PlantaeDB Logo
Login Sign-up

4-[2-(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]-1-[4-hydroxy-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,4-diol

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 c6e95808-785b-4ebb-9d2b-ab239bd19a18
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 4-[2-(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]-1-[4-hydroxy-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,4-diol
SMILES (Canonical) CC1(C(CCC(O1)(C)C2CCC3(C(O2)CCC(O3)C(C)(CCC(C4(CC(C(O4)C(C)(C)O)O)C)O)O)C)Br)C
SMILES (Isomeric) CC1(C(CCC(O1)(C)C2CCC3(C(O2)CCC(O3)C(C)(CCC(C4(CC(C(O4)C(C)(C)O)O)C)O)O)C)Br)C
InChI InChI=1S/C30H53BrO8/c1-25(2,34)24-18(32)17-30(8,38-24)20(33)12-14-27(5,35)21-9-10-22-28(6,37-21)16-13-23(36-22)29(7)15-11-19(31)26(3,4)39-29/h18-24,32-35H,9-17H2,1-8H3
InChI Key WMQSTAGWZIVTEI-UHFFFAOYSA-N
Popularity 0 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 3.20
Atomic LogP (AlogP) 4.15
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 4-[2-(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]-1-[4-hydroxy-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,4-diol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9591 95.91%
Caco-2 - 0.7610 76.10%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5357 53.57%
OATP2B1 inhibitior - 0.5725 57.25%
OATP1B1 inhibitior + 0.8934 89.34%
OATP1B3 inhibitior + 0.9282 92.82%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.6402 64.02%
P-glycoprotein inhibitior + 0.6465 64.65%
P-glycoprotein substrate + 0.5122 51.22%
CYP3A4 substrate + 0.7057 70.57%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.7261 72.61%
CYP3A4 inhibition - 0.8515 85.15%
CYP2C9 inhibition - 0.8004 80.04%
CYP2C19 inhibition - 0.8341 83.41%
CYP2D6 inhibition - 0.9192 91.92%
CYP1A2 inhibition - 0.8760 87.60%
CYP2C8 inhibition + 0.4525 45.25%
CYP inhibitory promiscuity - 0.7677 76.77%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9238 92.38%
Carcinogenicity (trinary) Non-required 0.4851 48.51%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9280 92.80%
Skin irritation - 0.6703 67.03%
Skin corrosion - 0.9099 90.99%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6522 65.22%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6601 66.01%
skin sensitisation - 0.8448 84.48%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.4761 47.61%
Acute Oral Toxicity (c) I 0.3602 36.02%
Estrogen receptor binding + 0.6670 66.70%
Androgen receptor binding + 0.6055 60.55%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6565 65.65%
Aromatase binding + 0.6599 65.99%
PPAR gamma + 0.5766 57.66%
Honey bee toxicity - 0.7230 72.30%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9544 95.44%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.38% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.10% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.23% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.99% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.63% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.75% 85.14%
CHEMBL2581 P07339 Cathepsin D 92.68% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.30% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.81% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.74% 96.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.49% 97.14%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.01% 95.58%
CHEMBL204 P00734 Thrombin 86.62% 96.01%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.83% 98.05%
CHEMBL3401 O75469 Pregnane X receptor 84.64% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.78% 93.56%
CHEMBL1871 P10275 Androgen Receptor 83.67% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.63% 95.89%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.08% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.49% 95.50%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.35% 85.31%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.97% 92.88%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.41% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.06% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.01% 100.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163049625
LOTUS LTS0228002
wikiData Q105308776