Spinoflavanone A

Details

• Internal ID: 20d78a23-f0d5-41f0-9a97-302b5b129993
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: (2S)-5-hydroxy-8,8-dimethyl-6-[(1E)-3-methylbuta-1,3-dienyl]-2-phenyl-2,3-dihydropyrano[2,3-h]chromen-4-one
• InChI: InChI=1S/C25H24O4/c1-15(2)10-11-17-22(27)21-19(26)14-20(16-8-6-5-7-9-16)28-24(21)18-12-13-25(3,4)29-23(17)18/h5-13,20,27H,1,14H2,2-4H3/b11-10+/t20-/m0/s1
• InChI Key: VNAMEPIGUQHBIR-CFGKVWFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₄
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.87
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 5-Hydroxy-6-(3-methyl-1,3-butadienyl)-6'',6''-dimethylpyrano[2'',3'':7,8]flavanone
• LMPK12140209

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8251	82.51%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8485	84.85%
OATP1B3 inhibitior	+	0.9673	96.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9573	95.73%
P-glycoprotein inhibitior	+	0.7329	73.29%
P-glycoprotein substrate	-	0.6516	65.16%
CYP3A4 substrate	+	0.6364	63.64%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	+	0.6016	60.16%
CYP2C9 inhibition	+	0.7780	77.80%
CYP2C19 inhibition	+	0.8811	88.11%
CYP2D6 inhibition	-	0.8738	87.38%
CYP1A2 inhibition	-	0.6085	60.85%
CYP2C8 inhibition	+	0.6395	63.95%
CYP inhibitory promiscuity	+	0.7159	71.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5552	55.52%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.7055	70.55%
Skin irritation	-	0.7147	71.47%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6769	67.69%
Micronuclear	+	0.5818	58.18%
Hepatotoxicity	+	0.5695	56.95%
skin sensitisation	-	0.7139	71.39%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5827	58.27%
Acute Oral Toxicity (c)	III	0.5171	51.71%
Estrogen receptor binding	+	0.8223	82.23%
Androgen receptor binding	+	0.6940	69.40%
Thyroid receptor binding	+	0.7067	70.67%
Glucocorticoid receptor binding	+	0.8254	82.54%
Aromatase binding	+	0.5745	57.45%
PPAR gamma	+	0.8898	88.98%
Honey bee toxicity	-	0.8054	80.54%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	99.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.19%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.46%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.27%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.10%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.28%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.32%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.12%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.10%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	87.13%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	86.36%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	83.34%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.73%	93.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.60%	85.11%
CHEMBL5028	O14672	ADAM10	80.70%	97.50%

Plants that contains it

• Tephrosia spinosa

Cross-Links

• PubChem: 42607885
• LOTUS: LTS0051942
• wikiData: Q76535161