(8R)-5-hydroxy-2,2,10-trimethyl-8-phenyl-7,8-dihydropyrano[3,2-g]chromen-6-one

Details

• Internal ID: 1ae5a7bf-67f1-4a33-b8f4-327c538500e3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: (8R)-5-hydroxy-2,2,10-trimethyl-8-phenyl-7,8-dihydropyrano[3,2-g]chromen-6-one
• InChI: InChI=1S/C21H20O4/c1-12-19-14(9-10-21(2,3)25-19)18(23)17-15(22)11-16(24-20(12)17)13-7-5-4-6-8-13/h4-10,16,23H,11H2,1-3H3/t16-/m1/s1
• InChI Key: CIBLSVFGCUIGNX-MRXNPFEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₄
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.59
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.6979	69.79%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8343	83.43%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8455	84.55%
OATP1B3 inhibitior	+	0.9858	98.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8293	82.93%
P-glycoprotein inhibitior	+	0.5860	58.60%
P-glycoprotein substrate	-	0.7902	79.02%
CYP3A4 substrate	+	0.5933	59.33%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.5275	52.75%
CYP2C9 inhibition	+	0.5784	57.84%
CYP2C19 inhibition	+	0.6653	66.53%
CYP2D6 inhibition	-	0.8446	84.46%
CYP1A2 inhibition	-	0.5894	58.94%
CYP2C8 inhibition	+	0.5229	52.29%
CYP inhibitory promiscuity	+	0.5341	53.41%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.4638	46.38%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7403	74.03%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6877	68.77%
Micronuclear	+	0.5718	57.18%
Hepatotoxicity	+	0.5301	53.01%
skin sensitisation	-	0.8134	81.34%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6100	61.00%
Acute Oral Toxicity (c)	III	0.5120	51.20%
Estrogen receptor binding	+	0.8709	87.09%
Androgen receptor binding	+	0.5663	56.63%
Thyroid receptor binding	+	0.7386	73.86%
Glucocorticoid receptor binding	+	0.7825	78.25%
Aromatase binding	-	0.5333	53.33%
PPAR gamma	+	0.7776	77.76%
Honey bee toxicity	-	0.8765	87.65%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9443	94.43%

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	98.25%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.66%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.10%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	92.28%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.57%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.75%	89.00%
CHEMBL2039	P27338	Monoamine oxidase B	84.47%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.16%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.11%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.89%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.51%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.38%	86.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.36%	85.11%

Plants that contains it

• Mallotus philippensis

Cross-Links

• PubChem: 163070967
• LOTUS: LTS0168255
• wikiData: Q104959593