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(3R,7S,8S,11R,12S,15S)-7,11-dibromo-15-(2-bromopropan-2-yl)-12,21-dihydroxy-4,8,12-trimethyl-16-oxatricyclo[16.3.1.03,8]docosa-1(21),4,18(22),19-tetraen-17-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 5556005a-b943-4516-bb52-e7c91f56aa34
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3R,7S,8S,11R,12S,15S)-7,11-dibromo-15-(2-bromopropan-2-yl)-12,21-dihydroxy-4,8,12-trimethyl-16-oxatricyclo[16.3.1.03,8]docosa-1(21),4,18(22),19-tetraen-17-one
SMILES (Canonical) CC1=CCC(C2(C1CC3=C(C=CC(=C3)C(=O)OC(CCC(C(CC2)Br)(C)O)C(C)(C)Br)O)C)Br
SMILES (Isomeric) CC1=CC[C@@H]([C@@]2([C@@H]1CC3=C(C=CC(=C3)C(=O)O[C@@H](CC[C@]([C@@H](CC2)Br)(C)O)C(C)(C)Br)O)C)Br
InChI InChI=1S/C27H37Br3O4/c1-16-6-9-21(28)26(4)12-10-22(29)27(5,33)13-11-23(25(2,3)30)34-24(32)17-7-8-20(31)18(14-17)15-19(16)26/h6-8,14,19,21-23,31,33H,9-13,15H2,1-5H3/t19-,21+,22-,23+,26+,27+/m1/s1
InChI Key YWILZCJCOZQWNP-AVUAXDHISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H37Br3O4
Molecular Weight 665.30 g/mol
Exact Mass 664.02215 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 7.10
Atomic LogP (AlogP) 7.46
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,7S,8S,11R,12S,15S)-7,11-dibromo-15-(2-bromopropan-2-yl)-12,21-dihydroxy-4,8,12-trimethyl-16-oxatricyclo[16.3.1.03,8]docosa-1(21),4,18(22),19-tetraen-17-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 - 0.6867 68.67%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7914 79.14%
OATP2B1 inhibitior - 0.8560 85.60%
OATP1B1 inhibitior + 0.8928 89.28%
OATP1B3 inhibitior + 0.8761 87.61%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9458 94.58%
P-glycoprotein inhibitior + 0.6251 62.51%
P-glycoprotein substrate - 0.6440 64.40%
CYP3A4 substrate + 0.7145 71.45%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.8294 82.94%
CYP3A4 inhibition - 0.6748 67.48%
CYP2C9 inhibition - 0.5994 59.94%
CYP2C19 inhibition - 0.7196 71.96%
CYP2D6 inhibition - 0.8950 89.50%
CYP1A2 inhibition - 0.6471 64.71%
CYP2C8 inhibition + 0.4737 47.37%
CYP inhibitory promiscuity - 0.7954 79.54%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.7794 77.94%
Carcinogenicity (trinary) Non-required 0.5135 51.35%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9328 93.28%
Skin irritation - 0.6388 63.88%
Skin corrosion - 0.9476 94.76%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8054 80.54%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.6875 68.75%
skin sensitisation - 0.7234 72.34%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7626 76.26%
Acute Oral Toxicity (c) III 0.5521 55.21%
Estrogen receptor binding + 0.8000 80.00%
Androgen receptor binding + 0.6602 66.02%
Thyroid receptor binding + 0.5769 57.69%
Glucocorticoid receptor binding + 0.7649 76.49%
Aromatase binding + 0.7910 79.10%
PPAR gamma + 0.6482 64.82%
Honey bee toxicity - 0.8644 86.44%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6200 62.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.00% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.30% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.81% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.29% 99.15%
CHEMBL2581 P07339 Cathepsin D 93.28% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.20% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.70% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 92.24% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.69% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.66% 93.40%
CHEMBL1937 Q92769 Histone deacetylase 2 89.93% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.44% 97.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.22% 93.99%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.52% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.92% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.56% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.57% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.45% 97.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 84.03% 90.93%
CHEMBL3401 O75469 Pregnane X receptor 83.76% 94.73%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.66% 93.03%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.53% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 80.64% 91.49%
CHEMBL240 Q12809 HERG 80.43% 89.76%

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 42600014
LOTUS LTS0106817
wikiData Q105366678