3R,4S-3,8-dimethoxy-3-methylisochromane-4,6-diol

Details

• Internal ID: acdc24ba-df76-4317-85d6-58a5f2612595
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R,4S)-3,8-dimethoxy-3-methyl-1,4-dihydroisochromene-4,6-diol
• InChI: InChI=1S/C12H16O5/c1-12(16-3)11(14)8-4-7(13)5-10(15-2)9(8)6-17-12/h4-5,11,13-14H,6H2,1-3H3/t11-,12+/m0/s1
• InChI Key: DVWCYZHVDRYKEG-NWDGAFQWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (3R,4S)-3,8-dimethoxy-3-methyl-1,4-dihydroisochromene-4,6-diol
• RefChem:95838
• CHEBI:216527

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8015	80.15%
Caco-2	+	0.6929	69.29%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9223	92.23%
P-glycoprotein inhibitior	-	0.9505	95.05%
P-glycoprotein substrate	-	0.7881	78.81%
CYP3A4 substrate	+	0.5820	58.20%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	+	0.3542	35.42%
CYP3A4 inhibition	-	0.8954	89.54%
CYP2C9 inhibition	-	0.7541	75.41%
CYP2C19 inhibition	-	0.6899	68.99%
CYP2D6 inhibition	-	0.8392	83.92%
CYP1A2 inhibition	+	0.7437	74.37%
CYP2C8 inhibition	+	0.6009	60.09%
CYP inhibitory promiscuity	-	0.5956	59.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6473	64.73%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9221	92.21%
Skin irritation	-	0.7416	74.16%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4461	44.61%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5343	53.43%
skin sensitisation	-	0.8905	89.05%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6297	62.97%
Acute Oral Toxicity (c)	III	0.5468	54.68%
Estrogen receptor binding	+	0.6708	67.08%
Androgen receptor binding	-	0.6289	62.89%
Thyroid receptor binding	+	0.5912	59.12%
Glucocorticoid receptor binding	+	0.5701	57.01%
Aromatase binding	-	0.7427	74.27%
PPAR gamma	+	0.6645	66.45%
Honey bee toxicity	-	0.8329	83.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.8779	87.79%

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	98.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.58%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.77%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.35%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.28%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.43%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.03%	99.17%
CHEMBL2535	P11166	Glucose transporter	84.68%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.18%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.57%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.93%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.26%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.61%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.32%	97.14%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 146684159
• LOTUS: LTS0267306
• wikiData: Q105134584