2,8,10-trihydroxy-5-methylbenzo[h]chromen-4-one

Details

• Internal ID: 993ef2f5-298c-46af-8417-a841aaca0a6a
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 2,8,10-trihydroxy-5-methylbenzo[h]chromen-4-one
• InChI: InChI=1S/C14H10O5/c1-6-2-7-3-8(15)4-9(16)13(7)14-12(6)10(17)5-11(18)19-14/h2-5,15-16,18H,1H3
• InChI Key: FABGMSPXJZBPCT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₅
• Molecular Weight: 258.23 g/mol
• Exact Mass: 258.05282342 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9472	94.72%
Caco-2	+	0.6771	67.71%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5694	56.94%
OATP2B1 inhibitior	-	0.6948	69.48%
OATP1B1 inhibitior	+	0.9358	93.58%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8483	84.83%
P-glycoprotein inhibitior	-	0.8901	89.01%
P-glycoprotein substrate	-	0.9050	90.50%
CYP3A4 substrate	-	0.5459	54.59%
CYP2C9 substrate	-	0.6157	61.57%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	+	0.7556	75.56%
CYP2C9 inhibition	-	0.7467	74.67%
CYP2C19 inhibition	-	0.8813	88.13%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	+	0.7511	75.11%
CYP2C8 inhibition	-	0.7021	70.21%
CYP inhibitory promiscuity	-	0.6794	67.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5806	58.06%
Eye corrosion	-	0.9740	97.40%
Eye irritation	+	0.9812	98.12%
Skin irritation	+	0.5321	53.21%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7552	75.52%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.9170	91.70%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4862	48.62%
Acute Oral Toxicity (c)	III	0.8271	82.71%
Estrogen receptor binding	+	0.7294	72.94%
Androgen receptor binding	+	0.7053	70.53%
Thyroid receptor binding	-	0.5998	59.98%
Glucocorticoid receptor binding	+	0.8841	88.41%
Aromatase binding	+	0.6179	61.79%
PPAR gamma	+	0.7718	77.18%
Honey bee toxicity	-	0.9335	93.35%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8710	87.10%

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	95.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.96%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.90%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.51%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.35%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.96%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.70%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.62%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	84.48%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.53%	93.99%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.52%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.33%	86.33%
CHEMBL3194	P02766	Transthyretin	80.63%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5487436
• LOTUS: LTS0138761
• wikiData: Q105104725