Dechlorodeploicin

Details

• Internal ID: faa6e24c-91bf-47c1-93d4-9a79f3e95955
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 2,4,8-trichloro-9-hydroxy-3-methoxy-1,7-dimethylbenzo[b][1,4]benzodioxepin-6-one
• SMILES (Canonical): CC1=C(C(=CC2=C1C(=O)OC3=C(C(=C(C(=C3O2)C)Cl)OC)Cl)O)Cl
• SMILES (Isomeric): CC1=C(C(=CC2=C1C(=O)OC3=C(C(=C(C(=C3O2)C)Cl)OC)Cl)O)Cl
• InChI: InChI=1S/C16H11Cl3O5/c1-5-9-8(4-7(20)10(5)17)23-13-6(2)11(18)14(22-3)12(19)15(13)24-16(9)21/h4,20H,1-3H3
• InChI Key: LSRZUHYIVQJJRO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₁Cl₃O₅
• Molecular Weight: 389.60 g/mol
• Exact Mass: 387.967207 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.30
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL1079485

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.8422	84.22%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4620	46.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8393	83.93%
OATP1B3 inhibitior	-	0.4407	44.07%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4642	46.42%
P-glycoprotein inhibitior	-	0.8328	83.28%
P-glycoprotein substrate	-	0.9678	96.78%
CYP3A4 substrate	+	0.5419	54.19%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.6252	62.52%
CYP2C9 inhibition	-	0.8520	85.20%
CYP2C19 inhibition	-	0.7357	73.57%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	-	0.7543	75.43%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6537	65.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7957	79.57%
Carcinogenicity (trinary)	Danger	0.6549	65.49%
Eye corrosion	-	0.9789	97.89%
Eye irritation	+	0.7190	71.90%
Skin irritation	-	0.6711	67.11%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	+	0.5322	53.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.5466	54.66%
Micronuclear	+	0.7348	73.48%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8630	86.30%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4795	47.95%
Acute Oral Toxicity (c)	II	0.4614	46.14%
Estrogen receptor binding	+	0.8274	82.74%
Androgen receptor binding	-	0.5795	57.95%
Thyroid receptor binding	+	0.6305	63.05%
Glucocorticoid receptor binding	+	0.6857	68.57%
Aromatase binding	+	0.5852	58.52%
PPAR gamma	+	0.8003	80.03%
Honey bee toxicity	-	0.9116	91.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9858	98.58%

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	98.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.79%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.74%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	94.26%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.02%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.49%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.28%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.68%	99.15%
CHEMBL4208	P20618	Proteasome component C5	83.50%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.07%	96.95%
CHEMBL2535	P11166	Glucose transporter	80.39%	98.75%

Plants that contains it

• Helichrysum italicum

Cross-Links

• PubChem: 46879135
• NPASS: NPC121100
• ChEMBL: CHEMBL1079485
• LOTUS: LTS0205018
• wikiData: Q105156740