Erystagallin A

Details

• Internal ID: 93abb5a2-7e20-4a5c-9e94-ae1655d026e9
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (6aS,11aS)-9-methoxy-2,10-bis(3-methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromene-3,6a-diol
• SMILES (Canonical): CC(=CCC1=CC2=C(C=C1O)OCC3(C2OC4=C3C=CC(=C4CC=C(C)C)OC)O)C
• SMILES (Isomeric): CC(=CCC1=CC2=C(C=C1O)OC[C@@]3([C@H]2OC4=C3C=CC(=C4CC=C(C)C)OC)O)C
• InChI: InChI=1S/C26H30O5/c1-15(2)6-8-17-12-19-23(13-21(17)27)30-14-26(28)20-10-11-22(29-5)18(9-7-16(3)4)24(20)31-25(19)26/h6-7,10-13,25,27-28H,8-9,14H2,1-5H3/t25-,26+/m0/s1
• InChI Key: OOAXWUFECWLVEQ-IZZNHLLZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₅
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.20932405 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL1088462
• D0P5MJ
• SCHEMBL22704748
• BDBM50311586

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.6892	68.92%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6842	68.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.9208	92.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9661	96.61%
P-glycoprotein inhibitior	+	0.8650	86.50%
P-glycoprotein substrate	-	0.5111	51.11%
CYP3A4 substrate	+	0.6122	61.22%
CYP2C9 substrate	-	0.5853	58.53%
CYP2D6 substrate	+	0.4318	43.18%
CYP3A4 inhibition	-	0.7118	71.18%
CYP2C9 inhibition	-	0.6040	60.40%
CYP2C19 inhibition	+	0.5311	53.11%
CYP2D6 inhibition	-	0.7802	78.02%
CYP1A2 inhibition	+	0.6838	68.38%
CYP2C8 inhibition	+	0.5652	56.52%
CYP inhibitory promiscuity	+	0.5799	57.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8152	81.52%
Skin irritation	-	0.7807	78.07%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5236	52.36%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7264	72.64%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6462	64.62%
Acute Oral Toxicity (c)	III	0.4994	49.94%
Estrogen receptor binding	+	0.9332	93.32%
Androgen receptor binding	+	0.6949	69.49%
Thyroid receptor binding	+	0.7491	74.91%
Glucocorticoid receptor binding	+	0.8427	84.27%
Aromatase binding	+	0.7471	74.71%
PPAR gamma	+	0.8469	84.69%
Honey bee toxicity	-	0.7943	79.43%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9414	94.14%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	20800 nM	IC50	PMID: 19836230

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.75%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.49%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.09%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.65%	95.89%
CHEMBL2535	P11166	Glucose transporter	90.42%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.29%	89.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.67%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.36%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.13%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.56%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.11%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.89%	94.00%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	85.70%	97.88%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.38%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.29%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.23%	89.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.22%	94.80%
CHEMBL1951	P21397	Monoamine oxidase A	82.04%	91.49%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.71%	97.28%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.52%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.27%	99.17%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.25%	85.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.31%	92.94%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.04%	100.00%

Plants that contains it

• Erythrina abyssinica
• Erythrina abyssinica
• Erythrina crista-galli
• Erythrina poeppigiana
• Erythrina suberosa
• Erythrina subumbrans
• Erythrina variegata
• Erythrina zeyheri

Cross-Links

• PubChem: 10410005
• NPASS: NPC117048
• ChEMBL: CHEMBL1088462
• LOTUS: LTS0139009
• wikiData: Q104401287