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[(1R,4S)-4-[(2S,4aR,8aS)-2-[(2R)-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-[(2R,5R)-5-(2-acetyloxypropan-2-yl)-2-methyloxolan-2-yl]-4-hydroxypentyl] acetate

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

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Internal ID 46e4b039-6ea4-4259-b0c0-6b974127f74e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,4S)-4-[(2S,4aR,8aS)-2-[(2R)-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-[(2R,5R)-5-(2-acetyloxypropan-2-yl)-2-methyloxolan-2-yl]-4-hydroxypentyl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H57BrO9/c1-21(36)39-27(33(9)19-15-24(42-33)30(5,6)41-22(2)37)14-17-31(7,38)25-11-12-26-32(8,43-25)20-16-28(40-26)34(10)18-13-23(35)29(3,4)44-34/h23-28,38H,11-20H2,1-10H3/t23?,24-,25?,26+,27-,28+,31+,32-,33-,34-/m1/s1
InChI Key XJNZVDMVCHYTDM-WPPILOIKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H57BrO9
Molecular Weight 689.70 g/mol
Exact Mass 688.31860 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 6.33
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4S)-4-[(2S,4aR,8aS)-2-[(2R)-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-[(2R,5R)-5-(2-acetyloxypropan-2-yl)-2-methyloxolan-2-yl]-4-hydroxypentyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9750 97.50%
Caco-2 - 0.8035 80.35%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7735 77.35%
OATP2B1 inhibitior - 0.5717 57.17%
OATP1B1 inhibitior + 0.8828 88.28%
OATP1B3 inhibitior + 0.8201 82.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7037 70.37%
BSEP inhibitior + 0.9076 90.76%
P-glycoprotein inhibitior + 0.7589 75.89%
P-glycoprotein substrate + 0.5163 51.63%
CYP3A4 substrate + 0.7166 71.66%
CYP2C9 substrate - 0.8004 80.04%
CYP2D6 substrate - 0.8433 84.33%
CYP3A4 inhibition - 0.6834 68.34%
CYP2C9 inhibition - 0.6292 62.92%
CYP2C19 inhibition - 0.8026 80.26%
CYP2D6 inhibition - 0.9150 91.50%
CYP1A2 inhibition - 0.8747 87.47%
CYP2C8 inhibition + 0.5169 51.69%
CYP inhibitory promiscuity - 0.8255 82.55%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8610 86.10%
Carcinogenicity (trinary) Non-required 0.5437 54.37%
Eye corrosion - 0.9841 98.41%
Eye irritation - 0.9113 91.13%
Skin irritation - 0.6976 69.76%
Skin corrosion - 0.9156 91.56%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4276 42.76%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8344 83.44%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.7448 74.48%
Acute Oral Toxicity (c) III 0.4820 48.20%
Estrogen receptor binding + 0.7081 70.81%
Androgen receptor binding + 0.6391 63.91%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7456 74.56%
Aromatase binding + 0.7100 71.00%
PPAR gamma + 0.6387 63.87%
Honey bee toxicity - 0.7322 73.22%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9924 99.24%

Targets

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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
CHEMBL240 Q12809 HERG 97.39% 89.76%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.28% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.01% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.74% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.90% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.82% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.47% 96.95%
CHEMBL2581 P07339 Cathepsin D 92.25% 98.95%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.41% 89.05%
CHEMBL340 P08684 Cytochrome P450 3A4 88.06% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.73% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.91% 97.14%
CHEMBL3778 Q9NWZ3 Interleukin-1 receptor-associated kinase 4 86.26% 97.29%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.49% 98.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.36% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.02% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.19% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.72% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.72% 97.28%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 83.61% 92.29%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.59% 97.21%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.55% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.20% 95.89%
CHEMBL236 P41143 Delta opioid receptor 83.05% 99.35%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.87% 85.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.70% 100.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 82.51% 95.69%
CHEMBL233 P35372 Mu opioid receptor 82.25% 97.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.18% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 82.17% 94.73%
CHEMBL237 P41145 Kappa opioid receptor 82.01% 98.10%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.70% 98.75%
CHEMBL5255 O00206 Toll-like receptor 4 80.59% 92.50%

Plants that contains it

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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

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PubChem 162801112
LOTUS LTS0158431
wikiData Q105329085