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(1R,3S,4R,5R,9S)-3-[(2R,5R)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-9-[(1S)-1-hydroxyethyl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.11,5]octadec-13-ene-7,11-dione

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 555861f5-444f-492d-bc9c-83b85bba53bb
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1R,3S,4R,5R,9S)-3-[(2R,5R)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-9-[(1S)-1-hydroxyethyl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.11,5]octadec-13-ene-7,11-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H45BrO9/c1-17(8-11-24(38-7)22-12-21(35)9-10-23(22)33)30-19(3)27-16-32(42-30)31(5,6)15-18(2)25(41-32)13-28(36)39-26(20(4)34)14-29(37)40-27/h9-10,12,17,19-20,24,26-27,30,34-35H,8,11,13-16H2,1-7H3/t17-,19-,20+,24-,26+,27-,30+,32+/m1/s1
InChI Key KTWLRTPKHUNMSO-KDJOPCMOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H45BrO9
Molecular Weight 653.60 g/mol
Exact Mass 652.22470 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 6.10
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3S,4R,5R,9S)-3-[(2R,5R)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-9-[(1S)-1-hydroxyethyl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.11,5]octadec-13-ene-7,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9863 98.63%
Caco-2 - 0.8062 80.62%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7853 78.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8292 82.92%
OATP1B3 inhibitior - 0.2956 29.56%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8682 86.82%
P-glycoprotein inhibitior + 0.7245 72.45%
P-glycoprotein substrate + 0.7071 70.71%
CYP3A4 substrate + 0.7150 71.50%
CYP2C9 substrate - 0.7940 79.40%
CYP2D6 substrate - 0.8440 84.40%
CYP3A4 inhibition - 0.8385 83.85%
CYP2C9 inhibition - 0.6734 67.34%
CYP2C19 inhibition - 0.7896 78.96%
CYP2D6 inhibition - 0.9034 90.34%
CYP1A2 inhibition - 0.7116 71.16%
CYP2C8 inhibition + 0.6923 69.23%
CYP inhibitory promiscuity - 0.7997 79.97%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9145 91.45%
Carcinogenicity (trinary) Non-required 0.4785 47.85%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9317 93.17%
Skin irritation - 0.7252 72.52%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3759 37.59%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.6428 64.28%
skin sensitisation - 0.8322 83.22%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6836 68.36%
Acute Oral Toxicity (c) III 0.4252 42.52%
Estrogen receptor binding + 0.7906 79.06%
Androgen receptor binding + 0.7148 71.48%
Thyroid receptor binding + 0.5638 56.38%
Glucocorticoid receptor binding + 0.7974 79.74%
Aromatase binding + 0.7053 70.53%
PPAR gamma + 0.7617 76.17%
Honey bee toxicity - 0.6972 69.72%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.12% 89.76%
CHEMBL2581 P07339 Cathepsin D 98.45% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.85% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.60% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.28% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.40% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 93.32% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.86% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.87% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.68% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.89% 99.17%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 87.60% 82.38%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 87.42% 85.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.22% 94.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.55% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.74% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.63% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.31% 90.71%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.14% 89.67%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.34% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.25% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.92% 97.14%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.55% 80.00%
CHEMBL4208 P20618 Proteasome component C5 82.39% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 82.27% 94.73%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.76% 90.93%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.98% 100.00%

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 162999664
LOTUS LTS0116933
wikiData Q105145993