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

Details

• Internal ID: 15e0ff37-1e52-4b95-9dd2-f7ab313cc3e7
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: (4aR,7S)-2-(3,4-dihydroxyphenyl)-5-methoxy-4a,7-dihydrochromen-1-ium-6,7-diol
• InChI: InChI=1S/C16H14O6/c1-21-16-9-3-5-13(8-2-4-10(17)11(18)6-8)22-14(9)7-12(19)15(16)20/h2-7,9,12,19H,1H3,(H2-,17,18,20)/p+1/t9-,12-/m0/s1
• InChI Key: BPBQZNORPLQIOS-CABZTGNLSA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₅O₆+
• Molecular Weight: 303.29 g/mol
• Exact Mass: 303.08686319 g/mol
• Topological Polar Surface Area (TPSA): 91.20 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9493	94.93%
Caco-2	-	0.6541	65.41%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7016	70.16%
OATP2B1 inhibitior	-	0.5734	57.34%
OATP1B1 inhibitior	+	0.9421	94.21%
OATP1B3 inhibitior	+	0.9893	98.93%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8921	89.21%
P-glycoprotein inhibitior	-	0.8321	83.21%
P-glycoprotein substrate	-	0.8077	80.77%
CYP3A4 substrate	+	0.5369	53.69%
CYP2C9 substrate	-	0.5940	59.40%
CYP2D6 substrate	-	0.8182	81.82%
CYP3A4 inhibition	-	0.6674	66.74%
CYP2C9 inhibition	+	0.7019	70.19%
CYP2C19 inhibition	+	0.7979	79.79%
CYP2D6 inhibition	-	0.8472	84.72%
CYP1A2 inhibition	+	0.8132	81.32%
CYP2C8 inhibition	+	0.5880	58.80%
CYP inhibitory promiscuity	+	0.8001	80.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4924	49.24%
Eye corrosion	-	0.9683	96.83%
Eye irritation	-	0.7909	79.09%
Skin irritation	-	0.6090	60.90%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6023	60.23%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5532	55.32%
skin sensitisation	-	0.8253	82.53%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7312	73.12%
Acute Oral Toxicity (c)	III	0.5290	52.90%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	+	0.6379	63.79%
Thyroid receptor binding	+	0.6671	66.71%
Glucocorticoid receptor binding	+	0.7496	74.96%
Aromatase binding	+	0.7485	74.85%
PPAR gamma	+	0.7075	70.75%
Honey bee toxicity	-	0.7823	78.23%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9307	93.07%

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	98.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.99%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.97%	99.15%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.36%	93.40%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.91%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.62%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.51%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.56%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.78%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.12%	92.68%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.63%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.10%	95.89%

Plants that contains it

• Fridericia chica
• Helichrysum nudifolium

Cross-Links

• PubChem: 163194843
• LOTUS: LTS0069321
• wikiData: Q105127798