3-(1-Hydroxy-3-methylbut-2-enylidene)-10-(hydroxymethylidene)-4,7-dimethylbenzo[b][1,4]benzodioxepine-2,6,9-trione

Details

• Internal ID: 372908a4-5e3b-47c5-aef9-9084a3fa423f
• Taxonomy: Benzenoids
• IUPAC Name: 3-(1-hydroxy-3-methylbut-2-enylidene)-10-(hydroxymethylidene)-4,7-dimethylbenzo[b][1,4]benzodioxepine-2,6,9-trione
• InChI: InChI=1S/C21H18O7/c1-9(2)5-14(24)18-11(4)19-16(7-15(18)25)27-20-12(8-22)13(23)6-10(3)17(20)21(26)28-19/h5-8,22,24H,1-4H3
• InChI Key: DRKNBCBEXTZQPM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.10525291 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• Q27137144

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.6336	63.36%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7483	74.83%
OATP2B1 inhibitior	-	0.5652	56.52%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.8650	86.50%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6452	64.52%
P-glycoprotein inhibitior	-	0.7329	73.29%
P-glycoprotein substrate	-	0.7213	72.13%
CYP3A4 substrate	+	0.5249	52.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8974	89.74%
CYP3A4 inhibition	-	0.9103	91.03%
CYP2C9 inhibition	-	0.7608	76.08%
CYP2C19 inhibition	-	0.8656	86.56%
CYP2D6 inhibition	-	0.9093	90.93%
CYP1A2 inhibition	-	0.9270	92.70%
CYP2C8 inhibition	+	0.4598	45.98%
CYP inhibitory promiscuity	-	0.8208	82.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9561	95.61%
Carcinogenicity (trinary)	Danger	0.6414	64.14%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.7467	74.67%
Skin irritation	-	0.5912	59.12%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4213	42.13%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5229	52.29%
skin sensitisation	-	0.6631	66.31%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5105	51.05%
Acute Oral Toxicity (c)	III	0.4333	43.33%
Estrogen receptor binding	+	0.8602	86.02%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	+	0.5311	53.11%
Glucocorticoid receptor binding	+	0.7368	73.68%
Aromatase binding	+	0.5702	57.02%
PPAR gamma	+	0.7922	79.22%
Honey bee toxicity	-	0.8801	88.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	92.08%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.08%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.86%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.30%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.96%	87.67%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.83%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	89.72%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.22%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.05%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.70%	93.40%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.62%	95.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.55%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 136862775
• LOTUS: LTS0005479
• wikiData: Q103818660