(1R,6S,8R,11R)-8-bromo-4,11,12,12-tetramethyl-7-oxatricyclo[6.3.1.01,6]dodeca-3,9-dien-11-ol

Details

• Internal ID: 21faa747-df68-4879-95be-0662b8cb65cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (1R,6S,8R,11R)-8-bromo-4,11,12,12-tetramethyl-7-oxatricyclo[6.3.1.01,6]dodeca-3,9-dien-11-ol
• InChI: InChI=1S/C15H21BrO2/c1-10-5-6-14-11(9-10)18-15(16,12(14,2)3)8-7-13(14,4)17/h5,7-8,11,17H,6,9H2,1-4H3/t11-,13+,14-,15-/m0/s1
• InChI Key: WXHGXHLQFJCZPI-ATGSNQNLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁BrO₂
• Molecular Weight: 313.23 g/mol
• Exact Mass: 312.07249 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 2
• 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	+	0.9965	99.65%
Caco-2	+	0.7273	72.73%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4607	46.07%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7519	75.19%
P-glycoprotein inhibitior	-	0.9427	94.27%
P-glycoprotein substrate	-	0.8510	85.10%
CYP3A4 substrate	+	0.5654	56.54%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8148	81.48%
CYP3A4 inhibition	-	0.7430	74.30%
CYP2C9 inhibition	-	0.6252	62.52%
CYP2C19 inhibition	-	0.6289	62.89%
CYP2D6 inhibition	-	0.9190	91.90%
CYP1A2 inhibition	-	0.6964	69.64%
CYP2C8 inhibition	-	0.7346	73.46%
CYP inhibitory promiscuity	+	0.6113	61.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8772	87.72%
Carcinogenicity (trinary)	Non-required	0.4098	40.98%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.6235	62.35%
Skin irritation	-	0.6412	64.12%
Skin corrosion	-	0.9095	90.95%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7267	72.67%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.6496	64.96%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6647	66.47%
Acute Oral Toxicity (c)	III	0.5309	53.09%
Estrogen receptor binding	-	0.4911	49.11%
Androgen receptor binding	+	0.5732	57.32%
Thyroid receptor binding	-	0.6191	61.91%
Glucocorticoid receptor binding	-	0.5406	54.06%
Aromatase binding	-	0.4879	48.79%
PPAR gamma	-	0.5366	53.66%
Honey bee toxicity	-	0.8992	89.92%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	94.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.29%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.18%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.34%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.05%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.62%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.12%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.80%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.64%	86.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.39%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163002840
• LOTUS: LTS0197186
• wikiData: Q105314609