Glyurallin A

Details

• Internal ID: 1100e11a-9a70-48f1-a855-7b8a02259266
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 1-methoxy-2-(3-methylbut-2-enyl)-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
• InChI: InChI=1S/C21H20O5/c1-11(2)4-6-14-16(23)9-18-19(20(14)24-3)21-15(10-25-18)13-7-5-12(22)8-17(13)26-21/h4-5,7-9,22-23H,6,10H2,1-3H3
• InChI Key: AEAIWNGAMDGGNB-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₅
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.10 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.92
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 199331-36-7
• Glyurallin-a
• X25VV8RRP9
• 1-methoxy-2-(3-methylbut-2-enyl)-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
• 3,9-Dihydroxy-1-methoxy-2-prenylpterocarpene
• 1-Methoxy-2-(3-methylbut-2-enyl)-6H-(1)benzofuro(3,2-C)chromene-3,9-diol
• 1-Methoxy-2-(3-methyl-2-buten-1-yl)-6H-benzofuro(3,2-C)(1)benzopyran-3,9-diol
• 6H-Benzofuro(3,2-C)(1)benzopyran-3,9-diol, 1-methoxy-2-(3-methyl-2-buten-1-yl)-
• 3-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,11,13,15-heptaene-5,14-diol
• 3-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo(8.7.0.0^(2,7).0^(11,16))heptadeca-1(10),2,4,6,11,13,15-heptaene-5,14-diol
• RefChem:144053
• UNII-X25VV8RRP9
• 213130-81-5
• CHEMBL4638414
• Arizonicanol E
• orb1682482
• SCHEMBL5614046
• CHEBI:175509
• HY-N8947
• ZHA33136
• BDBM50539741
• AKOS040761792
• CS-0149422
• 3,10-Dihydroxy-9-methoxy-8-(1,1-dimethyl-2-propenyl)pterocarpan
• 1-methoxy-2-(3-methylbut-2-enyl)-6H-[1]benzouro[3,2-c]chromene-3,9-diol
• 1-Methoxy-2-(3-methylbut-2-en-1-yl)-6H-benzofuro[3,2-c]chromene-3,9-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.6623	66.23%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7839	78.39%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9283	92.83%
P-glycoprotein inhibitior	+	0.6520	65.20%
P-glycoprotein substrate	+	0.5585	55.85%
CYP3A4 substrate	+	0.5785	57.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4182	41.82%
CYP3A4 inhibition	-	0.5207	52.07%
CYP2C9 inhibition	+	0.8028	80.28%
CYP2C19 inhibition	+	0.8660	86.60%
CYP2D6 inhibition	-	0.5857	58.57%
CYP1A2 inhibition	+	0.8968	89.68%
CYP2C8 inhibition	+	0.7219	72.19%
CYP inhibitory promiscuity	+	0.9134	91.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.4895	48.95%
Skin irritation	-	0.8083	80.83%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3764	37.64%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7483	74.83%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8734	87.34%
Acute Oral Toxicity (c)	III	0.6258	62.58%
Estrogen receptor binding	+	0.9494	94.94%
Androgen receptor binding	+	0.8753	87.53%
Thyroid receptor binding	+	0.6578	65.78%
Glucocorticoid receptor binding	+	0.9235	92.35%
Aromatase binding	+	0.6294	62.94%
PPAR gamma	+	0.9190	91.90%
Honey bee toxicity	-	0.8381	83.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9850	98.50%

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	99.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.90%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.84%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.74%	96.95%
CHEMBL242	Q92731	Estrogen receptor beta	89.39%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.01%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.39%	94.00%
CHEMBL2535	P11166	Glucose transporter	87.39%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	86.91%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	85.76%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.54%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.88%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.68%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.66%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.95%	90.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.93%	98.11%
CHEMBL3194	P02766	Transthyretin	82.84%	90.71%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.94%	92.68%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.63%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.03%	93.99%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis
• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 15818598
• NPASS: NPC299741
• LOTUS: LTS0139130
• wikiData: Q104909922