(2S)-2-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-enyl)-4-[(Z)-2-phenylethenyl]-2,3-dihydro-1-benzofuran-6-ol

Details

• Internal ID: 4ca02a99-ae26-44fa-a685-909f37db889a
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (2S)-2-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-enyl)-4-[(Z)-2-phenylethenyl]-2,3-dihydro-1-benzofuran-6-ol
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1O)OC(C2)C(C)(C)O)C=CC3=CC=CC=C3)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C=C1O)O[C@@H](C2)C(C)(C)O)/C=C\C3=CC=CC=C3)C
• InChI: InChI=1S/C24H28O3/c1-16(2)10-12-19-18(13-11-17-8-6-5-7-9-17)20-14-23(24(3,4)26)27-22(20)15-21(19)25/h5-11,13,15,23,25-26H,12,14H2,1-4H3/b13-11-/t23-/m0/s1
• InChI Key: FSSUIGNVZSBFPI-BLSBEMRDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₃
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.20384475 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.15
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6476	64.76%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7353	73.53%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9650	96.50%
P-glycoprotein inhibitior	+	0.7477	74.77%
P-glycoprotein substrate	-	0.7285	72.85%
CYP3A4 substrate	+	0.5217	52.17%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	+	0.3517	35.17%
CYP3A4 inhibition	-	0.8865	88.65%
CYP2C9 inhibition	+	0.6178	61.78%
CYP2C19 inhibition	+	0.7582	75.82%
CYP2D6 inhibition	-	0.8457	84.57%
CYP1A2 inhibition	+	0.6329	63.29%
CYP2C8 inhibition	+	0.6970	69.70%
CYP inhibitory promiscuity	+	0.9011	90.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5227	52.27%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8422	84.22%
Skin irritation	-	0.7454	74.54%
Skin corrosion	-	0.9106	91.06%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8143	81.43%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.5940	59.40%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8448	84.48%
Acute Oral Toxicity (c)	III	0.5268	52.68%
Estrogen receptor binding	+	0.8936	89.36%
Androgen receptor binding	+	0.7727	77.27%
Thyroid receptor binding	+	0.7453	74.53%
Glucocorticoid receptor binding	+	0.7372	73.72%
Aromatase binding	+	0.7716	77.16%
PPAR gamma	+	0.9025	90.25%
Honey bee toxicity	-	0.8907	89.07%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	99.44%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.79%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	95.20%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	95.11%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.93%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.31%	96.00%
CHEMBL2581	P07339	Cathepsin D	92.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.14%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.66%	92.68%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.33%	85.14%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.48%	96.37%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.26%	100.00%

Plants that contains it

• Lonchocarpus chiricanus

Cross-Links

• PubChem: 162912381
• LOTUS: LTS0012055
• wikiData: Q105000853