Diploicin

Details

• Internal ID: 0cb9b625-4b54-41bd-a7ca-5eac6953d3bb
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 2,4,8,10-tetrachloro-9-hydroxy-3-methoxy-1,7-dimethylbenzo[b][1,4]benzodioxepin-6-one
• SMILES (Canonical): CC1=C2C(=C(C(=C1Cl)O)Cl)OC3=C(C(=C(C(=C3OC2=O)Cl)OC)Cl)C
• SMILES (Isomeric): CC1=C2C(=C(C(=C1Cl)O)Cl)OC3=C(C(=C(C(=C3OC2=O)Cl)OC)Cl)C
• InChI: InChI=1S/C16H10Cl4O5/c1-4-6-13(9(19)11(21)7(4)17)24-12-5(2)8(18)14(23-3)10(20)15(12)25-16(6)22/h21H,1-3H3
• InChI Key: AXZCNBVMHHTPKA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀Cl₄O₅
• Molecular Weight: 424.10 g/mol
• Exact Mass: 423.925284 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.96
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Diploicine
• 527-93-5
• 2,4,7,9-Tetrachloro-3-hydroxy-8-methoxy-1,6-dimethyl-11H-dibenzo[b,E][1,4]dioxepin-11-one
• UNII-9RSX18V7BB
• 9RSX18V7BB
• 2,4,8,10-tetrachloro-9-hydroxy-3-methoxy-1,7-dimethylbenzo[b][1,4]benzodioxepin-6-one
• NSC 5468
• NSC-5468
• 11H-Dibenzo[b,e][1,4]dioxepin-11-one, 2,4,7,9-tetrachloro-3-hydroxy-8-methoxy-1,6-dimethyl-
• 11H-Dibenzo(b,e)(1,4)dioxepin-11-one, 2,4,7,9-tetrachloro-3-hydroxy-8-methoxy-1,6-dimethyl-
• 2,4,7,9-TETRACHLORO-3-HYDROXY-8-METHOXY-1,6-DIMETHYL-11H-DIBENZO(B,E)(1,4)DIOXEPIN-11-ONE
• DIPLOICIN [MI]
• Spectrum4_001990
• KBioGR_002526
• C16H10Cl4O5
• SCHEMBL2789574
• CHEMBL1079645
• DTXSID60200665
• NSC5468
• AXZCNBVMHHTPKA-UHFFFAOYSA-N
• CHEBI:144143
• C16-H10-Cl4-O5
• CCG-40095
• FT-0667697
• Q27272988
• 11H-Dibenzo[b,4]dioxepin-11-one, 2,4,7,9-tetrachloro-3-hydroxy-8-methoxy-1,6-dimethyl-
• 2,4,8,10-tetrachloro-9-hydroxy-3-methoxy-1,7-dimethyl-benzo[b][1,4]benzodioxepin-6-one
• 2,4,7,9-Tetrachloro-3-hydroxy-8-methoxy-1,6-dimethyl-11H-dibenzo[b,e]-[1,4]dioxepin-11-one
• 2,4,7,9-Tetrachloro-3-hydroxy-8-methoxy-1,6-dimethyl-11H-dibenzo[b,e][1,4]dioxepin-11-one #
• 3,5-DICHLORO-6-((3,5-DICHLORO-6-HYDROXY-4-METHOXY-O-TOLYL)OXY)-4,2-CRESOTIC ACID .EPSILON.-LACTONE
• 3,5-dichloro-6-[(3,5-dichloro-6-hydroxy-4-methoxy-o-tolyl)oxy]-4,2-cresotic acid epsilon-lactone
• 4,2-CRESOTIC ACID, 3,5-DICHLORO-6-(3,5-DICHLORO-6-HYDROXY-4-METHOXY-O-TOLYLOXY)-, .EPSILON.-LACTONE
• 5,6'-DIMETHYL-2',3-DIHYDROXY-4'-METHOXY-2,3',4,5'-TETRACHLORO-6-CARBOXYDIPHENYL ETHER 2',6-LACTONE
• InChI=1/C16H10Cl4O5/c1-4-6-13(9(19)11(21)7(4)17)24-12-5(2)8(18)14(23-3)10(20)15(12)25-16(6)22/h21H,1-3H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.7109	71.09%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4620	46.20%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.7381	73.81%
OATP1B3 inhibitior	-	0.4407	44.07%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4625	46.25%
P-glycoprotein inhibitior	-	0.7267	72.67%
P-glycoprotein substrate	-	0.9533	95.33%
CYP3A4 substrate	+	0.5640	56.40%
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	+	0.4731	47.31%
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	+	0.7636	76.36%
Skin irritation	-	0.6711	67.11%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.5242	52.42%
Human Ether-a-go-go-Related Gene inhibition	-	0.5915	59.15%
Micronuclear	+	0.7348	73.48%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8630	86.30%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4739	47.39%
Acute Oral Toxicity (c)	II	0.4614	46.14%
Estrogen receptor binding	+	0.8084	80.84%
Androgen receptor binding	-	0.7651	76.51%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	+	0.7403	74.03%
Aromatase binding	+	0.5334	53.34%
PPAR gamma	+	0.7391	73.91%
Honey bee toxicity	-	0.9295	92.95%
Biodegradation	-	0.7000	70.00%
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	97.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.83%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.25%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.95%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	92.27%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.56%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.40%	98.95%

Plants that contains it

• Helichrysum italicum

Cross-Links

• PubChem: 68244
• NPASS: NPC195675
• ChEMBL: CHEMBL1079645
• LOTUS: LTS0008429
• wikiData: Q27272988