(4aS,7S)-2-(4-hydroxyphenyl)-5-methoxy-4a,7-dihydrochromen-1-ium-6,7-diol

Details

• Internal ID: ea1bbfd1-a094-49ec-8d85-68806b44486a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones
• IUPAC Name: (4aS,7S)-2-(4-hydroxyphenyl)-5-methoxy-4a,7-dihydrochromen-1-ium-6,7-diol
• SMILES (Canonical): COC1=C(C(C=C2C1C=CC(=[O+]2)C3=CC=C(C=C3)O)O)O
• SMILES (Isomeric): COC1=C([C@H](C=C2[C@H]1C=CC(=[O+]2)C3=CC=C(C=C3)O)O)O
• InChI: InChI=1S/C16H14O5/c1-20-16-11-6-7-13(9-2-4-10(17)5-3-9)21-14(11)8-12(18)15(16)19/h2-8,11-12,18H,1H3,(H-,17,19)/p+1/t11-,12+/m1/s1
• InChI Key: ZQBQYJKZPOPIES-NEPJUHHUSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₅O₅+
• Molecular Weight: 287.29 g/mol
• Exact Mass: 287.09194857 g/mol
• Topological Polar Surface Area (TPSA): 70.90 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 4
• 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	+	0.9425	94.25%
Caco-2	-	0.7318	73.18%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6953	69.53%
OATP2B1 inhibitior	-	0.5780	57.80%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9882	98.82%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8122	81.22%
P-glycoprotein inhibitior	-	0.7592	75.92%
P-glycoprotein substrate	-	0.7653	76.53%
CYP3A4 substrate	+	0.5470	54.70%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8121	81.21%
CYP3A4 inhibition	-	0.5601	56.01%
CYP2C9 inhibition	+	0.6179	61.79%
CYP2C19 inhibition	+	0.6714	67.14%
CYP2D6 inhibition	-	0.8799	87.99%
CYP1A2 inhibition	+	0.7228	72.28%
CYP2C8 inhibition	+	0.6504	65.04%
CYP inhibitory promiscuity	+	0.7418	74.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4076	40.76%
Eye corrosion	-	0.9668	96.68%
Eye irritation	-	0.8080	80.80%
Skin irritation	-	0.6181	61.81%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6613	66.13%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5032	50.32%
skin sensitisation	-	0.8464	84.64%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4703	47.03%
Acute Oral Toxicity (c)	III	0.6099	60.99%
Estrogen receptor binding	+	0.8252	82.52%
Androgen receptor binding	+	0.6678	66.78%
Thyroid receptor binding	+	0.6533	65.33%
Glucocorticoid receptor binding	+	0.7590	75.90%
Aromatase binding	+	0.6723	67.23%
PPAR gamma	+	0.7264	72.64%
Honey bee toxicity	-	0.8123	81.23%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9064	90.64%

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	94.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.14%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.08%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.68%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	88.17%	98.35%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.01%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.91%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.88%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.98%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.71%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.16%	95.89%

Plants that contains it

• Fridericia chica

Cross-Links

• PubChem: 163191450
• LOTUS: LTS0006889
• wikiData: Q105381373