3',4',7-Trihydroxyflavanone

Details

• Internal ID: 6d70ffcb-904b-4ed2-aeb2-9c1b99faa085
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1C(OC2=C(C1=O)C=CC(=C2)O)C3=CC(=C(C=C3)O)O
• SMILES (Isomeric): C1C(OC2=C(C1=O)C=CC(=C2)O)C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C15H12O5/c16-9-2-3-10-12(18)7-14(20-15(10)6-9)8-1-4-11(17)13(19)5-8/h1-6,14,16-17,19H,7H2
• InChI Key: MJBPUQUGJNAPAZ-UHFFFAOYSA-N
• Popularity: 19 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 21913-99-5
• 2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydrochromen-4-one
• 2-(3,4-Dihydroxyphenyl)-7-hydroxychroman-4-one
• MEGxp0_000004
• SCHEMBL5504140
• CHEMBL3401430
• ACon1_000269
• HY-N6020B
• CHEBI:183341
• DTXSID301162721
• AKOS040732682
• NCGC00180724-01
• MS-23848
• CS-0106898
• BRD-A75085792-001-01-8
• B2703-142961
• 2-(3,4-Dihydroxyphenyl)-2,3-dihydro-7-hydroxy-4H-1-benzopyran-4-one
• 2-(3,4-dihydroxyphenyl)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9584	95.84%
Caco-2	-	0.6092	60.92%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7774	77.74%
OATP2B1 inhibitior	-	0.6139	61.39%
OATP1B1 inhibitior	+	0.9364	93.64%
OATP1B3 inhibitior	+	0.9893	98.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8520	85.20%
P-glycoprotein inhibitior	-	0.9378	93.78%
P-glycoprotein substrate	-	0.9110	91.10%
CYP3A4 substrate	-	0.5257	52.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6825	68.25%
CYP3A4 inhibition	-	0.7378	73.78%
CYP2C9 inhibition	+	0.8265	82.65%
CYP2C19 inhibition	-	0.6997	69.97%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	+	0.7993	79.93%
CYP2C8 inhibition	-	0.7132	71.32%
CYP inhibitory promiscuity	-	0.6683	66.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5624	56.24%
Eye corrosion	-	0.9899	98.99%
Eye irritation	+	0.9696	96.96%
Skin irritation	+	0.5215	52.15%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8530	85.30%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7805	78.05%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4742	47.42%
Acute Oral Toxicity (c)	II	0.6264	62.64%
Estrogen receptor binding	+	0.6371	63.71%
Androgen receptor binding	+	0.6239	62.39%
Thyroid receptor binding	+	0.7251	72.51%
Glucocorticoid receptor binding	+	0.7781	77.81%
Aromatase binding	+	0.7008	70.08%
PPAR gamma	+	0.7614	76.14%
Honey bee toxicity	-	0.7869	78.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8678	86.78%

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	98.91%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.94%	91.49%
CHEMBL2581	P07339	Cathepsin D	91.66%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.46%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.24%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.20%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.61%	89.00%
CHEMBL236	P41143	Delta opioid receptor	88.39%	99.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.28%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.03%	90.71%
CHEMBL3194	P02766	Transthyretin	86.52%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.59%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.78%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.38%	85.11%
CHEMBL4208	P20618	Proteasome component C5	81.71%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.08%	95.89%

Plants that contains it

• Acacia baileyana
• Acacia mearnsii
• Brucea javanica
• Butea monosperma
• Dalbergia odorifera
• Dipteryx odorata
• Eclipta prostrata
• Hydnophytum formicarum
• Robinia pseudoacacia
• Sophora mollis
• Spatholobus suberectus

Cross-Links

• PubChem: 3496769
• NPASS: NPC183959
• LOTUS: LTS0210301
• wikiData: Q105165331