Desmethyldichlorodiaportin

Details

• Internal ID: cf5f7071-0302-47de-a59f-c8e2059bb409
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 3-[(2R)-3,3-dichloro-2-hydroxypropyl]-6,8-dihydroxyisochromen-1-one
• SMILES (Canonical): C1=C2C=C(OC(=O)C2=C(C=C1O)O)CC(C(Cl)Cl)O
• SMILES (Isomeric): C1=C2C=C(OC(=O)C2=C(C=C1O)O)C[C@H](C(Cl)Cl)O
• InChI: InChI=1S/C12H10Cl2O5/c13-11(14)9(17)4-7-2-5-1-6(15)3-8(16)10(5)12(18)19-7/h1-3,9,11,15-17H,4H2/t9-/m1/s1
• InChI Key: OOPPUAGCTAYOTR-SECBINFHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀Cl₂O₅
• Molecular Weight: 305.11 g/mol
• Exact Mass: 303.9905288 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9549	95.49%
Caco-2	+	0.6963	69.63%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4465	44.65%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.9017	90.17%
OATP1B3 inhibitior	+	0.8838	88.38%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8113	81.13%
P-glycoprotein inhibitior	-	0.9255	92.55%
P-glycoprotein substrate	-	0.9207	92.07%
CYP3A4 substrate	-	0.5562	55.62%
CYP2C9 substrate	+	0.6596	65.96%
CYP2D6 substrate	-	0.8421	84.21%
CYP3A4 inhibition	+	0.7343	73.43%
CYP2C9 inhibition	-	0.8890	88.90%
CYP2C19 inhibition	-	0.8874	88.74%
CYP2D6 inhibition	-	0.8843	88.43%
CYP1A2 inhibition	-	0.7282	72.82%
CYP2C8 inhibition	-	0.7581	75.81%
CYP inhibitory promiscuity	-	0.7213	72.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7699	76.99%
Carcinogenicity (trinary)	Non-required	0.4685	46.85%
Eye corrosion	-	0.9628	96.28%
Eye irritation	-	0.5104	51.04%
Skin irritation	-	0.5883	58.83%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8811	88.11%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7780	77.80%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6368	63.68%
Acute Oral Toxicity (c)	III	0.5279	52.79%
Estrogen receptor binding	+	0.5728	57.28%
Androgen receptor binding	+	0.7501	75.01%
Thyroid receptor binding	+	0.6629	66.29%
Glucocorticoid receptor binding	+	0.7650	76.50%
Aromatase binding	+	0.5435	54.35%
PPAR gamma	+	0.8694	86.94%
Honey bee toxicity	-	0.8039	80.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8365	83.65%

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	98.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.10%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.67%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.43%	96.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.35%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.37%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.79%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.42%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.12%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.83%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.04%	90.00%

Plants that contains it

• Urospermum picroides

Cross-Links

• PubChem: 24882465
• LOTUS: LTS0065919
• wikiData: Q77563250