4a,8,12b-trihydroxy-3-methyl-3,4-dihydro-2H-benzo[a]xanthene-1,12-dione

Details

• Internal ID: 77d9b0b9-0289-4e5e-abca-8fc5f1a5a1c6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 4a,8,12b-trihydroxy-3-methyl-3,4-dihydro-2H-benzo[a]xanthene-1,12-dione
• InChI: InChI=1S/C18H16O6/c1-9-7-13(20)18(23)14-12(5-6-17(18,22)8-9)24-16-10(15(14)21)3-2-4-11(16)19/h2-6,9,19,22-23H,7-8H2,1H3
• InChI Key: IDVLBDVXPXOLGR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.30 g/mol
• Exact Mass: 328.09468823 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 6
• 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	+	0.9479	94.79%
Caco-2	-	0.8115	81.15%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6728	67.28%
OATP2B1 inhibitior	-	0.5686	56.86%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9859	98.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6674	66.74%
P-glycoprotein inhibitior	-	0.8382	83.82%
P-glycoprotein substrate	-	0.5437	54.37%
CYP3A4 substrate	+	0.6525	65.25%
CYP2C9 substrate	-	0.5901	59.01%
CYP2D6 substrate	-	0.8535	85.35%
CYP3A4 inhibition	-	0.8097	80.97%
CYP2C9 inhibition	-	0.8316	83.16%
CYP2C19 inhibition	-	0.7489	74.89%
CYP2D6 inhibition	-	0.8781	87.81%
CYP1A2 inhibition	-	0.5324	53.24%
CYP2C8 inhibition	-	0.6599	65.99%
CYP inhibitory promiscuity	-	0.9596	95.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5151	51.51%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.6663	66.63%
Skin corrosion	-	0.8889	88.89%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7916	79.16%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5513	55.13%
skin sensitisation	-	0.7882	78.82%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6161	61.61%
Acute Oral Toxicity (c)	I	0.3960	39.60%
Estrogen receptor binding	+	0.6598	65.98%
Androgen receptor binding	+	0.7136	71.36%
Thyroid receptor binding	+	0.5945	59.45%
Glucocorticoid receptor binding	+	0.8303	83.03%
Aromatase binding	+	0.7630	76.30%
PPAR gamma	+	0.8931	89.31%
Honey bee toxicity	-	0.8991	89.91%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9807	98.07%

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	97.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.22%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.06%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	95.32%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.25%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	90.06%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.50%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.43%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.64%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.81%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.29%	86.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.03%	85.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.64%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.22%	100.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.83%	96.39%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162895744
• LOTUS: LTS0007715
• wikiData: Q104168691