PlantaeDB Logo
Login Sign-up

(3S,8R,11R,12S,15S)-11-bromo-15-(2-bromopropan-2-yl)-12,21-dihydroxy-4-methoxy-4,8,12-trimethyl-16-oxatetracyclo[16.3.1.03,8.05,7]docosa-1(21),18(22),19-trien-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

Top
Internal ID 0f2bd012-8034-4933-b7ba-f03669ff1159
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3S,8R,11R,12S,15S)-11-bromo-15-(2-bromopropan-2-yl)-12,21-dihydroxy-4-methoxy-4,8,12-trimethyl-16-oxatetracyclo[16.3.1.03,8.05,7]docosa-1(21),18(22),19-trien-17-one
SMILES (Canonical) CC1(CCC(OC(=O)C2=CC(=C(C=C2)O)CC3C(CCC1Br)(C4CC4C3(C)OC)C)C(C)(C)Br)O
SMILES (Isomeric) C[C@@]1(CC[C@H](OC(=O)C2=CC(=C(C=C2)O)C[C@H]3[C@](CC[C@H]1Br)(C4CC4C3(C)OC)C)C(C)(C)Br)O
InChI InChI=1S/C28H40Br2O5/c1-25(2,30)23-10-12-27(4,33)22(29)9-11-26(3)18-15-19(18)28(5,34-6)21(26)14-17-13-16(24(32)35-23)7-8-20(17)31/h7-8,13,18-19,21-23,31,33H,9-12,14-15H2,1-6H3/t18?,19?,21-,22+,23-,26+,27-,28?/m0/s1
InChI Key CLIROQKLHXWUFL-BMRGAZBISA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H40Br2O5
Molecular Weight 616.40 g/mol
Exact Mass 616.12220 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.40
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,8R,11R,12S,15S)-11-bromo-15-(2-bromopropan-2-yl)-12,21-dihydroxy-4-methoxy-4,8,12-trimethyl-16-oxatetracyclo[16.3.1.03,8.05,7]docosa-1(21),18(22),19-trien-17-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9870 98.70%
Caco-2 - 0.6995 69.95%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7193 71.93%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8893 88.93%
OATP1B3 inhibitior + 0.8544 85.44%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8975 89.75%
P-glycoprotein inhibitior + 0.6440 64.40%
P-glycoprotein substrate - 0.6223 62.23%
CYP3A4 substrate + 0.7407 74.07%
CYP2C9 substrate - 0.6005 60.05%
CYP2D6 substrate - 0.8205 82.05%
CYP3A4 inhibition - 0.5378 53.78%
CYP2C9 inhibition - 0.5114 51.14%
CYP2C19 inhibition - 0.7853 78.53%
CYP2D6 inhibition - 0.8935 89.35%
CYP1A2 inhibition - 0.6132 61.32%
CYP2C8 inhibition + 0.6457 64.57%
CYP inhibitory promiscuity - 0.8172 81.72%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7417 74.17%
Carcinogenicity (trinary) Non-required 0.4740 47.40%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9389 93.89%
Skin irritation - 0.6866 68.66%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7018 70.18%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.5032 50.32%
skin sensitisation - 0.8558 85.58%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7055 70.55%
Acute Oral Toxicity (c) III 0.4188 41.88%
Estrogen receptor binding + 0.8018 80.18%
Androgen receptor binding + 0.7114 71.14%
Thyroid receptor binding + 0.5452 54.52%
Glucocorticoid receptor binding + 0.8434 84.34%
Aromatase binding + 0.8415 84.15%
PPAR gamma + 0.5449 54.49%
Honey bee toxicity - 0.7787 77.87%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7151 71.51%
Fish aquatic toxicity + 0.9972 99.72%

Targets

Top

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 98.99% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.78% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.42% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.71% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.50% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.04% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.50% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.94% 96.09%
CHEMBL236 P41143 Delta opioid receptor 90.20% 99.35%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.08% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.47% 99.15%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.37% 82.69%
CHEMBL2581 P07339 Cathepsin D 89.06% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.02% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.67% 97.09%
CHEMBL1902 P62942 FK506-binding protein 1A 88.40% 97.05%
CHEMBL1951 P21397 Monoamine oxidase A 87.92% 91.49%
CHEMBL240 Q12809 HERG 87.85% 89.76%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.40% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.29% 92.94%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.07% 93.03%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.01% 93.99%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.11% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.70% 94.75%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 83.89% 80.78%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.83% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.78% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.39% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.34% 93.04%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.32% 95.78%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.22% 95.53%
CHEMBL3401 O75469 Pregnane X receptor 80.70% 94.73%

Plants that contains it

Top
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

Top
PubChem 42599770
LOTUS LTS0166058
wikiData Q104963478