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

Details

• Internal ID: 398bf265-f76b-480d-9099-8e75b6ec9757
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: (10S)-3,5-dihydroxy-2,10-diphenyl-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=CC=C4)O)OC1=O)C5=CC=CC=C5
• SMILES (Isomeric): C1[C@H](C2=C(C=C(C3=C2OC(=C(C3=O)O)C4=CC=CC=C4)O)OC1=O)C5=CC=CC=C5
• InChI: InChI=1S/C24H16O6/c25-16-12-17-19(15(11-18(26)29-17)13-7-3-1-4-8-13)24-20(16)21(27)22(28)23(30-24)14-9-5-2-6-10-14/h1-10,12,15,25,28H,11H2/t15-/m0/s1
• InChI Key: SXMQPTBFMABSHL-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₆O₆
• Molecular Weight: 400.40 g/mol
• Exact Mass: 400.09468823 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• 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	-	0.8179	81.79%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8178	81.78%
OATP2B1 inhibitior	-	0.5805	58.05%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5592	55.92%
P-glycoprotein inhibitior	+	0.6103	61.03%
P-glycoprotein substrate	-	0.7931	79.31%
CYP3A4 substrate	+	0.5276	52.76%
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	+	0.7662	76.62%
CYP inhibitory promiscuity	-	0.9008	90.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6478	64.78%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.6812	68.12%
Skin irritation	-	0.5592	55.92%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5528	55.28%
Micronuclear	+	0.8859	88.59%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7969	79.69%
Acute Oral Toxicity (c)	II	0.5880	58.80%
Estrogen receptor binding	+	0.7122	71.22%
Androgen receptor binding	+	0.8319	83.19%
Thyroid receptor binding	-	0.6249	62.49%
Glucocorticoid receptor binding	+	0.6608	66.08%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7593	75.93%
Honey bee toxicity	-	0.8335	83.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
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	99.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.70%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.99%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.42%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.53%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	88.74%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.90%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.17%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.16%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.56%	99.15%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.81%	85.11%

Plants that contains it

• Pityrogramma calomelanos

Cross-Links

• PubChem: 163036293
• LOTUS: LTS0103714
• wikiData: Q105263203