5,7-Dihydroxy-3-(4-hydroxy-1,3-benzodioxole-5-ylmethyl)-6,8-dimethyl-4H-1-benzopyran-4-one

Details

• Internal ID: 18984e75-154b-4f9d-adc8-2bd305abc682
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavones
• IUPAC Name: 5,7-dihydroxy-3-[(4-hydroxy-1,3-benzodioxol-5-yl)methyl]-6,8-dimethylchromen-4-one
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C(=O)C(=CO2)CC3=C(C4=C(C=C3)OCO4)O)C)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)C(=O)C(=CO2)CC3=C(C4=C(C=C3)OCO4)O)C)O
• InChI: InChI=1S/C19H16O7/c1-8-14(20)9(2)18-13(15(8)21)16(22)11(6-24-18)5-10-3-4-12-19(17(10)23)26-7-25-12/h3-4,6,20-21,23H,5,7H2,1-2H3
• InChI Key: ILSFEHDRJCUFAT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₇
• Molecular Weight: 356.30 g/mol
• Exact Mass: 356.08960285 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8059	80.59%
Caco-2	+	0.6422	64.22%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7125	71.25%
OATP2B1 inhibitior	-	0.5663	56.63%
OATP1B1 inhibitior	+	0.8343	83.43%
OATP1B3 inhibitior	+	0.9010	90.10%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5255	52.55%
P-glycoprotein inhibitior	-	0.6791	67.91%
P-glycoprotein substrate	-	0.8726	87.26%
CYP3A4 substrate	+	0.5117	51.17%
CYP2C9 substrate	-	0.5797	57.97%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	+	0.7262	72.62%
CYP2C9 inhibition	+	0.6148	61.48%
CYP2C19 inhibition	+	0.5211	52.11%
CYP2D6 inhibition	-	0.7987	79.87%
CYP1A2 inhibition	-	0.6778	67.78%
CYP2C8 inhibition	-	0.6926	69.26%
CYP inhibitory promiscuity	+	0.7181	71.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6164	61.64%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.6583	65.83%
Skin irritation	-	0.7233	72.33%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7863	78.63%
Micronuclear	+	0.7233	72.33%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8142	81.42%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5619	56.19%
Acute Oral Toxicity (c)	III	0.5453	54.53%
Estrogen receptor binding	+	0.8285	82.85%
Androgen receptor binding	+	0.7832	78.32%
Thyroid receptor binding	+	0.6168	61.68%
Glucocorticoid receptor binding	+	0.8784	87.84%
Aromatase binding	+	0.6461	64.61%
PPAR gamma	+	0.7630	76.30%
Honey bee toxicity	-	0.8525	85.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9397	93.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.22%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.88%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.56%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.14%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.27%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.19%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.30%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	86.63%	83.82%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.21%	89.34%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.74%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.09%	86.33%

Plants that contains it

• Ophiopogon japonicus
• Piper nigrum

Cross-Links

• PubChem: 101238141
• NPASS: NPC100171
• LOTUS: LTS0217173
• wikiData: Q105174668