(2S,5S)-8-hydroxy-2,7-dimethyl-5-propan-2-yl-3,5-dihydro-2H-1-benzoxepin-4-one

Details

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Internal ID 6b7cff96-3365-442f-89e4-8892a604f18a
Taxonomy Organoheterocyclic compounds > Benzoxepines
IUPAC Name (2S,5S)-8-hydroxy-2,7-dimethyl-5-propan-2-yl-3,5-dihydro-2H-1-benzoxepin-4-one
SMILES (Canonical) CC1CC(=O)C(C2=C(O1)C=C(C(=C2)C)O)C(C)C
SMILES (Isomeric) C[C@H]1CC(=O)[C@H](C2=C(O1)C=C(C(=C2)C)O)C(C)C
InChI InChI=1S/C15H20O3/c1-8(2)15-11-5-9(3)12(16)7-14(11)18-10(4)6-13(15)17/h5,7-8,10,15-16H,6H2,1-4H3/t10-,15-/m0/s1
InChI Key NRXPKUCOZPTCRA-BONVTDFDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H20O3
Molecular Weight 248.32 g/mol
Exact Mass 248.14124450 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.18
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,5S)-8-hydroxy-2,7-dimethyl-5-propan-2-yl-3,5-dihydro-2H-1-benzoxepin-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9958 99.58%
Caco-2 + 0.8573 85.73%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.7091 70.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9196 91.96%
OATP1B3 inhibitior + 0.9748 97.48%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.8760 87.60%
P-glycoprotein inhibitior - 0.9552 95.52%
P-glycoprotein substrate - 0.9029 90.29%
CYP3A4 substrate - 0.5595 55.95%
CYP2C9 substrate - 0.5617 56.17%
CYP2D6 substrate + 0.4151 41.51%
CYP3A4 inhibition - 0.9240 92.40%
CYP2C9 inhibition - 0.8013 80.13%
CYP2C19 inhibition - 0.7239 72.39%
CYP2D6 inhibition - 0.9312 93.12%
CYP1A2 inhibition + 0.8551 85.51%
CYP2C8 inhibition - 0.9462 94.62%
CYP inhibitory promiscuity - 0.8965 89.65%
UGT catelyzed + 0.7362 73.62%
Carcinogenicity (binary) - 0.8824 88.24%
Carcinogenicity (trinary) Non-required 0.6130 61.30%
Eye corrosion - 0.9226 92.26%
Eye irritation + 0.6942 69.42%
Skin irritation - 0.5943 59.43%
Skin corrosion - 0.9212 92.12%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5597 55.97%
Micronuclear - 0.5782 57.82%
Hepatotoxicity + 0.6052 60.52%
skin sensitisation + 0.5406 54.06%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.6895 68.95%
Acute Oral Toxicity (c) III 0.6127 61.27%
Estrogen receptor binding - 0.7017 70.17%
Androgen receptor binding - 0.5172 51.72%
Thyroid receptor binding + 0.5888 58.88%
Glucocorticoid receptor binding - 0.5639 56.39%
Aromatase binding - 0.7584 75.84%
PPAR gamma - 0.5794 57.94%
Honey bee toxicity - 0.9257 92.57%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.8988 89.88%

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
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.80% 93.40%
CHEMBL2581 P07339 Cathepsin D 94.94% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.58% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.57% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.72% 94.80%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.39% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.81% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.76% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.62% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.07% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 85.24% 94.73%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.22% 90.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.79% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.17% 100.00%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.54% 86.00%

Plants that contains it

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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.
Heritiera ornithocephala

Cross-Links

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PubChem 14635665
LOTUS LTS0077396
wikiData Q105184912