Thymonin

Details

• Internal ID: 3bf65b3e-1460-4cbc-b119-4434839f7f9e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7,8-dimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)O)O)O
• InChI: InChI=1S/C18H16O8/c1-23-12-6-8(4-5-9(12)19)11-7-10(20)13-14(21)15(22)17(24-2)18(25-3)16(13)26-11/h4-7,19,21-22H,1-3H3
• InChI Key: BAIRXMVFPKLWSE-UHFFFAOYSA-N
• Popularity: 33 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₈
• Molecular Weight: 360.30 g/mol
• Exact Mass: 360.08451746 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• Mucroflavone B
• 76844-67-2
• Majoranin
• 5,6,4'-trihydroxy-7,8,3'-trimethoxyflavone
• CHEBI:9582
• CHEMBL478416
• 5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7,8-dimethoxy-4H-1-benzopyran-4-one
• SCHEMBL20530430
• DTXSID90331895
• BDBM50412267
• LMPK12111474
• 5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7,8-dimethoxychromen-4-one
• Q27108437
• 5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7,8-dimethoxy-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9464	94.64%
Caco-2	+	0.6076	60.76%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7784	77.84%
OATP2B1 inhibitior	-	0.7062	70.62%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.9791	97.91%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5226	52.26%
P-glycoprotein inhibitior	-	0.5297	52.97%
P-glycoprotein substrate	-	0.8859	88.59%
CYP3A4 substrate	+	0.5097	50.97%
CYP2C9 substrate	-	0.6887	68.87%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.7900	79.00%
CYP2C9 inhibition	-	0.8973	89.73%
CYP2C19 inhibition	-	0.7079	70.79%
CYP2D6 inhibition	-	0.9069	90.69%
CYP1A2 inhibition	+	0.8325	83.25%
CYP2C8 inhibition	+	0.7974	79.74%
CYP inhibitory promiscuity	+	0.5295	52.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9832	98.32%
Eye irritation	+	0.6181	61.81%
Skin irritation	-	0.7279	72.79%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	-	0.5892	58.92%
Human Ether-a-go-go-Related Gene inhibition	-	0.7907	79.07%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9405	94.05%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8150	81.50%
Acute Oral Toxicity (c)	II	0.4732	47.32%
Estrogen receptor binding	+	0.8935	89.35%
Androgen receptor binding	+	0.8186	81.86%
Thyroid receptor binding	+	0.6511	65.11%
Glucocorticoid receptor binding	+	0.8450	84.50%
Aromatase binding	+	0.6883	68.83%
PPAR gamma	+	0.8101	81.01%
Honey bee toxicity	-	0.8299	82.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.9122	91.22%

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	98.02%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.60%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.72%	99.15%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.64%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.04%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.83%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.75%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.62%	94.45%
CHEMBL3194	P02766	Transthyretin	88.44%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.98%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.76%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.11%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.09%	95.50%

Plants that contains it

• Angelica pubescens
• Bupleurum chinense
• Citropsis articulata
• Citrus × aurantium
• Mentha × piperita
• Mentha arvensis
• Mentha canadensis
• Mentha pulegium
• Mentha spicata
• Origanum × intercedens
• Origanum majorana
• Origanum vulgare
• Satureja atropatana
• Tanacetopsis mucronata
• Thymus quinquecostatus
• Thymus saturejoides
• Thymus vulgaris
• Ziziphora clinopodioides

Cross-Links

• PubChem: 442662
• NPASS: NPC128863
• LOTUS: LTS0246683
• wikiData: Q27108437