5-(6-Hydroxy-7,8-dimethoxy-2,2-dimethylchromen-5-yl)-7,8-dimethoxy-2,2-dimethylchromen-6-ol

Details

• Internal ID: ac43d0ac-ccd7-4887-b9bf-60d2d74a574a
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 5-(6-hydroxy-7,8-dimethoxy-2,2-dimethylchromen-5-yl)-7,8-dimethoxy-2,2-dimethylchromen-6-ol
• SMILES (Canonical): CC1(C=CC2=C(C(=C(C(=C2O1)OC)OC)O)C3=C4C=CC(OC4=C(C(=C3O)OC)OC)(C)C)C
• SMILES (Isomeric): CC1(C=CC2=C(C(=C(C(=C2O1)OC)OC)O)C3=C4C=CC(OC4=C(C(=C3O)OC)OC)(C)C)C
• InChI: InChI=1S/C26H30O8/c1-25(2)11-9-13-15(17(27)21(29-5)23(31-7)19(13)33-25)16-14-10-12-26(3,4)34-20(14)24(32-8)22(30-6)18(16)28/h9-12,27-28H,1-8H3
• InChI Key: ITQKSOPQPIVSPB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₈
• Molecular Weight: 470.50 g/mol
• Exact Mass: 470.19406791 g/mol
• Topological Polar Surface Area (TPSA): 95.80 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9743	97.43%
Caco-2	+	0.5509	55.09%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7228	72.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8149	81.49%
OATP1B3 inhibitior	+	0.9639	96.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9106	91.06%
P-glycoprotein inhibitior	+	0.6514	65.14%
P-glycoprotein substrate	-	0.9000	90.00%
CYP3A4 substrate	+	0.5105	51.05%
CYP2C9 substrate	+	0.6124	61.24%
CYP2D6 substrate	-	0.6593	65.93%
CYP3A4 inhibition	+	0.5350	53.50%
CYP2C9 inhibition	-	0.5121	51.21%
CYP2C19 inhibition	+	0.8414	84.14%
CYP2D6 inhibition	-	0.7422	74.22%
CYP1A2 inhibition	-	0.6399	63.99%
CYP2C8 inhibition	-	0.6204	62.04%
CYP inhibitory promiscuity	+	0.7910	79.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4659	46.59%
Eye corrosion	-	0.9895	98.95%
Eye irritation	+	0.7554	75.54%
Skin irritation	-	0.7898	78.98%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4603	46.03%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5487	54.87%
skin sensitisation	-	0.8633	86.33%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5947	59.47%
Acute Oral Toxicity (c)	III	0.6031	60.31%
Estrogen receptor binding	+	0.8205	82.05%
Androgen receptor binding	-	0.5853	58.53%
Thyroid receptor binding	+	0.8304	83.04%
Glucocorticoid receptor binding	+	0.7974	79.74%
Aromatase binding	+	0.7242	72.42%
PPAR gamma	+	0.7354	73.54%
Honey bee toxicity	-	0.9068	90.68%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9490	94.90%

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	98.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.53%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.19%	96.09%
CHEMBL4208	P20618	Proteasome component C5	85.13%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.57%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.96%	86.33%

Plants that contains it

• Ageratina riparia

Cross-Links

• PubChem: 163046779
• LOTUS: LTS0232720
• wikiData: Q105120219