(2R,3R,4R,4aR)-1,4,4a,7-Tetramethyl-3-bromo-3,4,4a,5,8,9-hexahydro-2H-benzocycloheptene-2-ol

Details

• Internal ID: 8b78b4c9-2a62-4562-98ab-f9595b888ade
• Taxonomy: Organohalogen compounds > Halohydrins > Bromohydrins
• IUPAC Name: (2R,3R,4R,4aR)-3-bromo-1,4,4a,7-tetramethyl-2,3,4,5,8,9-hexahydrobenzo[7]annulen-2-ol
• SMILES (Canonical): CC1C(C(C(=C2C1(CC=C(CC2)C)C)C)O)Br
• SMILES (Isomeric): C[C@H]1[C@H]([C@@H](C(=C2[C@@]1(CC=C(CC2)C)C)C)O)Br
• InChI: InChI=1S/C15H23BrO/c1-9-5-6-12-10(2)14(17)13(16)11(3)15(12,4)8-7-9/h7,11,13-14,17H,5-6,8H2,1-4H3/t11-,13+,14+,15+/m0/s1
• InChI Key: IQWBLQKYJOBMDF-ZGKBOVNRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃BrO
• Molecular Weight: 299.25 g/mol
• Exact Mass: 298.09323 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.8709	87.09%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.6508	65.08%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7626	76.26%
P-glycoprotein inhibitior	-	0.9131	91.31%
P-glycoprotein substrate	-	0.8253	82.53%
CYP3A4 substrate	+	0.5207	52.07%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.7216	72.16%
CYP3A4 inhibition	-	0.7708	77.08%
CYP2C9 inhibition	-	0.5740	57.40%
CYP2C19 inhibition	-	0.7287	72.87%
CYP2D6 inhibition	-	0.8896	88.96%
CYP1A2 inhibition	-	0.6023	60.23%
CYP2C8 inhibition	-	0.8440	84.40%
CYP inhibitory promiscuity	-	0.7794	77.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8375	83.75%
Carcinogenicity (trinary)	Non-required	0.5351	53.51%
Eye corrosion	-	0.9653	96.53%
Eye irritation	-	0.8924	89.24%
Skin irritation	+	0.5415	54.15%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5501	55.01%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.4741	47.41%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7178	71.78%
Acute Oral Toxicity (c)	III	0.7302	73.02%
Estrogen receptor binding	-	0.9567	95.67%
Androgen receptor binding	-	0.6107	61.07%
Thyroid receptor binding	-	0.6353	63.53%
Glucocorticoid receptor binding	-	0.7698	76.98%
Aromatase binding	-	0.6474	64.74%
PPAR gamma	-	0.6603	66.03%
Honey bee toxicity	-	0.8979	89.79%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.62%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.69%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.09%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.85%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.27%	92.94%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.36%	86.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.92%	90.24%
CHEMBL221	P23219	Cyclooxygenase-1	81.54%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.36%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.35%	97.09%

Plants that contains it

• Anethum graveolens
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Ladeania juncea
• Ligularia atroviolacea
• Scutellaria glabra
• Trifolium pannonicum

Cross-Links

• PubChem: 11688022
• NPASS: NPC30743
• LOTUS: LTS0125542
• wikiData: Q105118646