(1R,13R,16R)-5,16-dihydroxy-13-methyl-10,14-dioxatetracyclo[11.2.1.02,11.04,9]hexadeca-2(11),4,6,8-tetraene-3,15-dione

Details

• Internal ID: 85bb8680-30ce-45a5-9fdd-9089569fd488
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (1R,13R,16R)-5,16-dihydroxy-13-methyl-10,14-dioxatetracyclo[11.2.1.02,11.04,9]hexadeca-2(11),4,6,8-tetraene-3,15-dione
• SMILES (Canonical): CC12CC3=C(C(C1O)C(=O)O2)C(=O)C4=C(C=CC=C4O3)O
• SMILES (Isomeric): C[C@@]12CC3=C([C@H]([C@H]1O)C(=O)O2)C(=O)C4=C(C=CC=C4O3)O
• InChI: InChI=1S/C15H12O6/c1-15-5-8-10(11(13(15)18)14(19)21-15)12(17)9-6(16)3-2-4-7(9)20-8/h2-4,11,13,16,18H,5H2,1H3/t11-,13-,15-/m1/s1
• InChI Key: OYXUFBCXEHRKBW-UXIGCNINSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 6
• 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	+	0.9604	96.04%
Caco-2	-	0.5238	52.38%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7868	78.68%
OATP2B1 inhibitior	-	0.7233	72.33%
OATP1B1 inhibitior	+	0.9264	92.64%
OATP1B3 inhibitior	+	0.8975	89.75%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7671	76.71%
P-glycoprotein inhibitior	-	0.8693	86.93%
P-glycoprotein substrate	-	0.7368	73.68%
CYP3A4 substrate	+	0.5909	59.09%
CYP2C9 substrate	+	0.8367	83.67%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.8428	84.28%
CYP2C9 inhibition	-	0.7117	71.17%
CYP2C19 inhibition	-	0.7591	75.91%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.8368	83.68%
CYP2C8 inhibition	-	0.7056	70.56%
CYP inhibitory promiscuity	-	0.9467	94.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4225	42.25%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8502	85.02%
Skin irritation	-	0.6664	66.64%
Skin corrosion	-	0.8882	88.82%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8473	84.73%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8097	80.97%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7165	71.65%
Acute Oral Toxicity (c)	III	0.3869	38.69%
Estrogen receptor binding	+	0.8302	83.02%
Androgen receptor binding	+	0.7177	71.77%
Thyroid receptor binding	-	0.6712	67.12%
Glucocorticoid receptor binding	+	0.7950	79.50%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6767	67.67%
Honey bee toxicity	-	0.9206	92.06%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9670	96.70%

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	96.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.43%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.42%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.84%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.53%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.20%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.60%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.87%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.96%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.74%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.37%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.12%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682814
• LOTUS: LTS0086472
• wikiData: Q105203602