1,4,8,9a-Tetrahydroxy-3,4a-dimethyl-1,4-dihydroxanthen-9-one

Details

• Internal ID: 04d95c96-f4a9-4838-8e63-b00b21a2f03d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,4,8,9a-tetrahydroxy-3,4a-dimethyl-1,4-dihydroxanthen-9-one
• SMILES (Canonical): CC1=CC(C2(C(=O)C3=C(C=CC=C3OC2(C1O)C)O)O)O
• SMILES (Isomeric): CC1=CC(C2(C(=O)C3=C(C=CC=C3OC2(C1O)C)O)O)O
• InChI: InChI=1S/C15H16O6/c1-7-6-10(17)15(20)13(19)11-8(16)4-3-5-9(11)21-14(15,2)12(7)18/h3-6,10,12,16-18,20H,1-2H3
• InChI Key: VVXQWRWWHQGOBK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.14
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9613	96.13%
Caco-2	-	0.7888	78.88%
Blood Brain Barrier	-	0.7379	73.79%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5907	59.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9882	98.82%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8960	89.60%
P-glycoprotein inhibitior	-	0.9383	93.83%
P-glycoprotein substrate	-	0.8193	81.93%
CYP3A4 substrate	+	0.5868	58.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8233	82.33%
CYP3A4 inhibition	+	0.5436	54.36%
CYP2C9 inhibition	-	0.5512	55.12%
CYP2C19 inhibition	-	0.5133	51.33%
CYP2D6 inhibition	-	0.8207	82.07%
CYP1A2 inhibition	+	0.7698	76.98%
CYP2C8 inhibition	-	0.7279	72.79%
CYP inhibitory promiscuity	+	0.7433	74.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5953	59.53%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8849	88.49%
Skin irritation	-	0.5571	55.71%
Skin corrosion	-	0.8674	86.74%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8505	85.05%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.5498	54.98%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7693	76.93%
Acute Oral Toxicity (c)	III	0.5188	51.88%
Estrogen receptor binding	+	0.8046	80.46%
Androgen receptor binding	+	0.6552	65.52%
Thyroid receptor binding	+	0.5364	53.64%
Glucocorticoid receptor binding	+	0.7477	74.77%
Aromatase binding	+	0.6128	61.28%
PPAR gamma	+	0.5597	55.97%
Honey bee toxicity	-	0.8879	88.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9475	94.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.42%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.55%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.61%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	91.69%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	89.72%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.71%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	88.98%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.72%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.34%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.25%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.91%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.48%	86.33%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	80.96%	95.55%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162815519
• LOTUS: LTS0235069
• wikiData: Q105297939