(3R,4S)-4-hydroxy-6-methoxy-7-chloromellein

Details

• Internal ID: dc7d5323-8a32-4be1-aeab-74af4bf093b2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R,4S)-7-chloro-4,8-dihydroxy-6-methoxy-3-methyl-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C11H11ClO5/c1-4-9(13)5-3-6(16-2)8(12)10(14)7(5)11(15)17-4/h3-4,9,13-14H,1-2H3/t4-,9-/m1/s1
• InChI Key: UPALKCDWIDYZDP-ALFREKQPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁ClO₅
• Molecular Weight: 258.65 g/mol
• Exact Mass: 258.0295011 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9674	96.74%
Caco-2	+	0.5159	51.59%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5287	52.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8444	84.44%
OATP1B3 inhibitior	+	0.8987	89.87%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9320	93.20%
P-glycoprotein inhibitior	-	0.9252	92.52%
P-glycoprotein substrate	-	0.9274	92.74%
CYP3A4 substrate	+	0.5771	57.71%
CYP2C9 substrate	-	0.5879	58.79%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	-	0.7697	76.97%
CYP2C9 inhibition	-	0.5676	56.76%
CYP2C19 inhibition	-	0.6536	65.36%
CYP2D6 inhibition	-	0.7602	76.02%
CYP1A2 inhibition	+	0.5205	52.05%
CYP2C8 inhibition	-	0.6582	65.82%
CYP inhibitory promiscuity	+	0.5734	57.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8368	83.68%
Carcinogenicity (trinary)	Danger	0.4895	48.95%
Eye corrosion	-	0.9492	94.92%
Eye irritation	-	0.7267	72.67%
Skin irritation	-	0.5937	59.37%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8134	81.34%
Micronuclear	+	0.7248	72.48%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8558	85.58%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6677	66.77%
Acute Oral Toxicity (c)	III	0.4567	45.67%
Estrogen receptor binding	-	0.5335	53.35%
Androgen receptor binding	+	0.5485	54.85%
Thyroid receptor binding	+	0.5561	55.61%
Glucocorticoid receptor binding	+	0.6726	67.26%
Aromatase binding	-	0.7130	71.30%
PPAR gamma	+	0.6710	67.10%
Honey bee toxicity	-	0.8978	89.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5551	55.51%
Fish aquatic toxicity	+	0.9450	94.50%

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	98.66%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.97%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.69%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.37%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.34%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.17%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.90%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	81.82%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.80%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.68%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.15%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 93061779
• LOTUS: LTS0203047
• wikiData: Q77513485