(1S,3R,5S,7S,8S)-10-bromo-8-chloro-7,11,11-trimethyl-3-prop-1-en-2-yl-4,6-dioxatricyclo[5.4.0.01,5]undec-9-ene

Details

• Internal ID: 06b7eb48-f9f5-4fa6-8e85-2613bb61ff3b
• Taxonomy: Organoheterocyclic compounds > Dioxepanes > 1,3-dioxepanes
• IUPAC Name: (1S,3R,5S,7S,8S)-10-bromo-8-chloro-7,11,11-trimethyl-3-prop-1-en-2-yl-4,6-dioxatricyclo[5.4.0.01,5]undec-9-ene
• SMILES (Canonical): CC(=C)C1CC23C(O1)OC2(C(C=C(C3(C)C)Br)Cl)C
• SMILES (Isomeric): CC(=C)[C@H]1C[C@@]23[C@@H](O1)O[C@@]2([C@H](C=C(C3(C)C)Br)Cl)C
• InChI: InChI=1S/C15H20BrClO2/c1-8(2)9-7-15-12(18-9)19-14(15,5)11(17)6-10(16)13(15,3)4/h6,9,11-12H,1,7H2,2-5H3/t9-,11+,12+,14-,15+/m1/s1
• InChI Key: OTYKIZCAJLUGLI-ONAWRNRTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀BrClO₂
• Molecular Weight: 347.67 g/mol
• Exact Mass: 346.03352 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.6513	65.13%
Blood Brain Barrier	+	0.8271	82.71%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5608	56.08%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6855	68.55%
P-glycoprotein inhibitior	-	0.8646	86.46%
P-glycoprotein substrate	-	0.8189	81.89%
CYP3A4 substrate	+	0.5780	57.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7834	78.34%
CYP3A4 inhibition	-	0.8521	85.21%
CYP2C9 inhibition	-	0.7054	70.54%
CYP2C19 inhibition	-	0.6328	63.28%
CYP2D6 inhibition	-	0.9069	90.69%
CYP1A2 inhibition	-	0.6585	65.85%
CYP2C8 inhibition	-	0.7152	71.52%
CYP inhibitory promiscuity	-	0.5647	56.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6032	60.32%
Carcinogenicity (trinary)	Non-required	0.4190	41.90%
Eye corrosion	-	0.9615	96.15%
Eye irritation	-	0.8927	89.27%
Skin irritation	-	0.6163	61.63%
Skin corrosion	-	0.8820	88.20%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5864	58.64%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.5993	59.93%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5433	54.33%
Acute Oral Toxicity (c)	III	0.5477	54.77%
Estrogen receptor binding	-	0.5276	52.76%
Androgen receptor binding	+	0.6050	60.50%
Thyroid receptor binding	+	0.6017	60.17%
Glucocorticoid receptor binding	-	0.5198	51.98%
Aromatase binding	+	0.5272	52.72%
PPAR gamma	+	0.6346	63.46%
Honey bee toxicity	-	0.6887	68.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9823	98.23%

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	96.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.66%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.92%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.53%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	83.67%	95.38%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.29%	85.30%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.87%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.73%	96.61%
CHEMBL1951	P21397	Monoamine oxidase A	81.12%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.99%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.10%	97.09%

Plants that contains it

• Eleutherococcus giraldii
• Lespedeza davidii
• Solanum aethiopicum
• Tectona grandis

Cross-Links

• PubChem: 23426795
• NPASS: NPC77338
• LOTUS: LTS0264937
• wikiData: Q105199928