PlantaeDB Logo
Login Sign-up

(2S,3R,4S,5R)-2-[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-6-[[(3S,4R,4aR,6aS,6bR,8S,8aS,12aS,14bS)-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-dodecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-4,5-dihydroxy-2-(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

Top
Internal ID 69dc90e6-f197-4380-a3e1-733eb04f5c79
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5R)-2-[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-6-[[(3S,4R,4aR,6aS,6bR,8S,8aS,12aS,14bS)-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-dodecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H76O17/c1-22-37(63-41-36(58)33(55)38(26(18-48)61-41)64-39-34(56)31(53)25(51)19-59-39)32(54)35(57)40(60-22)62-30-11-12-43(4)27(44(30,5)20-49)10-13-45(6)28(43)9-8-23-24-16-42(2,3)14-15-47(24,21-50)29(52)17-46(23,45)7/h8-9,22,24-27,29-41,48-58H,10-21H2,1-7H3/t22-,24+,25-,26-,27-,29+,30+,31+,32+,33+,34-,35-,36-,37+,38-,39+,40+,41+,43+,44+,45-,46-,47-/m1/s1
InChI Key YZSBIXNJINLUDL-TXTRMVRLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C47H76O17
Molecular Weight 913.10 g/mol
Exact Mass 912.50825095 g/mol
Topological Polar Surface Area (TPSA) 278.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.14
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,5R)-2-[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-6-[[(3S,4R,4aR,6aS,6bR,8S,8aS,12aS,14bS)-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-dodecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-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 - 0.8867 88.67%
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 + 0.8497 84.97%
OATP1B3 inhibitior - 0.4367 43.67%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8761 87.61%
P-glycoprotein inhibitior + 0.7419 74.19%
P-glycoprotein substrate + 0.5278 52.78%
CYP3A4 substrate + 0.7271 72.71%
CYP2C9 substrate - 0.8140 81.40%
CYP2D6 substrate - 0.8390 83.90%
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 + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6252 62.52%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9066 90.66%
Skin irritation - 0.6425 64.25%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6824 68.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7514 75.14%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7249 72.49%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.9186 91.86%
Acute Oral Toxicity (c) III 0.7434 74.34%
Estrogen receptor binding + 0.8100 81.00%
Androgen receptor binding + 0.7473 74.73%
Thyroid receptor binding - 0.5344 53.44%
Glucocorticoid receptor binding + 0.6861 68.61%
Aromatase binding + 0.6654 66.54%
PPAR gamma + 0.7887 78.87%
Honey bee toxicity - 0.5870 58.70%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
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 98.26% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.52% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.44% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.09% 96.09%
CHEMBL2243 O00519 Anandamide amidohydrolase 90.10% 97.53%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.63% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.50% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.46% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.52% 86.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.16% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.43% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.22% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.51% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.27% 97.36%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.16% 95.83%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.20% 94.00%

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.
Buddleja officinalis

Cross-Links

Top
PubChem 163106814
LOTUS LTS0110432
wikiData Q105369437