Texasin

Details

• Internal ID: cb7ad4a8-6cc7-4cfb-900f-624b46ec8920
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 4-O-methylisoflavones
• IUPAC Name: 6,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=COC3=CC(=C(C=C3C2=O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=COC3=CC(=C(C=C3C2=O)O)O
• InChI: InChI=1S/C16H12O5/c1-20-10-4-2-9(3-5-10)12-8-21-15-7-14(18)13(17)6-11(15)16(12)19/h2-8,17-18H,1H3
• InChI Key: GCWOYVFHJDNKIN-UHFFFAOYSA-N
• Popularity: 33 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 897-46-1
• 6,7-Dihydroxy-4'-methoxyisoflavone
• 6,7-Dihydroxy-3-(4-methoxyphenyl)-4-benzopyrone
• FORMONETIN
• MMX87X8ZF3
• 6,7-dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one
• CHEBI:9507
• CHEMBL239028
• 6,7-dihydroxy-3-(4-methoxyphenyl)chromen-4-one
• EINECS 212-980-9
• UNII-MMX87X8ZF3
• SCHEMBL4728656
• DTXSID10237860
• GCWOYVFHJDNKIN-UHFFFAOYSA-N
• BDBM50222287
• LMPK12050101
• 6,7-dihydroxy-4''-methoxyisoflavone
• 6,7-Dihydroxy-4/'-methoxyisoflavone
• AC-31488
• HY-119822
• CS-0078074
• FT-0764584
• Q27108415
• 4H-1-Benzopyran-4-one, 6,7-dihydroxy-3-(4-methoxyphenyl)-
• 4H-1-Benzopyran-4-one,6,7-dihydroxy-3-(4-methoxyphenyl)-
• 6,7-DIHYDROXY-3-(4-METHOXYPHENYL)-4H-1-BENZOPYRAN-4-ONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	+	0.6595	65.95%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7944	79.44%
OATP2B1 inhibitior	-	0.5773	57.73%
OATP1B1 inhibitior	+	0.9634	96.34%
OATP1B3 inhibitior	+	0.9965	99.65%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8529	85.29%
P-glycoprotein inhibitior	-	0.8323	83.23%
P-glycoprotein substrate	-	0.9532	95.32%
CYP3A4 substrate	+	0.5432	54.32%
CYP2C9 substrate	-	0.8397	83.97%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	+	0.5494	54.94%
CYP2C19 inhibition	+	0.6827	68.27%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	+	0.9263	92.63%
CYP2C8 inhibition	-	0.6509	65.09%
CYP inhibitory promiscuity	+	0.6056	60.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9766	97.66%
Eye irritation	+	0.8227	82.27%
Skin irritation	-	0.5899	58.99%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7967	79.67%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9318	93.18%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5674	56.74%
Acute Oral Toxicity (c)	III	0.6733	67.33%
Estrogen receptor binding	+	0.9604	96.04%
Androgen receptor binding	+	0.9453	94.53%
Thyroid receptor binding	+	0.8020	80.20%
Glucocorticoid receptor binding	+	0.8745	87.45%
Aromatase binding	+	0.8993	89.93%
PPAR gamma	+	0.6517	65.17%
Honey bee toxicity	-	0.9050	90.50%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8838	88.38%

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	99.09%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.44%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.31%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.27%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	91.34%	93.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.52%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.19%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.12%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.37%	99.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.76%	96.12%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.70%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.02%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.78%	85.14%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis
• Trifolium pratense

Cross-Links

• PubChem: 5281812
• NPASS: NPC10467
• ChEMBL: CHEMBL239028
• LOTUS: LTS0270037
• wikiData: Q27108415