(4aR,7S)-2-(3-hydroxy-4-methoxyphenyl)-5-methoxy-4a,7-dihydrochromen-1-ium-6,7-diol

Details

• Internal ID: f5577224-e44f-4da8-a251-969d63c8bab6
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (4aR,7S)-2-(3-hydroxy-4-methoxyphenyl)-5-methoxy-4a,7-dihydrochromen-1-ium-6,7-diol
• InChI: InChI=1S/C17H16O6/c1-21-14-5-3-9(7-11(14)18)13-6-4-10-15(23-13)8-12(19)16(20)17(10)22-2/h3-8,10,12,19H,1-2H3,(H-,18,20)/p+1/t10-,12-/m0/s1
• InChI Key: PAGRNMMUPDJJNK-JQWIXIFHSA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₇O₆+
• Molecular Weight: 317.31 g/mol
• Exact Mass: 317.10251326 g/mol
• Topological Polar Surface Area (TPSA): 80.20 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9398	93.98%
Caco-2	+	0.5610	56.10%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7135	71.35%
OATP2B1 inhibitior	-	0.5805	58.05%
OATP1B1 inhibitior	+	0.9322	93.22%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8210	82.10%
P-glycoprotein inhibitior	-	0.7020	70.20%
P-glycoprotein substrate	-	0.7154	71.54%
CYP3A4 substrate	+	0.5586	55.86%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.7969	79.69%
CYP3A4 inhibition	-	0.5644	56.44%
CYP2C9 inhibition	+	0.5928	59.28%
CYP2C19 inhibition	+	0.7707	77.07%
CYP2D6 inhibition	-	0.7998	79.98%
CYP1A2 inhibition	+	0.7159	71.59%
CYP2C8 inhibition	+	0.6906	69.06%
CYP inhibitory promiscuity	+	0.7799	77.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5302	53.02%
Eye corrosion	-	0.9725	97.25%
Eye irritation	-	0.8765	87.65%
Skin irritation	-	0.6413	64.13%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6082	60.82%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5157	51.57%
skin sensitisation	-	0.8265	82.65%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6864	68.64%
Acute Oral Toxicity (c)	III	0.4401	44.01%
Estrogen receptor binding	+	0.7627	76.27%
Androgen receptor binding	+	0.5726	57.26%
Thyroid receptor binding	+	0.6522	65.22%
Glucocorticoid receptor binding	+	0.6380	63.80%
Aromatase binding	+	0.7070	70.70%
PPAR gamma	+	0.6125	61.25%
Honey bee toxicity	-	0.8107	81.07%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9444	94.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.87%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.41%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.77%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.38%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.00%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.41%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.51%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.72%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.24%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.46%	93.40%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.88%	86.92%
CHEMBL3438	Q05513	Protein kinase C zeta	81.56%	88.48%
CHEMBL4208	P20618	Proteasome component C5	81.28%	90.00%

Plants that contains it

• Fridericia chica

Cross-Links

• PubChem: 163193470
• LOTUS: LTS0013883
• wikiData: Q105204520