1-hydroxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione

Details

• Internal ID: 8008232b-3d8f-4ad7-8a2b-1ade54dfa03a
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones > Benzoisochromanequinones
• IUPAC Name: 1-hydroxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione
• SMILES (Canonical): C1COC(C2=C1C(=O)C3=CC=CC=C3C2=O)O
• SMILES (Isomeric): C1COC(C2=C1C(=O)C3=CC=CC=C3C2=O)O
• InChI: InChI=1S/C13H10O4/c14-11-7-3-1-2-4-8(7)12(15)10-9(11)5-6-17-13(10)16/h1-4,13,16H,5-6H2
• InChI Key: IQTZULUTJSWUHF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₄
• Molecular Weight: 230.22 g/mol
• Exact Mass: 230.05790880 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9729	97.29%
Caco-2	+	0.5861	58.61%
Blood Brain Barrier	-	0.7322	73.22%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8765	87.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9597	95.97%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9070	90.70%
P-glycoprotein inhibitior	-	0.9658	96.58%
P-glycoprotein substrate	-	0.9569	95.69%
CYP3A4 substrate	-	0.5469	54.69%
CYP2C9 substrate	-	0.6153	61.53%
CYP2D6 substrate	-	0.8132	81.32%
CYP3A4 inhibition	-	0.8495	84.95%
CYP2C9 inhibition	+	0.5981	59.81%
CYP2C19 inhibition	+	0.5903	59.03%
CYP2D6 inhibition	-	0.7244	72.44%
CYP1A2 inhibition	+	0.6520	65.20%
CYP2C8 inhibition	-	0.9266	92.66%
CYP inhibitory promiscuity	-	0.8775	87.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6745	67.45%
Eye corrosion	-	0.9626	96.26%
Eye irritation	+	0.8316	83.16%
Skin irritation	-	0.6986	69.86%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7568	75.68%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7440	74.40%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5523	55.23%
Acute Oral Toxicity (c)	I	0.4490	44.90%
Estrogen receptor binding	+	0.7532	75.32%
Androgen receptor binding	+	0.5664	56.64%
Thyroid receptor binding	-	0.5738	57.38%
Glucocorticoid receptor binding	+	0.5454	54.54%
Aromatase binding	-	0.6829	68.29%
PPAR gamma	+	0.7519	75.19%
Honey bee toxicity	-	0.7421	74.21%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8541	85.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.39%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.96%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.47%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.12%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.97%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.10%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.68%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.30%	96.09%

Plants that contains it

• Notopleura camponutans

Cross-Links

• PubChem: 10353787
• LOTUS: LTS0212455
• wikiData: Q105118590