2,3,9-Trihydroxy-10-(hydroxymethyl)-1,4,7-trimethylbenzo[b][1,4]benzodioxepin-6-one

Details

• Internal ID: 56b40d5c-6a81-41e2-b80b-bccc6816a45a
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 2,3,9-trihydroxy-10-(hydroxymethyl)-1,4,7-trimethylbenzo[b][1,4]benzodioxepin-6-one
• SMILES (Canonical): CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C(=C(C(=C3C)O)O)C)CO)O
• SMILES (Isomeric): CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C(=C(C(=C3C)O)O)C)CO)O
• InChI: InChI=1S/C17H16O7/c1-6-4-10(19)9(5-18)16-11(6)17(22)24-15-8(3)13(21)12(20)7(2)14(15)23-16/h4,18-21H,5H2,1-3H3
• InChI Key: SSOWCJPLHWZECI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8340	83.40%
Caco-2	+	0.6215	62.15%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5238	52.38%
OATP2B1 inhibitior	+	0.5714	57.14%
OATP1B1 inhibitior	-	0.4206	42.06%
OATP1B3 inhibitior	+	0.8480	84.80%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8251	82.51%
P-glycoprotein inhibitior	-	0.8531	85.31%
P-glycoprotein substrate	-	0.9355	93.55%
CYP3A4 substrate	-	0.5682	56.82%
CYP2C9 substrate	-	0.5924	59.24%
CYP2D6 substrate	-	0.8615	86.15%
CYP3A4 inhibition	-	0.8832	88.32%
CYP2C9 inhibition	-	0.9277	92.77%
CYP2C19 inhibition	-	0.9017	90.17%
CYP2D6 inhibition	-	0.9623	96.23%
CYP1A2 inhibition	-	0.7229	72.29%
CYP2C8 inhibition	-	0.6833	68.33%
CYP inhibitory promiscuity	-	0.8677	86.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7294	72.94%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.8378	83.78%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4160	41.60%
Micronuclear	+	0.5974	59.74%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8217	82.17%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8208	82.08%
Acute Oral Toxicity (c)	III	0.4718	47.18%
Estrogen receptor binding	+	0.9029	90.29%
Androgen receptor binding	+	0.5465	54.65%
Thyroid receptor binding	-	0.5233	52.33%
Glucocorticoid receptor binding	+	0.7518	75.18%
Aromatase binding	+	0.6094	60.94%
PPAR gamma	+	0.6758	67.58%
Honey bee toxicity	-	0.9717	97.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9465	94.65%

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	98.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.60%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.34%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.90%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.55%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.47%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.00%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	86.27%	91.49%
CHEMBL4208	P20618	Proteasome component C5	82.21%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.63%	86.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583089
• LOTUS: LTS0212327
• wikiData: Q76430987