(3S)-3-hydroxy-2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione

Details

• Internal ID: b0976bd6-8d9d-4620-aa0f-4ccce13b4fd2
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (3S)-3-hydroxy-2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione
• InChI: InChI=1S/C15H14O4/c1-15(2)11(16)7-10-13(18)12(17)8-5-3-4-6-9(8)14(10)19-15/h3-6,11,16H,7H2,1-2H3/t11-/m0/s1
• InChI Key: MFHPSBRWDZUZHF-NSHDSACASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.72
• 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	+	0.9950	99.50%
Caco-2	-	0.6229	62.29%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7502	75.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9811	98.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8952	89.52%
P-glycoprotein inhibitior	-	0.9485	94.85%
P-glycoprotein substrate	-	0.9108	91.08%
CYP3A4 substrate	+	0.5367	53.67%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.7571	75.71%
CYP3A4 inhibition	-	0.5466	54.66%
CYP2C9 inhibition	+	0.5948	59.48%
CYP2C19 inhibition	+	0.5924	59.24%
CYP2D6 inhibition	+	0.5458	54.58%
CYP1A2 inhibition	+	0.5530	55.30%
CYP2C8 inhibition	-	0.9138	91.38%
CYP inhibitory promiscuity	-	0.7221	72.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9318	93.18%
Carcinogenicity (trinary)	Non-required	0.6202	62.02%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.5246	52.46%
Skin irritation	-	0.5767	57.67%
Skin corrosion	-	0.9015	90.15%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6859	68.59%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6103	61.03%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6870	68.70%
Acute Oral Toxicity (c)	III	0.5957	59.57%
Estrogen receptor binding	+	0.8810	88.10%
Androgen receptor binding	+	0.6738	67.38%
Thyroid receptor binding	-	0.5906	59.06%
Glucocorticoid receptor binding	+	0.6112	61.12%
Aromatase binding	-	0.5908	59.08%
PPAR gamma	+	0.7314	73.14%
Honey bee toxicity	-	0.8663	86.63%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9434	94.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.97%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.74%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.84%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.67%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.73%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.84%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.28%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	83.09%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.59%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.12%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	81.52%	83.82%

Plants that contains it

• Stenocarpus salignus

Cross-Links

• PubChem: 162939055
• LOTUS: LTS0101870
• wikiData: Q105162679