(1S,6S,8S,12S)-10-bromo-4,11,11,12-tetramethyl-7-oxatricyclo[6.3.1.01,6]dodeca-3,9-dien-12-ol

Details

• Internal ID: aac5798c-1528-4f25-b12f-51f82df51808
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (1S,6S,8S,12S)-10-bromo-4,11,11,12-tetramethyl-7-oxatricyclo[6.3.1.01,6]dodeca-3,9-dien-12-ol
• SMILES (Canonical): CC1=CCC23C(C1)OC(C2(C)O)C=C(C3(C)C)Br
• SMILES (Isomeric): CC1=CC[C@]23[C@H](C1)O[C@H]([C@@]2(C)O)C=C(C3(C)C)Br
• InChI: InChI=1S/C15H21BrO2/c1-9-5-6-15-12(7-9)18-11(14(15,4)17)8-10(16)13(15,2)3/h5,8,11-12,17H,6-7H2,1-4H3/t11-,12-,14+,15+/m0/s1
• InChI Key: MLMXKHPTSSZDLM-DDHJSBNISA-N
• Popularity: 0 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: 2.70
• 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	+	0.9959	99.59%
Caco-2	+	0.6097	60.97%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4689	46.89%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9239	92.39%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6679	66.79%
P-glycoprotein inhibitior	-	0.9441	94.41%
P-glycoprotein substrate	-	0.8325	83.25%
CYP3A4 substrate	+	0.5693	56.93%
CYP2C9 substrate	-	0.7816	78.16%
CYP2D6 substrate	-	0.7886	78.86%
CYP3A4 inhibition	-	0.7149	71.49%
CYP2C9 inhibition	-	0.6660	66.60%
CYP2C19 inhibition	-	0.6229	62.29%
CYP2D6 inhibition	-	0.9081	90.81%
CYP1A2 inhibition	-	0.6980	69.80%
CYP2C8 inhibition	-	0.7774	77.74%
CYP inhibitory promiscuity	+	0.5845	58.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8859	88.59%
Carcinogenicity (trinary)	Non-required	0.3966	39.66%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6397	63.97%
Skin corrosion	-	0.9064	90.64%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7538	75.38%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	-	0.6718	67.18%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5543	55.43%
Acute Oral Toxicity (c)	III	0.5520	55.20%
Estrogen receptor binding	-	0.6826	68.26%
Androgen receptor binding	-	0.5429	54.29%
Thyroid receptor binding	-	0.5801	58.01%
Glucocorticoid receptor binding	-	0.7727	77.27%
Aromatase binding	-	0.5263	52.63%
PPAR gamma	+	0.6405	64.05%
Honey bee toxicity	-	0.8157	81.57%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9903	99.03%

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	95.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.77%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.82%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.88%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.35%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.24%	86.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.82%	85.30%
CHEMBL4208	P20618	Proteasome component C5	81.65%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 100988689
• LOTUS: LTS0050095
• wikiData: Q105166836