7-Bromounguinol

Details

• Internal ID: a7b94440-092f-48c5-8ad1-be8c93b6dd72
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 2-bromo-1-[(E)-but-2-en-2-yl]-3,9-dihydroxy-4,7-dimethylbenzo[b][1,4]benzodioxepin-6-one
• SMILES (Canonical): CC=C(C)C1=C(C(=C(C2=C1OC3=C(C(=CC(=C3)O)C)C(=O)O2)C)O)Br
• SMILES (Isomeric): C/C=C(\C)/C1=C(C(=C(C2=C1OC3=C(C(=CC(=C3)O)C)C(=O)O2)C)O)Br
• InChI: InChI=1S/C19H17BrO5/c1-5-8(2)14-15(20)16(22)10(4)17-18(14)24-12-7-11(21)6-9(3)13(12)19(23)25-17/h5-7,21-22H,1-4H3/b8-5+
• InChI Key: MQLAWUIMBJTRIO-VMPITWQZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇BrO₅
• Molecular Weight: 405.20 g/mol
• Exact Mass: 404.02594 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.23
• H-Bond Acceptor: 5
• 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	+	0.9863	98.63%
Caco-2	+	0.6410	64.10%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5281	52.81%
OATP2B1 inhibitior	-	0.5690	56.90%
OATP1B1 inhibitior	+	0.7021	70.21%
OATP1B3 inhibitior	+	0.8352	83.52%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6182	61.82%
P-glycoprotein inhibitior	-	0.7588	75.88%
P-glycoprotein substrate	-	0.8800	88.00%
CYP3A4 substrate	+	0.5113	51.13%
CYP2C9 substrate	-	0.5966	59.66%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.6919	69.19%
CYP2C9 inhibition	+	0.6434	64.34%
CYP2C19 inhibition	+	0.5393	53.93%
CYP2D6 inhibition	-	0.8284	82.84%
CYP1A2 inhibition	-	0.7423	74.23%
CYP2C8 inhibition	+	0.6773	67.73%
CYP inhibitory promiscuity	+	0.6883	68.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8668	86.68%
Carcinogenicity (trinary)	Danger	0.7123	71.23%
Eye corrosion	-	0.9847	98.47%
Eye irritation	+	0.8236	82.36%
Skin irritation	-	0.6418	64.18%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5976	59.76%
Micronuclear	+	0.7748	77.48%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.7229	72.29%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3756	37.56%
Estrogen receptor binding	+	0.8611	86.11%
Androgen receptor binding	+	0.6587	65.87%
Thyroid receptor binding	+	0.6344	63.44%
Glucocorticoid receptor binding	+	0.7620	76.20%
Aromatase binding	+	0.6158	61.58%
PPAR gamma	+	0.6714	67.14%
Honey bee toxicity	-	0.8329	83.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.95%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.13%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.55%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.84%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.45%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.93%	99.23%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.57%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.37%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.18%	82.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.46%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.21%	93.65%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.16%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684023
• LOTUS: LTS0113793
• wikiData: Q105170081