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

Details

• Internal ID: 4197bf01-3319-4da6-a997-3e51a4cb76b9
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 2,7,9-trihydroxy-1-methoxy-8-(3-methylbut-2-enyl)benzo[b][1,4]benzodioxepin-6-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1O)OC3=C(C=CC(=C3OC)O)OC2=O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C=C1O)OC3=C(C=CC(=C3OC)O)OC2=O)O)C
• InChI: InChI=1S/C19H18O7/c1-9(2)4-5-10-12(21)8-14-15(16(10)22)19(23)26-13-7-6-11(20)17(24-3)18(13)25-14/h4,6-8,20-22H,5H2,1-3H3
• InChI Key: COQJJLIEGLZUBC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₇
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.10525291 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	+	0.5728	57.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Nucleus	0.4442	44.42%
OATP2B1 inhibitior	-	0.7057	70.57%
OATP1B1 inhibitior	+	0.8082	80.82%
OATP1B3 inhibitior	-	0.2597	25.97%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6870	68.70%
P-glycoprotein inhibitior	-	0.6286	62.86%
P-glycoprotein substrate	-	0.8952	89.52%
CYP3A4 substrate	+	0.5413	54.13%
CYP2C9 substrate	+	0.6290	62.90%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.7896	78.96%
CYP2C9 inhibition	+	0.5934	59.34%
CYP2C19 inhibition	+	0.7389	73.89%
CYP2D6 inhibition	-	0.6477	64.77%
CYP1A2 inhibition	-	0.6235	62.35%
CYP2C8 inhibition	+	0.4802	48.02%
CYP inhibitory promiscuity	+	0.7149	71.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.5804	58.04%
Eye corrosion	-	0.9875	98.75%
Eye irritation	+	0.7524	75.24%
Skin irritation	-	0.7451	74.51%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5987	59.87%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5447	54.47%
skin sensitisation	-	0.7795	77.95%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7652	76.52%
Acute Oral Toxicity (c)	III	0.5544	55.44%
Estrogen receptor binding	+	0.9313	93.13%
Androgen receptor binding	+	0.6470	64.70%
Thyroid receptor binding	+	0.5171	51.71%
Glucocorticoid receptor binding	+	0.8619	86.19%
Aromatase binding	+	0.5852	58.52%
PPAR gamma	+	0.9087	90.87%
Honey bee toxicity	-	0.8698	86.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	99.65%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.03%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.82%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.45%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.34%	99.15%
CHEMBL4208	P20618	Proteasome component C5	84.63%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.34%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.93%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.66%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.94%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.64%	96.00%

Plants that contains it

• Garcinia buchananii

Cross-Links

• PubChem: 101911497
• LOTUS: LTS0181018
• wikiData: Q104967223