Erythribyssin H

Details

• Internal ID: 894278aa-9699-4353-9b75-c669dba8ac28
• Taxonomy: Organoheterocyclic compounds > Coumarans > 1-phenylcoumarans
• IUPAC Name: (3R)-3-(4-hydroxy-2,5-dimethoxyphenyl)-2,3-dihydro-1-benzofuran-6-ol
• SMILES (Canonical): COC1=CC(=C(C=C1C2COC3=C2C=CC(=C3)O)OC)O
• SMILES (Isomeric): COC1=CC(=C(C=C1[C@@H]2COC3=C2C=CC(=C3)O)OC)O
• InChI: InChI=1S/C16H16O5/c1-19-14-7-13(18)16(20-2)6-11(14)12-8-21-15-5-9(17)3-4-10(12)15/h3-7,12,17-18H,8H2,1-2H3/t12-/m1/s1
• InChI Key: UVEJZNPFUVMWRY-GFCCVEGCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• RefChem:137742
• (3R)-3-(4-hydroxy-2,5-dimethoxyphenyl)-2,3-dihydro-1-benzofuran-6-ol
• CHEMBL1096947

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.8237	82.37%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8038	80.38%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9242	92.42%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4844	48.44%
P-glycoprotein inhibitior	-	0.9096	90.96%
P-glycoprotein substrate	-	0.6899	68.99%
CYP3A4 substrate	+	0.5217	52.17%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	-	0.6044	60.44%
CYP2C9 inhibition	+	0.9450	94.50%
CYP2C19 inhibition	+	0.8906	89.06%
CYP2D6 inhibition	-	0.6467	64.67%
CYP1A2 inhibition	+	0.8328	83.28%
CYP2C8 inhibition	+	0.6145	61.45%
CYP inhibitory promiscuity	+	0.9299	92.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9108	91.08%
Carcinogenicity (trinary)	Non-required	0.4497	44.97%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.7775	77.75%
Skin irritation	-	0.7820	78.20%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6435	64.35%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8296	82.96%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7620	76.20%
Acute Oral Toxicity (c)	III	0.6979	69.79%
Estrogen receptor binding	+	0.6934	69.34%
Androgen receptor binding	+	0.5959	59.59%
Thyroid receptor binding	+	0.7852	78.52%
Glucocorticoid receptor binding	+	0.8257	82.57%
Aromatase binding	+	0.6053	60.53%
PPAR gamma	+	0.5427	54.27%
Honey bee toxicity	-	0.8545	85.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	+	0.9295	92.95%

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	98.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.91%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.74%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.70%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.85%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.67%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.21%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.54%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.27%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.82%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.77%	92.94%
CHEMBL3194	P02766	Transthyretin	85.70%	90.71%
CHEMBL2535	P11166	Glucose transporter	84.64%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.29%	82.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.71%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.40%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.87%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.58%	99.15%
CHEMBL3438	Q05513	Protein kinase C zeta	82.40%	88.48%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.35%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.17%	100.00%

Plants that contains it

• Erythrina abyssinica

Cross-Links

• PubChem: 46210587
• NPASS: NPC119853