6-Chloro-5-(1-chloroprop-1-enyl)-3a-hydroxy-2,2-dimethyl-1,1a-dihydrocyclopropa[c][1]benzofuran-4,7-dione

Details

• Internal ID: db09b880-6f4d-443e-9727-4665c32f0e80
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 6-chloro-5-(1-chloroprop-1-enyl)-3a-hydroxy-2,2-dimethyl-1,1a-dihydrocyclopropa[c][1]benzofuran-4,7-dione
• SMILES (Canonical): CC=C(C1=C(C(=O)C23CC2C(OC3(C1=O)O)(C)C)Cl)Cl
• SMILES (Isomeric): CC=C(C1=C(C(=O)C23CC2C(OC3(C1=O)O)(C)C)Cl)Cl
• InChI: InChI=1S/C14H14Cl2O4/c1-4-6(15)8-9(16)11(18)13-5-7(13)12(2,3)20-14(13,19)10(8)17/h4,7,19H,5H2,1-3H3
• InChI Key: AXISNCBNWIBCID-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄Cl₂O₄
• Molecular Weight: 317.20 g/mol
• Exact Mass: 316.0269143 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	+	0.6285	62.85%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6743	67.43%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9103	91.03%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8663	86.63%
P-glycoprotein inhibitior	-	0.9057	90.57%
P-glycoprotein substrate	-	0.8877	88.77%
CYP3A4 substrate	+	0.6028	60.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.9145	91.45%
CYP2C9 inhibition	-	0.7514	75.14%
CYP2C19 inhibition	-	0.6979	69.79%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.7854	78.54%
CYP2C8 inhibition	-	0.8361	83.61%
CYP inhibitory promiscuity	-	0.6938	69.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8838	88.38%
Carcinogenicity (trinary)	Danger	0.5717	57.17%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8013	80.13%
Skin irritation	-	0.6166	61.66%
Skin corrosion	-	0.8744	87.44%
Ames mutagenesis	+	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6336	63.36%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5176	51.76%
skin sensitisation	-	0.7225	72.25%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6833	68.33%
Acute Oral Toxicity (c)	III	0.4733	47.33%
Estrogen receptor binding	+	0.9326	93.26%
Androgen receptor binding	+	0.6714	67.14%
Thyroid receptor binding	+	0.6489	64.89%
Glucocorticoid receptor binding	+	0.7116	71.16%
Aromatase binding	+	0.5826	58.26%
PPAR gamma	+	0.8972	89.72%
Honey bee toxicity	-	0.8692	86.92%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9914	99.14%

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	97.07%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.51%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.97%	83.57%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.61%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.36%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.80%	85.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.50%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.18%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78410178
• LOTUS: LTS0212340
• wikiData: Q104920583