3-(3,4-Dimethoxyphenyl)-6-hydroxy-8,8-dimethylpyrano[2,3-h]chromen-4-one

Details

• Internal ID: 7b09563d-f130-476c-8a92-99ff9641cfd9
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 3-(3,4-dimethoxyphenyl)-6-hydroxy-8,8-dimethylpyrano[2,3-h]chromen-4-one
• SMILES (Canonical): CC1(C=CC2=C3C(=CC(=C2O1)O)C(=O)C(=CO3)C4=CC(=C(C=C4)OC)OC)C
• SMILES (Isomeric): CC1(C=CC2=C3C(=CC(=C2O1)O)C(=O)C(=CO3)C4=CC(=C(C=C4)OC)OC)C
• InChI: InChI=1S/C22H20O6/c1-22(2)8-7-13-20-14(10-16(23)21(13)28-22)19(24)15(11-27-20)12-5-6-17(25-3)18(9-12)26-4/h5-11,23H,1-4H3
• InChI Key: BOIZFTZZQWFEJD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₆
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.12598835 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.6743	67.43%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7857	78.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9764	97.64%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7108	71.08%
P-glycoprotein inhibitior	+	0.8688	86.88%
P-glycoprotein substrate	-	0.6557	65.57%
CYP3A4 substrate	+	0.6448	64.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7991	79.91%
CYP3A4 inhibition	+	0.8217	82.17%
CYP2C9 inhibition	-	0.7608	76.08%
CYP2C19 inhibition	+	0.8146	81.46%
CYP2D6 inhibition	-	0.8040	80.40%
CYP1A2 inhibition	-	0.6883	68.83%
CYP2C8 inhibition	+	0.7342	73.42%
CYP inhibitory promiscuity	+	0.6347	63.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5273	52.73%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.6225	62.25%
Skin irritation	-	0.7695	76.95%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4625	46.25%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8696	86.96%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5525	55.25%
Acute Oral Toxicity (c)	III	0.5402	54.02%
Estrogen receptor binding	+	0.9398	93.98%
Androgen receptor binding	+	0.7497	74.97%
Thyroid receptor binding	+	0.7347	73.47%
Glucocorticoid receptor binding	+	0.8123	81.23%
Aromatase binding	+	0.6665	66.65%
PPAR gamma	+	0.8504	85.04%
Honey bee toxicity	-	0.7513	75.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9617	96.17%

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	97.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.90%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.34%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	95.09%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.43%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	94.11%	92.98%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.03%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.94%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.55%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.45%	95.78%
CHEMBL1255126	O15151	Protein Mdm4	88.82%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL5747	Q92793	CREB-binding protein	87.70%	95.12%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.63%	96.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.07%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.45%	95.89%
CHEMBL2535	P11166	Glucose transporter	84.66%	98.75%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.65%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.97%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.59%	99.23%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.37%	92.38%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	83.08%	85.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.05%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.32%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.21%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.97%	97.14%
CHEMBL1907	P15144	Aminopeptidase N	81.05%	93.31%

Plants that contains it

• Millettia dura

Cross-Links

• PubChem: 15292821
• LOTUS: LTS0198252
• wikiData: Q104939249