Dihydrowogonin

Details

• Internal ID: 68e651ce-dbfb-43ea-a76a-b8d8bb702c37
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-8-methoxy-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)O
• SMILES (Isomeric): COC1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)O
• InChI: InChI=1S/C16H14O5/c1-20-15-12(19)7-10(17)14-11(18)8-13(21-16(14)15)9-5-3-2-4-6-9/h2-7,13,17,19H,8H2,1H3
• InChI Key: FKAOWOSRYSMEBS-UHFFFAOYSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 5,7-dihydroxy-8-methoxy-2-phenyl-2,3-dihydrochromen-4-one
• 4431-41-8
• SCHEMBL9063227
• 5,7-Dihydroxy-8-methoxyflavanone
• CHEBI:174734
• LMPK12140661

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9028	90.28%
Caco-2	+	0.7856	78.56%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6551	65.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9251	92.51%
OATP1B3 inhibitior	+	0.9701	97.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7445	74.45%
P-glycoprotein inhibitior	-	0.7196	71.96%
P-glycoprotein substrate	-	0.9552	95.52%
CYP3A4 substrate	-	0.5284	52.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7429	74.29%
CYP3A4 inhibition	+	0.7959	79.59%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	+	0.8994	89.94%
CYP2D6 inhibition	+	0.6510	65.10%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	-	0.6464	64.64%
CYP inhibitory promiscuity	+	0.7998	79.98%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5775	57.75%
Eye corrosion	-	0.9853	98.53%
Eye irritation	+	0.8315	83.15%
Skin irritation	-	0.6488	64.88%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4764	47.64%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	+	0.5407	54.07%
skin sensitisation	-	0.9253	92.53%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5912	59.12%
Acute Oral Toxicity (c)	III	0.5979	59.79%
Estrogen receptor binding	+	0.6543	65.43%
Androgen receptor binding	+	0.5230	52.30%
Thyroid receptor binding	+	0.5706	57.06%
Glucocorticoid receptor binding	+	0.7550	75.50%
Aromatase binding	-	0.6282	62.82%
PPAR gamma	+	0.5711	57.11%
Honey bee toxicity	-	0.8977	89.77%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7222	72.22%

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	98.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.52%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.18%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.44%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.75%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.67%	99.15%
CHEMBL2535	P11166	Glucose transporter	83.04%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.42%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.67%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.66%	94.00%

Plants that contains it

• Adenostoma sparsifolium
• Dysphania procera
• Helichrysum cymosum
• Isodon oresbius
• Piper bowiei
• Prunus avium
• Pyracantha coccinea

Cross-Links

• PubChem: 11491431
• LOTUS: LTS0004522
• wikiData: Q104375668