Tachrosin

Details

• Internal ID: 9d97c7a8-d3ed-48f3-900b-2adfb23eae65
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
• IUPAC Name: 8-(5,5-dimethyl-4-oxofuran-3-yl)-5,7-dimethoxy-2-phenylchromen-4-one
• SMILES (Canonical): CC1(C(=O)C(=CO1)C2=C(C=C(C3=C2OC(=CC3=O)C4=CC=CC=C4)OC)OC)C
• SMILES (Isomeric): CC1(C(=O)C(=CO1)C2=C(C=C(C3=C2OC(=CC3=O)C4=CC=CC=C4)OC)OC)C
• InChI: InChI=1S/C23H20O6/c1-23(2)22(25)14(12-28-23)19-17(26-3)11-18(27-4)20-15(24)10-16(29-21(19)20)13-8-6-5-7-9-13/h5-12H,1-4H3
• InChI Key: LSNZUXYRWFYNAA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₀O₆
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.12598835 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• AKOS040740384

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.7364	73.64%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8047	80.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8650	86.50%
OATP1B3 inhibitior	+	0.9569	95.69%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8651	86.51%
P-glycoprotein inhibitior	+	0.9338	93.38%
P-glycoprotein substrate	-	0.8109	81.09%
CYP3A4 substrate	+	0.5855	58.55%
CYP2C9 substrate	-	0.8228	82.28%
CYP2D6 substrate	-	0.8173	81.73%
CYP3A4 inhibition	+	0.9353	93.53%
CYP2C9 inhibition	+	0.6525	65.25%
CYP2C19 inhibition	+	0.8912	89.12%
CYP2D6 inhibition	-	0.8226	82.26%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.7699	76.99%
CYP inhibitory promiscuity	+	0.9158	91.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5364	53.64%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.6207	62.07%
Skin irritation	-	0.7927	79.27%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.8097	80.97%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.7074	70.74%
skin sensitisation	-	0.7645	76.45%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5642	56.42%
Acute Oral Toxicity (c)	III	0.6046	60.46%
Estrogen receptor binding	+	0.9223	92.23%
Androgen receptor binding	+	0.8987	89.87%
Thyroid receptor binding	+	0.6778	67.78%
Glucocorticoid receptor binding	+	0.7672	76.72%
Aromatase binding	+	0.5491	54.91%
PPAR gamma	+	0.7575	75.75%
Honey bee toxicity	-	0.7225	72.25%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	98.03%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.96%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.69%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.59%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.32%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.12%	94.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.49%	94.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.03%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.68%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.66%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.10%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	84.03%	93.31%
CHEMBL240	Q12809	HERG	81.54%	89.76%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.26%	96.00%

Plants that contains it

• Tephrosia purpurea

Cross-Links

• PubChem: 1023499
• LOTUS: LTS0267420
• wikiData: Q105156689