptor alpha 87.37% 97.64%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.45% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 86.31% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.92% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.34% 95.50%
CHEMBL2581 P07339 Cathepsin D 83.97% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 83.34% 97.79%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.93% 91.24%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.57% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.11% 89.00%
CHEMBL3589 P55263 Adenosine kinase 81.86% 98.05%
CHEMBL237 P41145 Kappa opioid receptor 80.81% 98.10%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.22% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.08% 97.14%

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.
Ilex kaushue

Cross-Links

Top
PubChem 11968679
NPASS NPC61671