(10S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-10-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione

Details

• Internal ID: a1a71849-7a65-403e-913d-66f0ed76b484
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: (10S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-10-phenyl-9,10-dihydropyrano[2,3-h]chromene-4,8-dione
• SMILES (Canonical): C1C(C2=C(C=C(C3=C2OC(=C(C3=O)O)C4=CC=C(C=C4)O)O)OC1=O)C5=CC=CC=C5
• SMILES (Isomeric): C1[C@H](C2=C(C=C(C3=C2OC(=C(C3=O)O)C4=CC=C(C=C4)O)O)OC1=O)C5=CC=CC=C5
• InChI: InChI=1S/C24H16O7/c25-14-8-6-13(7-9-14)23-22(29)21(28)20-16(26)11-17-19(24(20)31-23)15(10-18(27)30-17)12-4-2-1-3-5-12/h1-9,11,15,25-26,29H,10H2/t15-/m0/s1
• InChI Key: GQAGUHWGUCXTSY-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₆O₇
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.08960285 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.02
• 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	+	0.9236	92.36%
Caco-2	-	0.8529	85.29%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8178	81.78%
OATP2B1 inhibitior	+	0.5598	55.98%
OATP1B1 inhibitior	+	0.8697	86.97%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7416	74.16%
P-glycoprotein inhibitior	-	0.4684	46.84%
P-glycoprotein substrate	-	0.7251	72.51%
CYP3A4 substrate	+	0.5740	57.40%
CYP2C9 substrate	+	0.8556	85.56%
CYP2D6 substrate	-	0.8557	85.57%
CYP3A4 inhibition	-	0.9148	91.48%
CYP2C9 inhibition	+	0.8417	84.17%
CYP2C19 inhibition	-	0.8325	83.25%
CYP2D6 inhibition	-	0.9522	95.22%
CYP1A2 inhibition	-	0.9156	91.56%
CYP2C8 inhibition	+	0.9023	90.23%
CYP inhibitory promiscuity	-	0.9008	90.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6478	64.78%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.6711	67.11%
Skin irritation	-	0.5592	55.92%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6117	61.17%
Micronuclear	+	0.8859	88.59%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7868	78.68%
Acute Oral Toxicity (c)	II	0.5880	58.80%
Estrogen receptor binding	+	0.8098	80.98%
Androgen receptor binding	+	0.8789	87.89%
Thyroid receptor binding	-	0.5515	55.15%
Glucocorticoid receptor binding	+	0.7404	74.04%
Aromatase binding	+	0.6029	60.29%
PPAR gamma	+	0.8009	80.09%
Honey bee toxicity	-	0.8056	80.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9174	91.74%

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	99.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.18%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.94%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.08%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.49%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.41%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.23%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.16%	94.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.14%	91.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.99%	97.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.07%	85.11%
CHEMBL1951	P21397	Monoamine oxidase A	82.15%	91.49%

Plants that contains it

• Pityrogramma calomelanos
• Pityrogramma ebenea

Cross-Links

• PubChem: 162912263
• LOTUS: LTS0264272
• wikiData: Q105015278