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

Details

• Internal ID: c155936c-ad5a-46ea-b867-ab4191f58261
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones > Benzoisochromanequinones
• IUPAC Name: (3R)-3-hydroxy-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione
• SMILES (Canonical): C1C(OCC2=C1C(=O)C3=CC=CC=C3C2=O)O
• SMILES (Isomeric): C1[C@@H](OCC2=C1C(=O)C3=CC=CC=C3C2=O)O
• InChI: InChI=1S/C13H10O4/c14-11-5-9-10(6-17-11)13(16)8-4-2-1-3-7(8)12(9)15/h1-4,11,14H,5-6H2/t11-/m1/s1
• InChI Key: REQISTGTAMMJHO-LLVKDONJSA-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	+	0.9921	99.21%
Caco-2	-	0.6550	65.50%
Blood Brain Barrier	-	0.5822	58.22%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8158	81.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9496	94.96%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9459	94.59%
P-glycoprotein inhibitior	-	0.9615	96.15%
P-glycoprotein substrate	-	0.9345	93.45%
CYP3A4 substrate	-	0.5852	58.52%
CYP2C9 substrate	-	0.6153	61.53%
CYP2D6 substrate	-	0.8132	81.32%
CYP3A4 inhibition	-	0.7839	78.39%
CYP2C9 inhibition	-	0.6725	67.25%
CYP2C19 inhibition	-	0.5517	55.17%
CYP2D6 inhibition	-	0.7770	77.70%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.9742	97.42%
CYP inhibitory promiscuity	-	0.8959	89.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6982	69.82%
Eye corrosion	-	0.9643	96.43%
Eye irritation	+	0.8346	83.46%
Skin irritation	-	0.6798	67.98%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7670	76.70%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7290	72.90%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4695	46.95%
Acute Oral Toxicity (c)	II	0.3543	35.43%
Estrogen receptor binding	+	0.7178	71.78%
Androgen receptor binding	+	0.6627	66.27%
Thyroid receptor binding	-	0.6131	61.31%
Glucocorticoid receptor binding	-	0.6193	61.93%
Aromatase binding	-	0.6629	66.29%
PPAR gamma	+	0.5936	59.36%
Honey bee toxicity	-	0.7257	72.57%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5832	58.32%
Fish aquatic toxicity	+	0.9389	93.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.16%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.45%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.86%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	89.48%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.04%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.72%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.60%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.96%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.26%	96.67%

Plants that contains it

• Psychotria asiatica

Cross-Links

• PubChem: 124307696
• LOTUS: LTS0051499
• wikiData: Q105235020