2,7,9-Trihydroxy-1-methoxy-8,10-bis(3-methylbut-2-enyl)benzo[b][1,4]benzodioxepin-6-one

Details

• Internal ID: 0ced4cd0-d7ec-4977-95c9-ad1a0a93ae1f
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 2,7,9-trihydroxy-1-methoxy-8,10-bis(3-methylbut-2-enyl)benzo[b][1,4]benzodioxepin-6-one
• InChI: InChI=1S/C24H26O7/c1-12(2)6-8-14-19(26)15(9-7-13(3)4)21-18(20(14)27)24(28)30-17-11-10-16(25)22(29-5)23(17)31-21/h6-7,10-11,25-27H,8-9H2,1-5H3
• InChI Key: AWIIRXKENONLES-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₇
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.16785316 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.15
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.6240	62.40%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5104	51.04%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.8228	82.28%
OATP1B3 inhibitior	-	0.2486	24.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8564	85.64%
P-glycoprotein inhibitior	+	0.6549	65.49%
P-glycoprotein substrate	-	0.8776	87.76%
CYP3A4 substrate	+	0.5602	56.02%
CYP2C9 substrate	+	0.6290	62.90%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.8041	80.41%
CYP2C9 inhibition	+	0.5582	55.82%
CYP2C19 inhibition	+	0.7284	72.84%
CYP2D6 inhibition	-	0.6751	67.51%
CYP1A2 inhibition	-	0.5987	59.87%
CYP2C8 inhibition	-	0.5855	58.55%
CYP inhibitory promiscuity	+	0.6563	65.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.6485	64.85%
Eye corrosion	-	0.9874	98.74%
Eye irritation	+	0.6659	66.59%
Skin irritation	-	0.7606	76.06%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5218	52.18%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5599	55.99%
skin sensitisation	-	0.7757	77.57%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7170	71.70%
Acute Oral Toxicity (c)	III	0.5211	52.11%
Estrogen receptor binding	+	0.9240	92.40%
Androgen receptor binding	+	0.6657	66.57%
Thyroid receptor binding	+	0.5220	52.20%
Glucocorticoid receptor binding	+	0.8336	83.36%
Aromatase binding	+	0.6129	61.29%
PPAR gamma	+	0.9135	91.35%
Honey bee toxicity	-	0.8684	86.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	99.55%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.68%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.18%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.55%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.49%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.91%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.94%	99.15%
CHEMBL4208	P20618	Proteasome component C5	83.97%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.67%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.82%	99.17%

Plants that contains it

• Rubia tinctorum

Cross-Links

• PubChem: 25112479
• NPASS: NPC27376
• LOTUS: LTS0019204
• wikiData: Q104920055