Thevetiaflavone

Details

• Internal ID: 3c1fb7e3-0853-4242-9ed3-157ae226f4cb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=CC2=C1C(=O)C=C(O2)C3=CC=C(C=C3)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C(=O)C=C(O2)C3=CC=C(C=C3)O)O
• InChI: InChI=1S/C16H12O5/c1-20-14-6-11(18)7-15-16(14)12(19)8-13(21-15)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3
• InChI Key: YQABHAHJGSNVQR-UHFFFAOYSA-N
• Popularity: 6 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: 1.50
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 29376-68-9
• 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxychromen-4-one
• apigenin-5-methyl ether
• NSC719158
• 2-Genistein-5-methyl ether
• CHEMBL182265
• SCHEMBL2874033
• 5-methoxy-7,4'-dihydroxyflavone
• HY-N1157
• LMPK12110956
• 7,4'-dihydroxy-5-methoxy-isoflavone
• AKOS040740935
• NSC-719158
• MS-24040
• NCI60_040953
• CS-0016447
• E88819
• 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	+	0.6473	64.73%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8116	81.16%
OATP2B1 inhibitior	-	0.5791	57.91%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.9953	99.53%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7411	74.11%
P-glycoprotein inhibitior	-	0.5121	51.21%
P-glycoprotein substrate	-	0.8458	84.58%
CYP3A4 substrate	+	0.5265	52.65%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.7232	72.32%
CYP2C9 inhibition	+	0.9385	93.85%
CYP2C19 inhibition	+	0.9012	90.12%
CYP2D6 inhibition	-	0.8253	82.53%
CYP1A2 inhibition	+	0.9378	93.78%
CYP2C8 inhibition	+	0.7944	79.44%
CYP inhibitory promiscuity	+	0.7447	74.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.4694	46.94%
Eye corrosion	-	0.9600	96.00%
Eye irritation	+	0.8024	80.24%
Skin irritation	-	0.6449	64.49%
Skin corrosion	-	0.9791	97.91%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7746	77.46%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9742	97.42%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4597	45.97%
Acute Oral Toxicity (c)	III	0.8799	87.99%
Estrogen receptor binding	+	0.9221	92.21%
Androgen receptor binding	+	0.9396	93.96%
Thyroid receptor binding	+	0.6078	60.78%
Glucocorticoid receptor binding	+	0.9059	90.59%
Aromatase binding	+	0.9103	91.03%
PPAR gamma	+	0.8898	88.98%
Honey bee toxicity	-	0.8223	82.23%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.7769	77.69%

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	96.46%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.72%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.23%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.65%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.39%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.87%	86.33%
CHEMBL3194	P02766	Transthyretin	91.48%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	86.60%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.09%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.24%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.32%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.16%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.65%	99.17%

Plants that contains it

• Asplenium normale
• Baccharis gaudichaudiana
• Brucea javanica
• Carpobrotus edulis
• Cascabela thevetia
• Castanea crenata
• Centrolobium tomentosum
• Ceratophyllum submersum
• Dracocephalum kotschyi
• Lippia carviodora
• Myrica nana
• Psilostrophe cooperi
• Sideritis tragoriganum
• Solanum jamaicense
• Trifolium alexandrinum

Cross-Links

• PubChem: 5315202
• NPASS: NPC47815
• LOTUS: LTS0017238
• wikiData: Q105352103