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2-[(5R)-5-[(4S)-4-[(2R,6R,8aR)-2-(5-bromo-2,6,6-trimethyloxan-2-yl)-2,4a,8a-trimethyl-4,6,7,8-tetrahydro-3H-pyrano[3,2-b]pyran-6-yl]-1,4-dihydroxypentyl]-5-methyloxolan-2-yl]propan-2-yl 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 7a7431f6-82bc-482f-9c29-12c973639fed
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[(5R)-5-[(4S)-4-[(2R,6R,8aR)-2-(5-bromo-2,6,6-trimethyloxan-2-yl)-2,4a,8a-trimethyl-4,6,7,8-tetrahydro-3H-pyrano[3,2-b]pyran-6-yl]-1,4-dihydroxypentyl]-5-methyloxolan-2-yl]propan-2-yl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H59BrO8/c1-22(36)39-28(4,5)25-14-17-30(7,40-25)24(37)13-16-29(6,38)26-15-19-32(9)31(8,41-26)20-21-34(11,43-32)33(10)18-12-23(35)27(2,3)42-33/h23-26,37-38H,12-21H2,1-11H3/t23?,24?,25?,26-,29+,30-,31?,32-,33?,34-/m1/s1
InChI Key ZJDKFQNUQSMXHN-FSRVQBQGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H59BrO8
Molecular Weight 675.70 g/mol
Exact Mass 674.33933 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 6.53
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(5R)-5-[(4S)-4-[(2R,6R,8aR)-2-(5-bromo-2,6,6-trimethyloxan-2-yl)-2,4a,8a-trimethyl-4,6,7,8-tetrahydro-3H-pyrano[3,2-b]pyran-6-yl]-1,4-dihydroxypentyl]-5-methyloxolan-2-yl]propan-2-yl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9741 97.41%
Caco-2 - 0.7794 77.94%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7717 77.17%
OATP2B1 inhibitior - 0.5683 56.83%
OATP1B1 inhibitior + 0.8715 87.15%
OATP1B3 inhibitior + 0.8653 86.53%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7037 70.37%
BSEP inhibitior + 0.7326 73.26%
P-glycoprotein inhibitior + 0.7233 72.33%
P-glycoprotein substrate - 0.5733 57.33%
CYP3A4 substrate + 0.6955 69.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8332 83.32%
CYP3A4 inhibition - 0.7032 70.32%
CYP2C9 inhibition - 0.6688 66.88%
CYP2C19 inhibition - 0.8295 82.95%
CYP2D6 inhibition - 0.9079 90.79%
CYP1A2 inhibition - 0.8684 86.84%
CYP2C8 inhibition + 0.4806 48.06%
CYP inhibitory promiscuity - 0.7351 73.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8610 86.10%
Carcinogenicity (trinary) Non-required 0.5268 52.68%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.9108 91.08%
Skin irritation - 0.6946 69.46%
Skin corrosion - 0.9306 93.06%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4287 42.87%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8316 83.16%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.7392 73.92%
Acute Oral Toxicity (c) III 0.4462 44.62%
Estrogen receptor binding + 0.6648 66.48%
Androgen receptor binding + 0.6760 67.60%
Thyroid receptor binding + 0.5447 54.47%
Glucocorticoid receptor binding + 0.6712 67.12%
Aromatase binding + 0.6880 68.80%
PPAR gamma + 0.6088 60.88%
Honey bee toxicity - 0.7583 75.83%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9895 98.95%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.34% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.99% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.25% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.45% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.06% 91.11%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.28% 89.05%
CHEMBL240 Q12809 HERG 90.64% 89.76%
CHEMBL233 P35372 Mu opioid receptor 88.48% 97.93%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.06% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.06% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.28% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.96% 95.71%
CHEMBL2094135 Q96BI3 Gamma-secretase 86.47% 98.05%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.34% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.18% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 85.90% 91.19%
CHEMBL2581 P07339 Cathepsin D 85.56% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.87% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.45% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.83% 92.62%
CHEMBL236 P41143 Delta opioid receptor 83.45% 99.35%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.40% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.36% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.03% 89.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.98% 92.94%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.80% 85.31%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.79% 96.95%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.16% 97.47%
CHEMBL5255 O00206 Toll-like receptor 4 81.98% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.57% 95.89%

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 163195676
LOTUS LTS0173667
wikiData Q105377802