1-(5-bromo-3,7-dihydroxy-8,8a-dimethyl-7,8-dihydro-1H-naphthalen-2-yl)ethanone

Details

• Internal ID: 487363eb-dc40-460a-bfcf-2031a966abd2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 1-(5-bromo-3,7-dihydroxy-8,8a-dimethyl-7,8-dihydro-1H-naphthalen-2-yl)ethanone
• SMILES (Canonical): CC1C(C=C(C2=CC(=C(CC12C)C(=O)C)O)Br)O
• SMILES (Isomeric): CC1C(C=C(C2=CC(=C(CC12C)C(=O)C)O)Br)O
• InChI: InChI=1S/C14H17BrO3/c1-7-12(17)5-11(15)10-4-13(18)9(8(2)16)6-14(7,10)3/h4-5,7,12,17-18H,6H2,1-3H3
• InChI Key: ZVHPCVAYXRZTMY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇BrO₃
• Molecular Weight: 313.19 g/mol
• Exact Mass: 312.03611 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7848	78.48%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6482	64.82%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7806	78.06%
P-glycoprotein inhibitior	-	0.9675	96.75%
P-glycoprotein substrate	-	0.6406	64.06%
CYP3A4 substrate	+	0.5711	57.11%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.7410	74.10%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.7185	71.85%
CYP2D6 inhibition	-	0.8656	86.56%
CYP1A2 inhibition	-	0.7274	72.74%
CYP2C8 inhibition	-	0.8519	85.19%
CYP inhibitory promiscuity	+	0.5600	56.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8169	81.69%
Carcinogenicity (trinary)	Non-required	0.4145	41.45%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.7166	71.66%
Skin irritation	-	0.5458	54.58%
Skin corrosion	-	0.9294	92.94%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5497	54.97%
Micronuclear	-	0.6926	69.26%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.6060	60.60%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5668	56.68%
Acute Oral Toxicity (c)	III	0.6000	60.00%
Estrogen receptor binding	-	0.8297	82.97%
Androgen receptor binding	-	0.5276	52.76%
Thyroid receptor binding	+	0.5297	52.97%
Glucocorticoid receptor binding	-	0.6514	65.14%
Aromatase binding	-	0.6408	64.08%
PPAR gamma	-	0.6487	64.87%
Honey bee toxicity	-	0.8946	89.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.62%	92.94%
CHEMBL2581	P07339	Cathepsin D	88.39%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.97%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.26%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.84%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.32%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.11%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.67%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.16%	95.56%

Plants that contains it

• Trichocolea tomentella

Cross-Links

• PubChem: 162912617
• LOTUS: LTS0177651
• wikiData: Q105006103