3,3',4,5'-Tetrahydroxy-4',5-diprenylbibenzyl

Details

• Internal ID: 2882af2e-298d-4088-96a4-9ef8c5776ea1
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-[3,5-dihydroxy-4-(3-methylbut-2-enyl)phenyl]ethyl]-3-(3-methylbut-2-enyl)benzene-1,2-diol
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)CCC2=CC(=C(C(=C2)O)CC=C(C)C)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)CCC2=CC(=C(C(=C2)O)CC=C(C)C)O)O)O)C
• InChI: InChI=1S/C24H30O4/c1-15(2)5-9-19-11-17(14-23(27)24(19)28)7-8-18-12-21(25)20(22(26)13-18)10-6-16(3)4/h5-6,11-14,25-28H,7-10H2,1-4H3
• InChI Key: JRPUARBDPKCBGO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₄
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.21440943 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.31
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• 3,3',4,5'-tetrahydroxy-4',5-diprenylbibenzyl
• alpha,beta-Dihydro-3,5,3',4'-tetrahydroxy-4,5'-diisopentenylstilbene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9574	95.74%
Caco-2	-	0.5483	54.83%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7671	76.71%
OATP2B1 inhibitior	-	0.5625	56.25%
OATP1B1 inhibitior	+	0.8414	84.14%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9382	93.82%
P-glycoprotein inhibitior	-	0.4347	43.47%
P-glycoprotein substrate	-	0.8686	86.86%
CYP3A4 substrate	-	0.5910	59.10%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	+	0.3482	34.82%
CYP3A4 inhibition	-	0.7036	70.36%
CYP2C9 inhibition	+	0.7651	76.51%
CYP2C19 inhibition	+	0.6359	63.59%
CYP2D6 inhibition	-	0.7274	72.74%
CYP1A2 inhibition	+	0.7200	72.00%
CYP2C8 inhibition	-	0.6907	69.07%
CYP inhibitory promiscuity	+	0.7022	70.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8323	83.23%
Carcinogenicity (trinary)	Non-required	0.7434	74.34%
Eye corrosion	-	0.9862	98.62%
Eye irritation	+	0.6031	60.31%
Skin irritation	-	0.7563	75.63%
Skin corrosion	-	0.8172	81.72%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8707	87.07%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	+	0.4726	47.26%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8078	80.78%
Acute Oral Toxicity (c)	III	0.6606	66.06%
Estrogen receptor binding	+	0.9218	92.18%
Androgen receptor binding	+	0.7288	72.88%
Thyroid receptor binding	+	0.7493	74.93%
Glucocorticoid receptor binding	+	0.7400	74.00%
Aromatase binding	+	0.8386	83.86%
PPAR gamma	+	0.9027	90.27%
Honey bee toxicity	-	0.9074	90.74%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.88%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.69%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.73%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.83%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.36%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.97%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.14%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	83.84%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.70%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.56%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.81%	89.34%
CHEMBL4208	P20618	Proteasome component C5	80.98%	90.00%
CHEMBL3194	P02766	Transthyretin	80.85%	90.71%

Plants that contains it

• Glycyrrhiza glabra

Cross-Links

• PubChem: 10362492
• NPASS: NPC191866