4-Allyl-3-[3-(5-allyl-2-hydroxy-phenyl)-4-hydroxy-phenyl]-6-(4-allylphenoxy)-2-(hydroxymethyl)-2,3-dihydrobenzofuran-7-ol

Details

• Internal ID: ee4e19ce-fa2c-41c4-af40-39aee224236a
• Taxonomy: Organoheterocyclic compounds > Coumarans > 1-phenylcoumarans
• IUPAC Name: 3-[4-hydroxy-3-(2-hydroxy-5-prop-2-enylphenyl)phenyl]-2-(hydroxymethyl)-4-prop-2-enyl-6-(4-prop-2-enylphenoxy)-2,3-dihydro-1-benzofuran-7-ol
• SMILES (Canonical): C=CCC1=CC=C(C=C1)OC2=C(C3=C(C(C(O3)CO)C4=CC(=C(C=C4)O)C5=C(C=CC(=C5)CC=C)O)C(=C2)CC=C)O
• SMILES (Isomeric): C=CCC1=CC=C(C=C1)OC2=C(C3=C(C(C(O3)CO)C4=CC(=C(C=C4)O)C5=C(C=CC(=C5)CC=C)O)C(=C2)CC=C)O
• InChI: InChI=1S/C36H34O6/c1-4-7-22-10-14-26(15-11-22)41-31-20-24(9-6-3)34-33(32(21-37)42-36(34)35(31)40)25-13-17-30(39)28(19-25)27-18-23(8-5-2)12-16-29(27)38/h4-6,10-20,32-33,37-40H,1-3,7-9,21H2
• InChI Key: YGUKSKZCBFPXIC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₄O₆
• Molecular Weight: 562.60 g/mol
• Exact Mass: 562.23553880 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 7.33
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

• 4-allyl-3-[3-(5-allyl-2-hydroxy-phenyl)-4-hydroxy-phenyl]-6-(4-allylphenoxy)-2-(hydroxymethyl)-2,3-dihydrobenzofuran-7-ol
• 5-Allyl-5'-(4-allyl-6-(4-allylphenoxy)-7-hydroxy-2-(hydroxymethyl)-2,3-dihydro-1-benzofuran-3-yl)[1,1'-biphenyl]-2,2'-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	-	0.8745	87.45%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6218	62.18%
OATP2B1 inhibitior	-	0.5711	57.11%
OATP1B1 inhibitior	+	0.8023	80.23%
OATP1B3 inhibitior	+	0.8924	89.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8834	88.34%
P-glycoprotein inhibitior	+	0.8240	82.40%
P-glycoprotein substrate	-	0.7357	73.57%
CYP3A4 substrate	+	0.6188	61.88%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	+	0.4288	42.88%
CYP3A4 inhibition	-	0.6877	68.77%
CYP2C9 inhibition	+	0.6150	61.50%
CYP2C19 inhibition	+	0.6859	68.59%
CYP2D6 inhibition	-	0.8131	81.31%
CYP1A2 inhibition	+	0.6278	62.78%
CYP2C8 inhibition	+	0.7775	77.75%
CYP inhibitory promiscuity	+	0.9355	93.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9308	93.08%
Carcinogenicity (trinary)	Non-required	0.4845	48.45%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8863	88.63%
Skin irritation	-	0.7482	74.82%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8873	88.73%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6599	65.99%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7003	70.03%
Acute Oral Toxicity (c)	III	0.5395	53.95%
Estrogen receptor binding	+	0.7375	73.75%
Androgen receptor binding	+	0.7995	79.95%
Thyroid receptor binding	+	0.5441	54.41%
Glucocorticoid receptor binding	+	0.6439	64.39%
Aromatase binding	+	0.5829	58.29%
PPAR gamma	+	0.6974	69.74%
Honey bee toxicity	-	0.5714	57.14%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9685	96.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.30%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.96%	91.11%
CHEMBL3194	P02766	Transthyretin	94.65%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.82%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.73%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.07%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.02%	97.09%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	92.74%	97.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.98%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.53%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.68%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	88.31%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.05%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.35%	95.78%
CHEMBL2039	P27338	Monoamine oxidase B	87.26%	92.51%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.63%	83.57%
CHEMBL4530	P00488	Coagulation factor XIII	84.73%	96.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.97%	92.32%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.49%	92.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.88%	89.67%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.81%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.35%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.19%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.01%	90.24%
CHEMBL3401	O75469	Pregnane X receptor	81.13%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.10%	93.65%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.36%	93.40%

Plants that contains it

• Magnolia officinalis

Cross-Links

• PubChem: 495343
• NPASS: NPC280032
• LOTUS: LTS0032892
• wikiData: Q105348260