[(3S,4R,6S,11R)-11-acetyloxy-4-bromo-5,5,9-trimethyl-1-methylidenespiro[5.5]undec-8-en-3-yl] acetate

Details

• Internal ID: 7cf02069-5dfd-4520-a934-74fe2f7799b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: [(3S,4R,6S,11R)-11-acetyloxy-4-bromo-5,5,9-trimethyl-1-methylidenespiro[5.5]undec-8-en-3-yl] acetate
• InChI: InChI=1S/C19H27BrO4/c1-11-7-8-19(16(9-11)24-14(4)22)12(2)10-15(23-13(3)21)17(20)18(19,5)6/h7,15-17H,2,8-10H2,1,3-6H3/t15-,16+,17-,19+/m0/s1
• InChI Key: UFKFDTHMWZFEOE-MJQMVNBJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₇BrO₄
• Molecular Weight: 399.30 g/mol
• Exact Mass: 398.10927 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.5229	52.29%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7178	71.78%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.8725	87.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8019	80.19%
P-glycoprotein inhibitior	-	0.6947	69.47%
P-glycoprotein substrate	-	0.8331	83.31%
CYP3A4 substrate	+	0.6263	62.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.5972	59.72%
CYP2C9 inhibition	-	0.7253	72.53%
CYP2C19 inhibition	-	0.8459	84.59%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.8822	88.22%
CYP2C8 inhibition	-	0.6722	67.22%
CYP inhibitory promiscuity	-	0.8869	88.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7051	70.51%
Carcinogenicity (trinary)	Non-required	0.5149	51.49%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.8255	82.55%
Skin irritation	-	0.6110	61.10%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6486	64.86%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6159	61.59%
skin sensitisation	+	0.4751	47.51%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5936	59.36%
Acute Oral Toxicity (c)	III	0.7251	72.51%
Estrogen receptor binding	+	0.6249	62.49%
Androgen receptor binding	-	0.5070	50.70%
Thyroid receptor binding	-	0.5911	59.11%
Glucocorticoid receptor binding	+	0.7264	72.64%
Aromatase binding	+	0.5554	55.54%
PPAR gamma	-	0.6104	61.04%
Honey bee toxicity	-	0.7795	77.95%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5305	53.05%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.61%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.08%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.78%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.79%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.48%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.44%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.60%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.31%	97.25%
CHEMBL5028	O14672	ADAM10	82.24%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.24%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163068197
• LOTUS: LTS0256441
• wikiData: Q105271903