Erianin

Details

• Internal ID: d6c21854-e9e0-4bf9-ada0-5ea7025f6315
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)ethyl]phenol
• SMILES (Canonical): COC1=C(C=C(C=C1)CCC2=CC(=C(C(=C2)OC)OC)OC)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)CCC2=CC(=C(C(=C2)OC)OC)OC)O
• InChI: InChI=1S/C18H22O5/c1-20-15-8-7-12(9-14(15)19)5-6-13-10-16(21-2)18(23-4)17(11-13)22-3/h7-11,19H,5-6H2,1-4H3
• InChI Key: UXDFUVFNIAJEGM-UHFFFAOYSA-N
• Popularity: 69 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14672380 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• 95041-90-0
• 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)ethyl]phenol
• 2-methoxy-5-(3,4,5-trimethoxyphenethyl)phenol
• Phenol, 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)ethyl]-
• CHEMBL10557
• 2-Methoxy-5-[2-(3,4,5-trimethoxy-phenyl)-ethyl]-phenol
• NSC613744
• Dendrobium chrysotoxum
• SCHEMBL1535646
• DTXSID40326751
• UXDFUVFNIAJEGM-UHFFFAOYSA-N
• B817373-K388, same as
• BCP07974
• EX-A7098
• HY-N0517
• BDBM50005478
• MFCD06795132
• s9137
• AKOS025401669
• CCG-267683
• NSC-613744
• AC-24234
• AS-78334
• 3'-Hydroxy-3,4,4',5-tetramethoxybibenzyl
• CS-0009056
• FT-0686606
• B817373-K346
• 5-(3,4,5-trimethoxyphenethyl)-2-methoxyphenol
• A851725
• Q-100898
• 7BA

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9567	95.67%
Caco-2	+	0.8854	88.54%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8895	88.95%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.9386	93.86%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6523	65.23%
P-glycoprotein inhibitior	-	0.6643	66.43%
P-glycoprotein substrate	-	0.7878	78.78%
CYP3A4 substrate	-	0.5324	53.24%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.7644	76.44%
CYP2C9 inhibition	-	0.7355	73.55%
CYP2C19 inhibition	+	0.8275	82.75%
CYP2D6 inhibition	-	0.8050	80.50%
CYP1A2 inhibition	+	0.7079	70.79%
CYP2C8 inhibition	+	0.8867	88.67%
CYP inhibitory promiscuity	+	0.6676	66.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7043	70.43%
Carcinogenicity (trinary)	Non-required	0.6461	64.61%
Eye corrosion	-	0.9593	95.93%
Eye irritation	+	0.5280	52.80%
Skin irritation	-	0.7620	76.20%
Skin corrosion	-	0.9343	93.43%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8045	80.45%
Micronuclear	-	0.7267	72.67%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.8016	80.16%
Acute Oral Toxicity (c)	III	0.6561	65.61%
Estrogen receptor binding	+	0.8011	80.11%
Androgen receptor binding	-	0.5656	56.56%
Thyroid receptor binding	+	0.7549	75.49%
Glucocorticoid receptor binding	+	0.5765	57.65%
Aromatase binding	-	0.5202	52.02%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8843	88.43%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5851	58.51%
Fish aquatic toxicity	+	0.9114	91.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	91.31%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.97%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.90%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.10%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.10%	98.95%
CHEMBL2535	P11166	Glucose transporter	88.03%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.00%	94.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.99%	92.68%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.13%	96.09%
CHEMBL4208	P20618	Proteasome component C5	85.35%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.96%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.96%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.95%	96.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.49%	90.24%

Plants that contains it

• Dendrobium chrysanthum
• Dendrobium chrysotoxum
• Dendrobium fimbriatum
• Dendrobium loddigesii
• Dendrobium moniliforme
• Dendrobium nobile
• Dendrobium thyrsiflorum

Cross-Links

• PubChem: 356759
• NPASS: NPC298757
• ChEMBL: CHEMBL10557
• LOTUS: LTS0209390
• wikiData: Q72486357