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(1R,5S,7S,8S,11R,12S,13R)-5-[(3E,5E)-6-Bromohexa-3,5-dienyl]-1,7-dihydroxy-13-[(2S,3S,4R,5R,6R)-3-hydroxy-4,5-dimethoxy-6-methyloxan-2-yl]oxy-5,8,12-trimethyl-4,15-dioxabicyclo[9.3.1]pentadecan-3-one

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 42c51bbe-996f-4f03-886d-8bf66d843efc
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1R,5S,7S,8S,11R,12S,13R)-5-[(3E,5E)-6-bromohexa-3,5-dienyl]-1,7-dihydroxy-13-[(2S,3S,4R,5R,6R)-3-hydroxy-4,5-dimethoxy-6-methyloxan-2-yl]oxy-5,8,12-trimethyl-4,15-dioxabicyclo[9.3.1]pentadecan-3-one
SMILES (Canonical) CC1CCC2C(C(CC(O2)(CC(=O)OC(CC1O)(C)CCC=CC=CBr)O)OC3C(C(C(C(O3)C)OC)OC)O)C
SMILES (Isomeric) C[C@H]1CC[C@@H]2[C@H]([C@@H](C[C@@](O2)(CC(=O)O[C@@](C[C@@H]1O)(C)CC/C=C/C=C/Br)O)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)OC)OC)O)C
InChI InChI=1S/C30H49BrO10/c1-18-11-12-22-19(2)23(39-28-25(34)27(37-6)26(36-5)20(3)38-28)16-30(35,40-22)17-24(33)41-29(4,15-21(18)32)13-9-7-8-10-14-31/h7-8,10,14,18-23,25-28,32,34-35H,9,11-13,15-17H2,1-6H3/b8-7+,14-10+/t18-,19+,20+,21-,22+,23+,25-,26+,27+,28+,29-,30+/m0/s1
InChI Key IFLWJWSXKDLJIN-OXMFKBHNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H49BrO10
Molecular Weight 649.60 g/mol
Exact Mass 648.25091 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.74
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,5S,7S,8S,11R,12S,13R)-5-[(3E,5E)-6-Bromohexa-3,5-dienyl]-1,7-dihydroxy-13-[(2S,3S,4R,5R,6R)-3-hydroxy-4,5-dimethoxy-6-methyloxan-2-yl]oxy-5,8,12-trimethyl-4,15-dioxabicyclo[9.3.1]pentadecan-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9463 94.63%
Caco-2 - 0.8005 80.05%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6364 63.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8365 83.65%
OATP1B3 inhibitior - 0.2401 24.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7815 78.15%
P-glycoprotein inhibitior + 0.6798 67.98%
P-glycoprotein substrate + 0.6395 63.95%
CYP3A4 substrate + 0.7242 72.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8893 88.93%
CYP3A4 inhibition - 0.8305 83.05%
CYP2C9 inhibition - 0.9035 90.35%
CYP2C19 inhibition - 0.9106 91.06%
CYP2D6 inhibition - 0.9529 95.29%
CYP1A2 inhibition - 0.8674 86.74%
CYP2C8 inhibition + 0.6572 65.72%
CYP inhibitory promiscuity - 0.9555 95.55%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9510 95.10%
Carcinogenicity (trinary) Non-required 0.5381 53.81%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9421 94.21%
Skin irritation - 0.5678 56.78%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis + 0.5246 52.46%
Human Ether-a-go-go-Related Gene inhibition + 0.6587 65.87%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8714 87.14%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5489 54.89%
Acute Oral Toxicity (c) I 0.3430 34.30%
Estrogen receptor binding + 0.7343 73.43%
Androgen receptor binding + 0.5632 56.32%
Thyroid receptor binding - 0.5623 56.23%
Glucocorticoid receptor binding + 0.7385 73.85%
Aromatase binding + 0.6892 68.92%
PPAR gamma + 0.5895 58.95%
Honey bee toxicity - 0.6623 66.23%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7200 72.00%
Fish aquatic toxicity + 0.9483 94.83%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.39% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.76% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.24% 96.77%
CHEMBL2581 P07339 Cathepsin D 92.56% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.72% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.12% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.87% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.68% 92.88%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.28% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.06% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.46% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.36% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.99% 91.07%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.88% 92.94%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.27% 91.24%
CHEMBL5255 O00206 Toll-like receptor 4 83.42% 92.50%
CHEMBL1871 P10275 Androgen Receptor 83.18% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.65% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.55% 97.28%
CHEMBL226 P30542 Adenosine A1 receptor 82.40% 95.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.78% 97.14%
CHEMBL1902 P62942 FK506-binding protein 1A 80.43% 97.05%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 22297571
LOTUS LTS0144781
wikiData Q77492488