Parellin

Details

• Internal ID: 1f3da206-78de-4ab8-b581-ff3fa94380d2
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 2-chloro-9-hydroxy-3-methoxy-1,4,7-trimethyl-6-oxobenzo[b][1,4]benzodioxepine-10-carbaldehyde
• SMILES (Canonical): CC1=CC(=C(C2=C1C(=O)OC3=C(C(=C(C(=C3O2)C)Cl)OC)C)C=O)O
• SMILES (Isomeric): CC1=CC(=C(C2=C1C(=O)OC3=C(C(=C(C(=C3O2)C)Cl)OC)C)C=O)O
• InChI: InChI=1S/C18H15ClO6/c1-7-5-11(21)10(6-20)17-12(7)18(22)25-16-9(3)14(23-4)13(19)8(2)15(16)24-17/h5-6,21H,1-4H3
• InChI Key: FZBRFXCENCOJRK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₅ClO₆
• Molecular Weight: 362.80 g/mol
• Exact Mass: 362.0557159 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 2-chloro-9-hydroxy-3-methoxy-1,4,7-trimethyl-6-oxobenzo[b][1,4]benzodioxepine-10-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	+	0.8571	85.71%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4488	44.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3195	31.95%
OATP1B3 inhibitior	-	0.5699	56.99%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5403	54.03%
P-glycoprotein inhibitior	-	0.6556	65.56%
P-glycoprotein substrate	-	0.9435	94.35%
CYP3A4 substrate	+	0.5383	53.83%
CYP2C9 substrate	-	0.5796	57.96%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.7107	71.07%
CYP2C9 inhibition	-	0.8399	83.99%
CYP2C19 inhibition	-	0.8443	84.43%
CYP2D6 inhibition	-	0.9105	91.05%
CYP1A2 inhibition	-	0.7618	76.18%
CYP2C8 inhibition	+	0.6168	61.68%
CYP inhibitory promiscuity	-	0.8105	81.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Danger	0.6557	65.57%
Eye corrosion	-	0.9812	98.12%
Eye irritation	+	0.6939	69.39%
Skin irritation	-	0.7192	71.92%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6868	68.68%
Micronuclear	+	0.7174	71.74%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8718	87.18%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6756	67.56%
Acute Oral Toxicity (c)	II	0.4694	46.94%
Estrogen receptor binding	+	0.8417	84.17%
Androgen receptor binding	-	0.5266	52.66%
Thyroid receptor binding	+	0.5758	57.58%
Glucocorticoid receptor binding	+	0.6255	62.55%
Aromatase binding	+	0.6241	62.41%
PPAR gamma	+	0.8108	81.08%
Honey bee toxicity	-	0.9034	90.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.67%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	98.49%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.62%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.66%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.66%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.57%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.22%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.88%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.48%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.26%	89.00%

Plants that contains it

• Acacia saligna
• Garcinia atroviridis
• Gentiana purpurea
• Sterculia urens

Cross-Links

• PubChem: 16109864
• NPASS: NPC265812
• LOTUS: LTS0187742
• wikiData: Q77573927