(3R,5S)-5-ethenyl-2,2,8-trimethyl-4,5-dihydro-3H-1-benzoxepine-3,7-diol

Details

• Internal ID: f182ec0e-09ff-4652-9561-88d742393deb
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: (3R,5S)-5-ethenyl-2,2,8-trimethyl-4,5-dihydro-3H-1-benzoxepine-3,7-diol
• SMILES (Canonical): CC1=CC2=C(C=C1O)C(CC(C(O2)(C)C)O)C=C
• SMILES (Isomeric): CC1=CC2=C(C=C1O)[C@@H](C[C@H](C(O2)(C)C)O)C=C
• InChI: InChI=1S/C15H20O3/c1-5-10-7-14(17)15(3,4)18-13-6-9(2)12(16)8-11(10)13/h5-6,8,10,14,16-17H,1,7H2,2-4H3/t10-,14-/m1/s1
• InChI Key: DYXGWEYZDXILMS-QMTHXVAHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	-	0.5127	51.27%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5552	55.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.9650	96.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8123	81.23%
P-glycoprotein inhibitior	-	0.9572	95.72%
P-glycoprotein substrate	-	0.8288	82.88%
CYP3A4 substrate	+	0.5649	56.49%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.8265	82.65%
CYP2C9 inhibition	-	0.8694	86.94%
CYP2C19 inhibition	-	0.7413	74.13%
CYP2D6 inhibition	-	0.8544	85.44%
CYP1A2 inhibition	-	0.5416	54.16%
CYP2C8 inhibition	-	0.6080	60.80%
CYP inhibitory promiscuity	-	0.7532	75.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8808	88.08%
Carcinogenicity (trinary)	Non-required	0.6012	60.12%
Eye corrosion	-	0.9672	96.72%
Eye irritation	-	0.8386	83.86%
Skin irritation	+	0.4905	49.05%
Skin corrosion	-	0.6865	68.65%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4370	43.70%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.5503	55.03%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6143	61.43%
Acute Oral Toxicity (c)	III	0.7163	71.63%
Estrogen receptor binding	-	0.5089	50.89%
Androgen receptor binding	-	0.5937	59.37%
Thyroid receptor binding	+	0.5379	53.79%
Glucocorticoid receptor binding	-	0.6139	61.39%
Aromatase binding	-	0.6326	63.26%
PPAR gamma	+	0.5896	58.96%
Honey bee toxicity	-	0.8320	83.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9512	95.12%

Targets

Proven Targets:

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	99.10%	91.11%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	90.27%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.31%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.95%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.31%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.72%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.58%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.93%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.56%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.09%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.72%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.31%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.02%	86.33%
CHEMBL4530	P00488	Coagulation factor XIII	80.37%	96.00%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 134835574
• LOTUS: LTS0188532
• wikiData: Q104991634