(1R,9S,12R)-4,6-dibromo-9-(bromomethyl)-1,5,12-trimethyl-8-oxatricyclo[7.2.1.02,7]dodeca-2,4,6-triene

Details

• Internal ID: fce4d4df-e9c1-4f81-85d2-25e329c17a3d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (1R,9S,12R)-4,6-dibromo-9-(bromomethyl)-1,5,12-trimethyl-8-oxatricyclo[7.2.1.02,7]dodeca-2,4,6-triene
• SMILES (Canonical): CC1C2(CCC1(OC3=C(C(=C(C=C32)Br)C)Br)CBr)C
• SMILES (Isomeric): C[C@@H]1[C@]2(CC[C@@]1(OC3=C(C(=C(C=C32)Br)C)Br)CBr)C
• InChI: InChI=1S/C15H17Br3O/c1-8-11(17)6-10-13(12(8)18)19-15(7-16)5-4-14(10,3)9(15)2/h6,9H,4-5,7H2,1-3H3/t9-,14-,15-/m1/s1
• InChI Key: MHTVVQOHWMXHOQ-DFKRKDTASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇Br₃O
• Molecular Weight: 453.00 g/mol
• Exact Mass: 451.88090 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.73
• H-Bond Acceptor: 1
• 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	+	0.9951	99.51%
Caco-2	+	0.8292	82.92%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4662	46.62%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8185	81.85%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5847	58.47%
P-glycoprotein inhibitior	-	0.9223	92.23%
P-glycoprotein substrate	-	0.7846	78.46%
CYP3A4 substrate	+	0.5452	54.52%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	+	0.3831	38.31%
CYP3A4 inhibition	-	0.8507	85.07%
CYP2C9 inhibition	+	0.5116	51.16%
CYP2C19 inhibition	-	0.6028	60.28%
CYP2D6 inhibition	-	0.8352	83.52%
CYP1A2 inhibition	-	0.5601	56.01%
CYP2C8 inhibition	-	0.5768	57.68%
CYP inhibitory promiscuity	-	0.5148	51.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7133	71.33%
Carcinogenicity (trinary)	Non-required	0.6382	63.82%
Eye corrosion	-	0.9687	96.87%
Eye irritation	-	0.8834	88.34%
Skin irritation	-	0.7767	77.67%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4822	48.22%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7251	72.51%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8636	86.36%
Acute Oral Toxicity (c)	III	0.4806	48.06%
Estrogen receptor binding	+	0.5505	55.05%
Androgen receptor binding	+	0.6679	66.79%
Thyroid receptor binding	+	0.6911	69.11%
Glucocorticoid receptor binding	+	0.6082	60.82%
Aromatase binding	-	0.6149	61.49%
PPAR gamma	+	0.6257	62.57%
Honey bee toxicity	-	0.8877	88.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9931	99.31%

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	94.58%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	91.60%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.61%	96.09%
CHEMBL240	Q12809	HERG	88.47%	89.76%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.13%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.55%	95.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.38%	89.05%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.56%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.35%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	84.25%	94.73%
CHEMBL4208	P20618	Proteasome component C5	82.12%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.85%	94.80%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.07%	85.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24762673
• LOTUS: LTS0142891
• wikiData: Q105164138