PlantaeDB Logo
Login Sign-up

(2S,3R,4S,5S,6R)-2-[[(1S,3S,7R,9R,12S,13R,16S,17S,18R,19S,21S,22S,23S)-22-ethyl-17-hydroxy-12,16,18,21-tetramethyl-20,24,25-trioxaheptacyclo[19.3.2.01,17.03,16.04,13.07,12.019,23]hexacos-4-en-9-yl]oxy]-6-(hydroxymethyl)oxane-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 3d551dd7-af8e-45cd-84fd-a9fc932539ec
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[[(1S,3S,7R,9R,12S,13R,16S,17S,18R,19S,21S,22S,23S)-22-ethyl-17-hydroxy-12,16,18,21-tetramethyl-20,24,25-trioxaheptacyclo[19.3.2.01,17.03,16.04,13.07,12.019,23]hexacos-4-en-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CCC1C2C3C(C4(C5(CCC6C(=CCC7C6(CCC(C7)OC8C(C(C(C(O8)CO)O)O)O)C)C5CC4(O2)OCC1(O3)C)C)O)C
SMILES (Isomeric) CC[C@H]1[C@H]2[C@@H]3[C@H]([C@@]4([C@]5(CC[C@H]6C(=CC[C@H]7[C@@]6(CC[C@H](C7)O[C@@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)[C@@H]5C[C@@]4(O2)OC[C@]1(O3)C)C)O)C
InChI InChI=1S/C35H54O10/c1-6-21-29-28-17(2)35(40)32(4)12-10-22-20(23(32)14-34(35,45-29)41-16-33(21,5)44-28)8-7-18-13-19(9-11-31(18,22)3)42-30-27(39)26(38)25(37)24(15-36)43-30/h8,17-19,21-30,36-40H,6-7,9-16H2,1-5H3/t17-,18-,19-,21+,22+,23+,24-,25-,26+,27-,28+,29+,30+,31+,32+,33-,34+,35+/m1/s1
InChI Key VCHHHAXNSODYJO-CAUMEORVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H54O10
Molecular Weight 634.80 g/mol
Exact Mass 634.37169792 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.42
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,5S,6R)-2-[[(1S,3S,7R,9R,12S,13R,16S,17S,18R,19S,21S,22S,23S)-22-ethyl-17-hydroxy-12,16,18,21-tetramethyl-20,24,25-trioxaheptacyclo[19.3.2.01,17.03,16.04,13.07,12.019,23]hexacos-4-en-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8261 82.61%
Caco-2 - 0.8450 84.50%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6810 68.10%
OATP2B1 inhibitior - 0.8632 86.32%
OATP1B1 inhibitior + 0.8362 83.62%
OATP1B3 inhibitior + 0.8969 89.69%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.5676 56.76%
P-glycoprotein inhibitior + 0.6925 69.25%
P-glycoprotein substrate + 0.5694 56.94%
CYP3A4 substrate + 0.7208 72.08%
CYP2C9 substrate - 0.7970 79.70%
CYP2D6 substrate - 0.8422 84.22%
CYP3A4 inhibition - 0.8882 88.82%
CYP2C9 inhibition - 0.8296 82.96%
CYP2C19 inhibition - 0.8264 82.64%
CYP2D6 inhibition - 0.9269 92.69%
CYP1A2 inhibition - 0.8435 84.35%
CYP2C8 inhibition + 0.6495 64.95%
CYP inhibitory promiscuity - 0.8152 81.52%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5493 54.93%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.5730 57.30%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7706 77.06%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6459 64.59%
skin sensitisation - 0.9120 91.20%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8167 81.67%
Acute Oral Toxicity (c) III 0.5459 54.59%
Estrogen receptor binding + 0.5601 56.01%
Androgen receptor binding + 0.7330 73.30%
Thyroid receptor binding - 0.5882 58.82%
Glucocorticoid receptor binding + 0.5511 55.11%
Aromatase binding + 0.6563 65.63%
PPAR gamma + 0.6466 64.66%
Honey bee toxicity - 0.6643 66.43%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9662 96.62%

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 99.13% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.24% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.36% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.66% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.54% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.51% 94.45%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 92.43% 94.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.23% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.92% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 90.01% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.86% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.57% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.46% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.60% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.20% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.95% 82.69%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.67% 92.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.59% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.20% 96.21%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.71% 94.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.16% 96.90%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.95% 92.32%

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.
Ajuga salicifolia

Cross-Links

Top
PubChem 162983311
LOTUS LTS0255817
wikiData Q104667699