Erythrabyssin II

Details

• Internal ID: c19b1117-7ca4-48c4-8366-2d52ef1feff6
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
• SMILES (Canonical): CC(=CCC1=CC2=C(C=C1O)OCC3C2OC4=C3C=CC(=C4CC=C(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=CC2=C(C=C1O)OCC3C2OC4=C3C=CC(=C4CC=C(C)C)O)C
• InChI: InChI=1S/C25H28O4/c1-14(2)5-7-16-11-19-23(12-22(16)27)28-13-20-17-9-10-21(26)18(8-6-15(3)4)24(17)29-25(19)20/h5-6,9-12,20,25-27H,7-8,13H2,1-4H3
• InChI Key: LDKAMVCGTURXMH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₄
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.19875937 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.72
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 77263-06-0
• 2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
• 3,9-Dihydroxy-2,10-diprenylpterocarpan
• CHEBI:175138
• LMPK12070019
• (6aR,11aR)-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
• 2-(3-bromo-1,2-thiazol-4-yl)propanal
• XE161737
• 2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzouro[3,2-c]chromene-3,9-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.6927	69.27%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8185	81.85%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9574	95.74%
P-glycoprotein inhibitior	+	0.8460	84.60%
P-glycoprotein substrate	-	0.7092	70.92%
CYP3A4 substrate	+	0.5224	52.24%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	+	0.4888	48.88%
CYP3A4 inhibition	-	0.6349	63.49%
CYP2C9 inhibition	+	0.8629	86.29%
CYP2C19 inhibition	+	0.8767	87.67%
CYP2D6 inhibition	-	0.6895	68.95%
CYP1A2 inhibition	+	0.9182	91.82%
CYP2C8 inhibition	+	0.4797	47.97%
CYP inhibitory promiscuity	+	0.9006	90.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6530	65.30%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.6804	68.04%
Skin irritation	-	0.7680	76.80%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3906	39.06%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7018	70.18%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6531	65.31%
Acute Oral Toxicity (c)	III	0.6132	61.32%
Estrogen receptor binding	+	0.9187	91.87%
Androgen receptor binding	+	0.7300	73.00%
Thyroid receptor binding	+	0.6992	69.92%
Glucocorticoid receptor binding	+	0.7801	78.01%
Aromatase binding	+	0.5632	56.32%
PPAR gamma	+	0.8688	86.88%
Honey bee toxicity	-	0.8686	86.86%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9913	99.13%

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	99.52%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.46%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.08%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.60%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.96%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.40%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.01%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.56%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.90%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	86.54%	95.93%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.24%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.20%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.28%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.01%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.51%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.95%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.44%	92.62%

Plants that contains it

• Erythrina abyssinica
• Erythrina burttii
• Erythrina crista-galli
• Erythrina sigmoidea
• Erythrina suberosa
• Erythrina subumbrans
• Erythrina variegata
• Erythrina zeyheri
• Lespedeza bicolor
• Lespedeza cyrtobotrya
• Phaseolus lunatus
• Sophora prostrata

Cross-Links

• PubChem: 5086400
• LOTUS: LTS0000214
• wikiData: Q105150261