PlantaeDB Logo
Login Sign-up

(5S)-2-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-5-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,2,5-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 a8240d17-e21c-4edf-bf2d-3f4ff2235be2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5S)-2-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-5-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,2,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H53BrO8/c1-25(2,34)21-12-15-27(5,37-21)20(33)11-17-30(35,18-32)24-9-8-22-28(6,38-24)16-13-23(36-22)29(7)14-10-19(31)26(3,4)39-29/h19-24,32-35H,8-18H2,1-7H3/t19-,20+,21-,22-,23-,24-,27-,28+,29+,30?/m1/s1
InChI Key WOTQHMQYYJZPOX-HCLDQNBKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H53BrO8
Molecular Weight 621.60 g/mol
Exact Mass 620.29238 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 4.16
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (5S)-2-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-5-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,2,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9518 95.18%
Caco-2 - 0.7658 76.58%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6437 64.37%
OATP2B1 inhibitior - 0.5723 57.23%
OATP1B1 inhibitior + 0.8723 87.23%
OATP1B3 inhibitior + 0.9286 92.86%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6638 66.38%
P-glycoprotein inhibitior + 0.6474 64.74%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6955 69.55%
CYP2C9 substrate - 0.8095 80.95%
CYP2D6 substrate - 0.7484 74.84%
CYP3A4 inhibition - 0.8811 88.11%
CYP2C9 inhibition - 0.7775 77.75%
CYP2C19 inhibition - 0.8121 81.21%
CYP2D6 inhibition - 0.9102 91.02%
CYP1A2 inhibition - 0.8383 83.83%
CYP2C8 inhibition - 0.6446 64.46%
CYP inhibitory promiscuity - 0.8452 84.52%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.8310 83.10%
Carcinogenicity (trinary) Non-required 0.5346 53.46%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.9328 93.28%
Skin irritation - 0.7427 74.27%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4012 40.12%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5726 57.26%
skin sensitisation - 0.8561 85.61%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6419 64.19%
Acute Oral Toxicity (c) III 0.4429 44.29%
Estrogen receptor binding + 0.6689 66.89%
Androgen receptor binding + 0.6109 61.09%
Thyroid receptor binding - 0.5093 50.93%
Glucocorticoid receptor binding + 0.6535 65.35%
Aromatase binding + 0.6824 68.24%
PPAR gamma + 0.5435 54.35%
Honey bee toxicity - 0.7723 77.23%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9395 93.95%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.95% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.08% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.85% 96.09%
CHEMBL233 P35372 Mu opioid receptor 92.74% 97.93%
CHEMBL2094135 Q96BI3 Gamma-secretase 91.79% 98.05%
CHEMBL2581 P07339 Cathepsin D 91.06% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.91% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.68% 91.11%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.58% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.34% 93.04%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.96% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.06% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.86% 93.56%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.69% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.37% 95.58%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.27% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.80% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.71% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.39% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.38% 97.14%
CHEMBL4581 P52732 Kinesin-like protein 1 81.17% 93.18%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.46% 92.78%

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.
There are no matching plants.

Cross-Links

Top
PubChem 53377321
LOTUS LTS0192302
wikiData Q105309677