5-Hydroxy-4,8-bis(4-hydroxyphenyl)-3,4,7,8-tetrahydropyrano[3,2-g]chromene-2,6-dione

Details

• Internal ID: 3ce43311-957a-4602-a021-3c3b9500c94e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 5-hydroxy-4,8-bis(4-hydroxyphenyl)-3,4,7,8-tetrahydropyrano[3,2-g]chromene-2,6-dione
• SMILES (Canonical): C1C(C2=C(C3=C(C=C2OC1=O)OC(CC3=O)C4=CC=C(C=C4)O)O)C5=CC=C(C=C5)O
• SMILES (Isomeric): C1C(C2=C(C3=C(C=C2OC1=O)OC(CC3=O)C4=CC=C(C=C4)O)O)C5=CC=C(C=C5)O
• InChI: InChI=1S/C24H18O7/c25-14-5-1-12(2-6-14)16-9-21(28)31-19-11-20-23(24(29)22(16)19)17(27)10-18(30-20)13-3-7-15(26)8-4-13/h1-8,11,16,18,25-26,29H,9-10H2
• InChI Key: BRPIOKDBXKCDNY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₈O₇
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.10525291 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9185	91.85%
Caco-2	-	0.8418	84.18%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8658	86.58%
OATP2B1 inhibitior	+	0.5520	55.20%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8814	88.14%
P-glycoprotein inhibitior	+	0.6688	66.88%
P-glycoprotein substrate	-	0.8642	86.42%
CYP3A4 substrate	+	0.5379	53.79%
CYP2C9 substrate	+	0.7996	79.96%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.8063	80.63%
CYP2C9 inhibition	+	0.8954	89.54%
CYP2C19 inhibition	-	0.7498	74.98%
CYP2D6 inhibition	-	0.8837	88.37%
CYP1A2 inhibition	-	0.8693	86.93%
CYP2C8 inhibition	+	0.5571	55.71%
CYP inhibitory promiscuity	-	0.8681	86.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5966	59.66%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.5416	54.16%
Skin irritation	-	0.6120	61.20%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5511	55.11%
Micronuclear	+	0.8259	82.59%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9243	92.43%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7017	70.17%
Acute Oral Toxicity (c)	II	0.4285	42.85%
Estrogen receptor binding	+	0.8661	86.61%
Androgen receptor binding	+	0.8118	81.18%
Thyroid receptor binding	+	0.5311	53.11%
Glucocorticoid receptor binding	+	0.7837	78.37%
Aromatase binding	-	0.5251	52.51%
PPAR gamma	+	0.7889	78.89%
Honey bee toxicity	-	0.8383	83.83%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8987	89.87%

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	98.91%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.35%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.91%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.71%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.31%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	91.07%	85.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.60%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.66%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.33%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.04%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.69%	86.33%

Plants that contains it

• Pityrogramma calomelanos

Cross-Links

• PubChem: 163019892
• LOTUS: LTS0011980
• wikiData: Q104944950