Tomentin

Details

• Internal ID: 325209aa-25ed-4b00-ad65-6c7b7c6d4fe1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-3,7-dimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC(=C(C2=O)OC)C3=CC(=C(C=C3)O)O)O)O
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC(=C(C2=O)OC)C3=CC(=C(C=C3)O)O)O)O
• InChI: InChI=1S/C17H14O8/c1-23-11-6-10-12(14(21)13(11)20)15(22)17(24-2)16(25-10)7-3-4-8(18)9(19)5-7/h3-6,18-21H,1-2H3
• InChI Key: WGWGXVOAFMLMJZ-UHFFFAOYSA-N
• Popularity: 22 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₈
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.06886740 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 3',4',5,6-Tetrahydroxy-3,7-dimethoxyflavone
• 59171-23-2
• CHEMBL485677
• CHEBI:27767
• 5,6,3',4'-Tetrahydroxy-3,7-dimethoxyflavone
• 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-3,7-dimethoxychromen-4-one
• 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-3,7-dimethoxy-
• C04581
• SCHEMBL2928366
• DTXSID20207897
• BDBM50412278
• LMPK12112991
• Q27103316
• 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-3,7-dimethoxy-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9497	94.97%
Caco-2	-	0.5160	51.60%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7985	79.85%
OATP2B1 inhibitior	+	0.5741	57.41%
OATP1B1 inhibitior	+	0.9605	96.05%
OATP1B3 inhibitior	+	0.9910	99.10%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6832	68.32%
P-glycoprotein inhibitior	-	0.6140	61.40%
P-glycoprotein substrate	-	0.7904	79.04%
CYP3A4 substrate	+	0.5503	55.03%
CYP2C9 substrate	-	0.6887	68.87%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.6426	64.26%
CYP2C9 inhibition	-	0.6061	60.61%
CYP2C19 inhibition	+	0.6079	60.79%
CYP2D6 inhibition	-	0.8565	85.65%
CYP1A2 inhibition	+	0.8621	86.21%
CYP2C8 inhibition	+	0.9072	90.72%
CYP inhibitory promiscuity	+	0.5928	59.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6148	61.48%
Eye corrosion	-	0.9795	97.95%
Eye irritation	+	0.5861	58.61%
Skin irritation	-	0.6593	65.93%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	+	0.5236	52.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6151	61.51%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9292	92.92%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8938	89.38%
Acute Oral Toxicity (c)	III	0.5027	50.27%
Estrogen receptor binding	+	0.8579	85.79%
Androgen receptor binding	+	0.8542	85.42%
Thyroid receptor binding	+	0.5465	54.65%
Glucocorticoid receptor binding	+	0.8349	83.49%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.8063	80.63%
Honey bee toxicity	-	0.8151	81.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5751	57.51%
Fish aquatic toxicity	+	0.9062	90.62%

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	98.73%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.11%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.69%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.67%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.50%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.31%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.21%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.95%	89.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	89.10%	98.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.00%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.24%	80.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.54%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.01%	94.73%
CHEMBL3194	P02766	Transthyretin	82.62%	90.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.92%	95.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.52%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.48%	94.42%

Plants that contains it

• Artemisia abrotanum
• Artemisia annua
• Dichrocephala integrifolia
• Holocarpha obconica
• Holocarpha virgata
• Lobelia chinensis
• Neurolaena lobata
• Neurolaena oaxacana
• Parthenium hysterophorus
• Pelargonium reniforme
• Pterocaulon redolens
• Pulicaria arabica
• Tanacetum parthenium
• Trigonostemon reidioides

Cross-Links

• PubChem: 148856
• NPASS: NPC305663
• ChEMBL: CHEMBL485677
• LOTUS: LTS0028795
• wikiData: Q27103316