4-Bromo-9-(bromomethylidene)-5,5-dimethyl-1-methylidenespiro[5.5]undec-10-en-3-ol

Details

• Internal ID: a6696068-e7f9-4b66-bf92-cce854486321
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: 4-bromo-9-(bromomethylidene)-5,5-dimethyl-1-methylidenespiro[5.5]undec-10-en-3-ol
• SMILES (Canonical): CC1(C(C(CC(=C)C12CCC(=CBr)C=C2)O)Br)C
• SMILES (Isomeric): CC1(C(C(CC(=C)C12CCC(=CBr)C=C2)O)Br)C
• InChI: InChI=1S/C15H20Br2O/c1-10-8-12(18)13(17)14(2,3)15(10)6-4-11(9-16)5-7-15/h4,6,9,12-13,18H,1,5,7-8H2,2-3H3
• InChI Key: BERVNSMGLDGYPR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀Br₂O
• Molecular Weight: 376.13 g/mol
• Exact Mass: 375.98604 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.71
• 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	+	0.9945	99.45%
Caco-2	+	0.7798	77.98%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.5686	56.86%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.8941	89.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7984	79.84%
P-glycoprotein inhibitior	-	0.9415	94.15%
P-glycoprotein substrate	-	0.8044	80.44%
CYP3A4 substrate	+	0.5823	58.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7881	78.81%
CYP3A4 inhibition	-	0.8223	82.23%
CYP2C9 inhibition	-	0.7083	70.83%
CYP2C19 inhibition	-	0.7394	73.94%
CYP2D6 inhibition	-	0.9148	91.48%
CYP1A2 inhibition	-	0.8593	85.93%
CYP2C8 inhibition	-	0.8185	81.85%
CYP inhibitory promiscuity	-	0.8223	82.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8272	82.72%
Carcinogenicity (trinary)	Non-required	0.5951	59.51%
Eye corrosion	-	0.9650	96.50%
Eye irritation	-	0.9304	93.04%
Skin irritation	-	0.5599	55.99%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4772	47.72%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6485	64.85%
skin sensitisation	+	0.5913	59.13%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6377	63.77%
Acute Oral Toxicity (c)	III	0.6440	64.40%
Estrogen receptor binding	-	0.7882	78.82%
Androgen receptor binding	+	0.5402	54.02%
Thyroid receptor binding	-	0.6151	61.51%
Glucocorticoid receptor binding	+	0.6321	63.21%
Aromatase binding	+	0.5864	58.64%
PPAR gamma	-	0.6428	64.28%
Honey bee toxicity	-	0.8245	82.45%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9938	99.38%

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	94.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.36%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.97%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	91.63%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.67%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.86%	94.45%
CHEMBL4208	P20618	Proteasome component C5	84.51%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.60%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.01%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.68%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.42%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 4560
• LOTUS: LTS0030910
• wikiData: Q104933465