5,7-Dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-8-methoxychromen-4-one

Details

• Internal ID: 90379f7a-4895-4874-babf-5b53b2a82906
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 3-hydroxy,4-methoxyisoflavonoids
• IUPAC Name: 5,7-dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-8-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=CC(=C1OC)O)C2=COC3=C(C2=O)C(=CC(=C3OC)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)O)C2=COC3=C(C2=O)C(=CC(=C3OC)O)O
• InChI: InChI=1S/C18H16O8/c1-23-13-5-8(4-11(20)16(13)24-2)9-7-26-18-14(15(9)22)10(19)6-12(21)17(18)25-3/h4-7,19-21H,1-3H3
• InChI Key: DEPZPOJPNYKMPT-UHFFFAOYSA-N
• Popularity: 1 reference 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.6897	68.97%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.7102	71.02%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6322	63.22%
P-glycoprotein inhibitior	-	0.5973	59.73%
P-glycoprotein substrate	-	0.9139	91.39%
CYP3A4 substrate	+	0.5389	53.89%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6154	61.54%
CYP2C9 inhibition	-	0.7484	74.84%
CYP2C19 inhibition	+	0.5640	56.40%
CYP2D6 inhibition	-	0.7310	73.10%
CYP1A2 inhibition	+	0.8610	86.10%
CYP2C8 inhibition	+	0.5759	57.59%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.7570	75.70%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7882	78.82%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4524	45.24%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.8846	88.46%
Androgen receptor binding	+	0.5692	56.92%
Thyroid receptor binding	+	0.6954	69.54%
Glucocorticoid receptor binding	+	0.8385	83.85%
Aromatase binding	+	0.6102	61.02%
PPAR gamma	+	0.6792	67.92%
Honey bee toxicity	-	0.8732	87.32%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5149	51.49%
Fish aquatic toxicity	+	0.8724	87.24%

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	96.14%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	95.72%	92.98%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.83%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.14%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.09%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.36%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.25%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.46%	95.56%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.10%	80.78%
CHEMBL3194	P02766	Transthyretin	84.05%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.24%	96.09%
CHEMBL4208	P20618	Proteasome component C5	80.51%	90.00%

Plants that contains it

• Iris domestica

Cross-Links

• PubChem: 12314679
• NPASS: NPC282010
• LOTUS: LTS0120734
• wikiData: Q104977421