3-[(R)-1-Hydroxy-3-methylbutyl]-4-methoxy-9-methyl-11-hydroxy-5H,7H-dibenzo[b,g][1,5]dioxocin-5-one

Details

Top
Internal ID c1508943-4fb7-4cff-b265-ef342b8b07d7
Taxonomy Organic oxygen compounds > Organooxygen compounds > Ethers > Diarylethers
IUPAC Name 6-hydroxy-2-[(1R)-1-hydroxy-3-methylbutyl]-1-methoxy-8-methyl-10H-benzo[b][1,5]benzodioxocin-12-one
SMILES (Canonical) CC1=CC2=C(C(=C1)O)OC3=C(C(=C(C=C3)C(CC(C)C)O)OC)C(=O)OC2
SMILES (Isomeric) CC1=CC2=C(C(=C1)O)OC3=C(C(=C(C=C3)[C@@H](CC(C)C)O)OC)C(=O)OC2
InChI InChI=1S/C21H24O6/c1-11(2)7-15(22)14-5-6-17-18(20(14)25-4)21(24)26-10-13-8-12(3)9-16(23)19(13)27-17/h5-6,8-9,11,15,22-23H,7,10H2,1-4H3/t15-/m1/s1
InChI Key UOWGLBYIKHMCIS-OAHLLOKOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H24O6
Molecular Weight 372.40 g/mol
Exact Mass 372.15728848 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.25
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[(R)-1-Hydroxy-3-methylbutyl]-4-methoxy-9-methyl-11-hydroxy-5H,7H-dibenzo[b,g][1,5]dioxocin-5-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9264 92.64%
Caco-2 + 0.7339 73.39%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7140 71.40%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.9080 90.80%
OATP1B3 inhibitior + 0.7963 79.63%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8480 84.80%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.7269 72.69%
CYP3A4 substrate + 0.5927 59.27%
CYP2C9 substrate + 0.6120 61.20%
CYP2D6 substrate - 0.7640 76.40%
CYP3A4 inhibition - 0.8387 83.87%
CYP2C9 inhibition - 0.5655 56.55%
CYP2C19 inhibition - 0.7531 75.31%
CYP2D6 inhibition - 0.7836 78.36%
CYP1A2 inhibition - 0.5071 50.71%
CYP2C8 inhibition - 0.6269 62.69%
CYP inhibitory promiscuity - 0.7290 72.90%
UGT catelyzed - 0.6638 66.38%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5724 57.24%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.7627 76.27%
Skin irritation - 0.8491 84.91%
Skin corrosion - 0.9739 97.39%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7781 77.81%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8314 83.14%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8447 84.47%
Acute Oral Toxicity (c) III 0.5719 57.19%
Estrogen receptor binding + 0.8471 84.71%
Androgen receptor binding + 0.7004 70.04%
Thyroid receptor binding + 0.6962 69.62%
Glucocorticoid receptor binding + 0.8559 85.59%
Aromatase binding + 0.5357 53.57%
PPAR gamma + 0.8401 84.01%
Honey bee toxicity - 0.7883 78.83%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9462 94.62%

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 99.52% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.67% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.02% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.98% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.23% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.04% 94.45%
CHEMBL1907 P15144 Aminopeptidase N 91.66% 93.31%
CHEMBL1951 P21397 Monoamine oxidase A 88.34% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 88.27% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.01% 93.56%
CHEMBL2535 P11166 Glucose transporter 86.82% 98.75%
CHEMBL4208 P20618 Proteasome component C5 86.74% 90.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.23% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.73% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.03% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.75% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.37% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.26% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.03% 99.15%

Cross-Links

Top
PubChem 25273618
NPASS NPC297117