(1R,3R,4S,6S,8R,10S)-4,10-dibromo-3-ethyl-8-[(E)-pent-2-en-4-ynyl]-2,7-dioxabicyclo[4.2.2]decane

Details

• Internal ID: 6ed7415e-b815-4ff6-abe4-098271b21d05
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1R,3R,4S,6S,8R,10S)-4,10-dibromo-3-ethyl-8-[(E)-pent-2-en-4-ynyl]-2,7-dioxabicyclo[4.2.2]decane
• SMILES (Canonical): CCC1C(CC2C(CC(O1)C(O2)CC=CC#C)Br)Br
• SMILES (Isomeric): CC[C@@H]1[C@H](C[C@H]2[C@H](C[C@@H](O1)[C@H](O2)C/C=C/C#C)Br)Br
• InChI: InChI=1S/C15H20Br2O2/c1-3-5-6-7-13-15-9-11(17)14(19-13)8-10(16)12(4-2)18-15/h1,5-6,10-15H,4,7-9H2,2H3/b6-5+/t10-,11-,12+,13+,14-,15+/m0/s1
• InChI Key: INTLAWPKZQSZHS-QWUBUJLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀Br₂O₂
• Molecular Weight: 392.13 g/mol
• Exact Mass: 391.98096 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.6195	61.95%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.3899	38.99%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8773	87.73%
P-glycoprotein inhibitior	-	0.8861	88.61%
P-glycoprotein substrate	-	0.8881	88.81%
CYP3A4 substrate	-	0.5289	52.89%
CYP2C9 substrate	+	0.6077	60.77%
CYP2D6 substrate	-	0.7914	79.14%
CYP3A4 inhibition	-	0.8235	82.35%
CYP2C9 inhibition	-	0.6700	67.00%
CYP2C19 inhibition	-	0.5382	53.82%
CYP2D6 inhibition	-	0.9190	91.90%
CYP1A2 inhibition	-	0.5397	53.97%
CYP2C8 inhibition	-	0.7993	79.93%
CYP inhibitory promiscuity	+	0.5682	56.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7652	76.52%
Carcinogenicity (trinary)	Non-required	0.5071	50.71%
Eye corrosion	-	0.8986	89.86%
Eye irritation	-	0.9796	97.96%
Skin irritation	-	0.6231	62.31%
Skin corrosion	-	0.8906	89.06%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4048	40.48%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6679	66.79%
skin sensitisation	-	0.5338	53.38%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6204	62.04%
Estrogen receptor binding	+	0.6279	62.79%
Androgen receptor binding	-	0.6228	62.28%
Thyroid receptor binding	+	0.5241	52.41%
Glucocorticoid receptor binding	+	0.7063	70.63%
Aromatase binding	-	0.5517	55.17%
PPAR gamma	+	0.5280	52.80%
Honey bee toxicity	-	0.8557	85.57%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.8909	89.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.56%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	89.64%	92.51%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.10%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	88.69%	89.63%
CHEMBL226	P30542	Adenosine A1 receptor	87.76%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.09%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	86.74%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	84.07%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.71%	91.11%

Plants that contains it

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

Cross-Links

• PubChem: 14731401
• NPASS: NPC37818