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

Details

• Internal ID: 41193093-7a75-464c-a424-249ae4d0b5bc
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 2,3,7,9-tetrahydroxy-4,8-bis(3-methylbut-2-enyl)benzo[b][1,4]benzodioxepin-6-one
• InChI: InChI=1S/C23H24O7/c1-11(2)5-7-13-15(24)9-17-19(21(13)27)23(28)30-22-14(8-6-12(3)4)20(26)16(25)10-18(22)29-17/h5-6,9-10,24-27H,7-8H2,1-4H3
• InChI Key: AGPYECDHKQOXNE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₇
• Molecular Weight: 412.40 g/mol
• Exact Mass: 412.15220310 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 4.85
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9433	94.33%
Caco-2	-	0.5134	51.34%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4988	49.88%
OATP2B1 inhibitior	-	0.7065	70.65%
OATP1B1 inhibitior	+	0.7942	79.42%
OATP1B3 inhibitior	+	0.9201	92.01%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6290	62.90%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.9184	91.84%
CYP3A4 substrate	-	0.5260	52.60%
CYP2C9 substrate	-	0.5609	56.09%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8826	88.26%
CYP2C9 inhibition	+	0.6188	61.88%
CYP2C19 inhibition	+	0.5910	59.10%
CYP2D6 inhibition	-	0.7491	74.91%
CYP1A2 inhibition	-	0.6254	62.54%
CYP2C8 inhibition	-	0.5985	59.85%
CYP inhibitory promiscuity	+	0.5597	55.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6231	62.31%
Eye corrosion	-	0.9906	99.06%
Eye irritation	+	0.6455	64.55%
Skin irritation	-	0.6948	69.48%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4434	44.34%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7293	72.93%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4887	48.87%
Acute Oral Toxicity (c)	III	0.4799	47.99%
Estrogen receptor binding	+	0.9539	95.39%
Androgen receptor binding	+	0.6921	69.21%
Thyroid receptor binding	+	0.5737	57.37%
Glucocorticoid receptor binding	+	0.8321	83.21%
Aromatase binding	+	0.6529	65.29%
PPAR gamma	+	0.8953	89.53%
Honey bee toxicity	-	0.9224	92.24%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	99.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.49%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	96.15%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.31%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.56%	86.33%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.15%	91.38%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.79%	96.37%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.28%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.31%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.05%	93.40%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.50%	94.80%
CHEMBL1951	P21397	Monoamine oxidase A	80.16%	91.49%

Plants that contains it

• Garcinia parvifolia

Cross-Links

• PubChem: 10501818
• LOTUS: LTS0035157
• wikiData: Q104911972