(3R,4S)-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-4,10-diol

Details

• Internal ID: 7380967e-e2ec-41ae-9535-3ccd37f882ea
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (3R,4S)-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-4,10-diol
• InChI: InChI=1S/C16H18O5/c1-8-15(17)11-5-9-4-10(19-2)6-13(20-3)14(9)16(18)12(11)7-21-8/h4-6,8,15,17-18H,7H2,1-3H3/t8-,15-/m1/s1
• InChI Key: KXVHFZAGCYTXEZ-ANRSDYALSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9370	93.70%
Caco-2	+	0.5665	56.65%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6026	60.26%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8880	88.80%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7310	73.10%
P-glycoprotein inhibitior	-	0.8562	85.62%
P-glycoprotein substrate	-	0.6610	66.10%
CYP3A4 substrate	+	0.5541	55.41%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	+	0.4449	44.49%
CYP3A4 inhibition	-	0.8457	84.57%
CYP2C9 inhibition	-	0.6458	64.58%
CYP2C19 inhibition	+	0.5419	54.19%
CYP2D6 inhibition	-	0.6923	69.23%
CYP1A2 inhibition	+	0.8816	88.16%
CYP2C8 inhibition	+	0.4524	45.24%
CYP inhibitory promiscuity	-	0.5484	54.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6723	67.23%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.7802	78.02%
Skin irritation	-	0.7762	77.62%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	+	0.5963	59.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5451	54.51%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9101	91.01%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7552	75.52%
Acute Oral Toxicity (c)	III	0.6630	66.30%
Estrogen receptor binding	+	0.6963	69.63%
Androgen receptor binding	-	0.5255	52.55%
Thyroid receptor binding	+	0.6502	65.02%
Glucocorticoid receptor binding	+	0.8055	80.55%
Aromatase binding	+	0.6323	63.23%
PPAR gamma	+	0.6192	61.92%
Honey bee toxicity	-	0.8719	87.19%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6151	61.51%
Fish aquatic toxicity	+	0.8977	89.77%

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	98.61%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.81%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.29%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.93%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.95%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.64%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.99%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.81%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.71%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.61%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.45%	90.71%
CHEMBL4208	P20618	Proteasome component C5	81.29%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588247
• LOTUS: LTS0169545
• wikiData: Q105147544