1-Hydroxy-3,6-dimethoxy-8-methyl-4a,9a-dihydroxanthen-9-one

Details

• Internal ID: 5eb4613b-01ef-4639-868a-034fe31aaa1f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1-hydroxy-3,6-dimethoxy-8-methyl-4a,9a-dihydroxanthen-9-one
• InChI: InChI=1S/C16H16O5/c1-8-4-9(19-2)6-12-14(8)16(18)15-11(17)5-10(20-3)7-13(15)21-12/h4-7,13,15,17H,1-3H3
• InChI Key: VPEWYQPRZOSYDH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.7954	79.54%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7195	71.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8633	86.33%
OATP1B3 inhibitior	+	0.9895	98.95%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7069	70.69%
P-glycoprotein inhibitior	-	0.6490	64.90%
P-glycoprotein substrate	-	0.9247	92.47%
CYP3A4 substrate	+	0.5444	54.44%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	-	0.8184	81.84%
CYP3A4 inhibition	+	0.6143	61.43%
CYP2C9 inhibition	-	0.8759	87.59%
CYP2C19 inhibition	+	0.7773	77.73%
CYP2D6 inhibition	-	0.8198	81.98%
CYP1A2 inhibition	+	0.9362	93.62%
CYP2C8 inhibition	-	0.6365	63.65%
CYP inhibitory promiscuity	+	0.8017	80.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9231	92.31%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9554	95.54%
Eye irritation	-	0.5761	57.61%
Skin irritation	-	0.6490	64.90%
Skin corrosion	-	0.9859	98.59%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6961	69.61%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5729	57.29%
skin sensitisation	-	0.8286	82.86%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7566	75.66%
Acute Oral Toxicity (c)	II	0.6988	69.88%
Estrogen receptor binding	-	0.5078	50.78%
Androgen receptor binding	+	0.5659	56.59%
Thyroid receptor binding	+	0.7084	70.84%
Glucocorticoid receptor binding	-	0.4678	46.78%
Aromatase binding	+	0.5751	57.51%
PPAR gamma	-	0.4842	48.42%
Honey bee toxicity	-	0.8651	86.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8814	88.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.30%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.35%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.13%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.95%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.22%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.12%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.91%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.26%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.81%	93.65%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.73%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.42%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.25%	93.40%
CHEMBL2535	P11166	Glucose transporter	81.48%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.65%	99.17%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.54%	92.68%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.48%	89.00%

Plants that contains it

• Ruprechtia tangarana

Cross-Links

• PubChem: 162985369
• LOTUS: LTS0106000
• wikiData: Q105290736