2-(9-hydroxy-1-methyl-5,10-dioxo-3,4,4a,10a-tetrahydro-1H-benzo[g]isochromen-3-yl)acetic acid

Details

• Internal ID: 8ea0a40c-45e4-446b-abac-46ae4bf88184
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 2-(9-hydroxy-1-methyl-5,10-dioxo-3,4,4a,10a-tetrahydro-1H-benzo[g]isochromen-3-yl)acetic acid
• InChI: InChI=1S/C16H16O6/c1-7-13-10(5-8(22-7)6-12(18)19)15(20)9-3-2-4-11(17)14(9)16(13)21/h2-4,7-8,10,13,17H,5-6H2,1H3,(H,18,19)
• InChI Key: IRONHSFDHVKJAJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9222	92.22%
Caco-2	-	0.5633	56.33%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7355	73.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9755	97.55%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8751	87.51%
P-glycoprotein inhibitior	-	0.9219	92.19%
P-glycoprotein substrate	-	0.6232	62.32%
CYP3A4 substrate	+	0.5288	52.88%
CYP2C9 substrate	+	0.6338	63.38%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.7976	79.76%
CYP2C9 inhibition	-	0.5054	50.54%
CYP2C19 inhibition	-	0.9218	92.18%
CYP2D6 inhibition	-	0.9061	90.61%
CYP1A2 inhibition	-	0.7829	78.29%
CYP2C8 inhibition	-	0.6951	69.51%
CYP inhibitory promiscuity	-	0.8712	87.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5730	57.30%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.8589	85.89%
Skin irritation	-	0.6518	65.18%
Skin corrosion	-	0.9135	91.35%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7621	76.21%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.5712	57.12%
skin sensitisation	-	0.8577	85.77%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5513	55.13%
Acute Oral Toxicity (c)	I	0.3780	37.80%
Estrogen receptor binding	+	0.8359	83.59%
Androgen receptor binding	+	0.7026	70.26%
Thyroid receptor binding	-	0.7648	76.48%
Glucocorticoid receptor binding	+	0.5713	57.13%
Aromatase binding	-	0.6297	62.97%
PPAR gamma	+	0.6086	60.86%
Honey bee toxicity	-	0.9660	96.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7583	75.83%

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	97.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.72%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.42%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.97%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.86%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.82%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.05%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.10%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.40%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.84%	99.15%
CHEMBL4208	P20618	Proteasome component C5	84.61%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.81%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85079423
• LOTUS: LTS0010525
• wikiData: Q105118995