4-[7-hydroxy-3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran-4-yl]-3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran-7-ol

Details

• Internal ID: 8d528ebe-0acb-4f97-955f-3af767c63c1e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenols
• IUPAC Name: 4-[7-hydroxy-3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran-4-yl]-3,5-dimethyl-6-[(E)-pent-3-enyl]-1-benzofuran-7-ol
• SMILES (Canonical): CC=CCCC1=C(C(=C2C(=COC2=C1O)C)C3=C4C(=COC4=C(C(=C3C)CCC=CC)O)C)C
• SMILES (Isomeric): C/C=C/CCC1=C(C(=C2C(=C1O)OC=C2C)C3=C4C(=C(C(=C3C)CC/C=C/C)O)OC=C4C)C
• InChI: InChI=1S/C30H34O4/c1-7-9-11-13-21-19(5)25(23-17(3)15-33-29(23)27(21)31)26-20(6)22(14-12-10-8-2)28(32)30-24(26)18(4)16-34-30/h7-10,15-16,31-32H,11-14H2,1-6H3/b9-7+,10-8+
• InChI Key: SDUWIOYLRQJRAG-FIFLTTCUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₄
• Molecular Weight: 458.60 g/mol
• Exact Mass: 458.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.70 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 8.51
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9832	98.32%
Caco-2	-	0.5407	54.07%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7718	77.18%
OATP2B1 inhibitior	+	0.5730	57.30%
OATP1B1 inhibitior	-	0.4005	40.05%
OATP1B3 inhibitior	+	0.8598	85.98%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9786	97.86%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	-	0.8956	89.56%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	+	0.3466	34.66%
CYP3A4 inhibition	-	0.6417	64.17%
CYP2C9 inhibition	+	0.7363	73.63%
CYP2C19 inhibition	+	0.6481	64.81%
CYP2D6 inhibition	-	0.8041	80.41%
CYP1A2 inhibition	+	0.7951	79.51%
CYP2C8 inhibition	+	0.5715	57.15%
CYP inhibitory promiscuity	+	0.9195	91.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Danger	0.5132	51.32%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.7846	78.46%
Skin irritation	-	0.7142	71.42%
Skin corrosion	-	0.9066	90.66%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8980	89.80%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7933	79.33%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9125	91.25%
Acute Oral Toxicity (c)	III	0.5290	52.90%
Estrogen receptor binding	+	0.7801	78.01%
Androgen receptor binding	+	0.6734	67.34%
Thyroid receptor binding	+	0.6002	60.02%
Glucocorticoid receptor binding	+	0.7467	74.67%
Aromatase binding	+	0.6148	61.48%
PPAR gamma	+	0.7934	79.34%
Honey bee toxicity	-	0.9447	94.47%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9903	99.03%

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	96.55%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.46%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.64%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.47%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.83%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.89%	89.34%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.80%	93.10%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.09%	90.24%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.90%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.57%	95.56%

Plants that contains it

• Ligularia virgaurea

Cross-Links

• PubChem: 15409207
• LOTUS: LTS0273923
• wikiData: Q105250878