8,10-dihydroxy-2,5-dimethylbenzo[h]chromen-4-one

Details

• Internal ID: 7f15b912-9a51-4df7-adfc-53f60dc79bb2
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 8,10-dihydroxy-2,5-dimethylbenzo[h]chromen-4-one
• InChI: InChI=1S/C15H12O4/c1-7-3-9-5-10(16)6-12(18)14(9)15-13(7)11(17)4-8(2)19-15/h3-6,16,18H,1-2H3
• InChI Key: JVIFOAUKTWMANX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9589	95.89%
Caco-2	+	0.7166	71.66%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6054	60.54%
OATP2B1 inhibitior	-	0.7046	70.46%
OATP1B1 inhibitior	+	0.9466	94.66%
OATP1B3 inhibitior	+	0.9829	98.29%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7370	73.70%
P-glycoprotein inhibitior	-	0.8749	87.49%
P-glycoprotein substrate	-	0.9110	91.10%
CYP3A4 substrate	-	0.5409	54.09%
CYP2C9 substrate	-	0.8197	81.97%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	+	0.9290	92.90%
CYP2C9 inhibition	-	0.5658	56.58%
CYP2C19 inhibition	-	0.6395	63.95%
CYP2D6 inhibition	-	0.8376	83.76%
CYP1A2 inhibition	+	0.9355	93.55%
CYP2C8 inhibition	-	0.7351	73.51%
CYP inhibitory promiscuity	+	0.5707	57.07%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6511	65.11%
Eye corrosion	-	0.9743	97.43%
Eye irritation	+	0.9610	96.10%
Skin irritation	-	0.5692	56.92%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7252	72.52%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8912	89.12%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5247	52.47%
Acute Oral Toxicity (c)	III	0.8859	88.59%
Estrogen receptor binding	+	0.8122	81.22%
Androgen receptor binding	+	0.7097	70.97%
Thyroid receptor binding	-	0.5786	57.86%
Glucocorticoid receptor binding	+	0.8640	86.40%
Aromatase binding	+	0.6673	66.73%
PPAR gamma	+	0.7163	71.63%
Honey bee toxicity	-	0.9236	92.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8226	82.26%

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	95.35%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.22%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.74%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.41%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.35%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.18%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.19%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.45%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	84.27%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.56%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.52%	94.42%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.03%	96.12%
CHEMBL3194	P02766	Transthyretin	80.01%	90.71%

Plants that contains it

• Eleutherine bulbosa

Cross-Links

• PubChem: 15559106
• LOTUS: LTS0249665
• wikiData: Q105135738