3'-Methoxyglabradin

Details

• Internal ID: da3cad2e-fe21-4939-ab80-fde07828b6e1
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 4-[(3R)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]-2-methoxybenzene-1,3-diol
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2OCC(C3)C4=C(C(=C(C=C4)O)OC)O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2OC[C@H](C3)C4=C(C(=C(C=C4)O)OC)O)C
• InChI: InChI=1S/C21H22O5/c1-21(2)9-8-15-17(26-21)7-4-12-10-13(11-25-19(12)15)14-5-6-16(22)20(24-3)18(14)23/h4-9,13,22-23H,10-11H2,1-3H3/t13-/m0/s1
• InChI Key: SBQBKTSYEKPBJF-ZDUSSCGKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₅
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.14672380 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• UNII-39OP7EL0PK
• 39OP7EL0PK
• 74046-05-2
• 1,3-Benzenediol, 4-((3R)-3,4-dihydro-8,8-dimethyl-2H,8H-benzo(1,2-b:3,4-b')dipyran-3-yl)-2-methoxy-
• 3'-Methoxyglabridin
• CHEMBL463948
• DTXSID301115970
• Q27256920
• 4-[(3R)-3,4-Dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-3-yl]-2-methoxy-1,3-benzenediol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8976	89.76%
Caco-2	+	0.8593	85.93%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6998	69.98%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8928	89.28%
OATP1B3 inhibitior	+	0.9626	96.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5828	58.28%
P-glycoprotein inhibitior	-	0.5582	55.82%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	+	0.3827	38.27%
CYP3A4 inhibition	-	0.5360	53.60%
CYP2C9 inhibition	+	0.5212	52.12%
CYP2C19 inhibition	+	0.7611	76.11%
CYP2D6 inhibition	-	0.6689	66.89%
CYP1A2 inhibition	+	0.5423	54.23%
CYP2C8 inhibition	+	0.5943	59.43%
CYP inhibitory promiscuity	+	0.7899	78.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.6904	69.04%
Skin irritation	-	0.8129	81.29%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4254	42.54%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8597	85.97%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7952	79.52%
Acute Oral Toxicity (c)	III	0.5695	56.95%
Estrogen receptor binding	+	0.9201	92.01%
Androgen receptor binding	+	0.6139	61.39%
Thyroid receptor binding	+	0.7126	71.26%
Glucocorticoid receptor binding	+	0.7226	72.26%
Aromatase binding	+	0.5703	57.03%
PPAR gamma	+	0.7866	78.66%
Honey bee toxicity	-	0.8045	80.45%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9569	95.69%

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	99.43%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.34%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.98%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.75%	95.89%
CHEMBL2581	P07339	Cathepsin D	90.32%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.42%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.89%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.17%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.02%	93.40%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.97%	93.56%
CHEMBL1951	P21397	Monoamine oxidase A	85.47%	91.49%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.03%	92.88%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.61%	82.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.80%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.63%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.51%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.29%	89.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.19%	80.96%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.71%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.71%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.65%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.64%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.63%	99.23%

Plants that contains it

• Glycyrrhiza
• Glycyrrhiza glabra
• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 15228663
• NPASS: NPC59841
• LOTUS: LTS0135577
• wikiData: Q27256920