1-[2,4-Dihydroxy-3-(3-hydroxy-3-methylbutyl)phenyl]-17-[2-(2,4-dihydroxyphenyl)ethenyl]-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,11,14,16,18-heptaene-5,15-diol

Details

• Internal ID: b8832539-62a4-4af7-a176-4dea24b1c817
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 3-prenylated flavans
• IUPAC Name: 1-[2,4-dihydroxy-3-(3-hydroxy-3-methylbutyl)phenyl]-17-[2-(2,4-dihydroxyphenyl)ethenyl]-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,11,14,16,18-heptaene-5,15-diol
• SMILES (Canonical): CC1=CC2C3C(C1)C4=C(C=C(C=C4)O)OC3(OC5=CC(=CC(=C25)O)C=CC6=C(C=C(C=C6)O)O)C7=C(C(=C(C=C7)O)CCC(C)(C)O)O
• SMILES (Isomeric): CC1=CC2C3C(C1)C4=C(C=C(C=C4)O)OC3(OC5=CC(=CC(=C25)O)C=CC6=C(C=C(C=C6)O)O)C7=C(C(=C(C=C7)O)CCC(C)(C)O)O
• InChI: InChI=1S/C39H38O9/c1-20-14-27-25-9-8-24(41)19-33(25)47-39(29-10-11-30(42)26(37(29)45)12-13-38(2,3)46)36(27)28(15-20)35-32(44)16-21(17-34(35)48-39)4-5-22-6-7-23(40)18-31(22)43/h4-11,15-19,27-28,36,40-46H,12-14H2,1-3H3
• InChI Key: QAJFPEYQEDURAN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₈O₉
• Molecular Weight: 650.70 g/mol
• Exact Mass: 650.25158279 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 7.27
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9629	96.29%
Caco-2	-	0.8434	84.34%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6534	65.34%
OATP2B1 inhibitior	-	0.5691	56.91%
OATP1B1 inhibitior	+	0.7786	77.86%
OATP1B3 inhibitior	+	0.8860	88.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9850	98.50%
P-glycoprotein inhibitior	+	0.8213	82.13%
P-glycoprotein substrate	+	0.7023	70.23%
CYP3A4 substrate	+	0.7061	70.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7660	76.60%
CYP3A4 inhibition	-	0.7669	76.69%
CYP2C9 inhibition	-	0.6369	63.69%
CYP2C19 inhibition	-	0.6498	64.98%
CYP2D6 inhibition	-	0.8662	86.62%
CYP1A2 inhibition	-	0.7564	75.64%
CYP2C8 inhibition	+	0.8863	88.63%
CYP inhibitory promiscuity	+	0.5154	51.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5923	59.23%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.7220	72.20%
Skin corrosion	-	0.9123	91.23%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9564	95.64%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7883	78.83%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8811	88.11%
Acute Oral Toxicity (c)	I	0.4185	41.85%
Estrogen receptor binding	+	0.8541	85.41%
Androgen receptor binding	+	0.8064	80.64%
Thyroid receptor binding	+	0.6453	64.53%
Glucocorticoid receptor binding	+	0.7969	79.69%
Aromatase binding	+	0.6113	61.13%
PPAR gamma	+	0.8008	80.08%
Honey bee toxicity	-	0.7482	74.82%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	99.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.34%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.09%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.23%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	93.82%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.76%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.41%	85.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.56%	96.09%
CHEMBL236	P41143	Delta opioid receptor	92.53%	99.35%
CHEMBL3401	O75469	Pregnane X receptor	91.21%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.33%	89.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.97%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.51%	95.89%
CHEMBL233	P35372	Mu opioid receptor	89.47%	97.93%
CHEMBL3194	P02766	Transthyretin	86.18%	90.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.74%	89.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.73%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.30%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.36%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.30%	93.99%
CHEMBL4208	P20618	Proteasome component C5	83.16%	90.00%
CHEMBL4581	P52732	Kinesin-like protein 1	83.05%	93.18%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.59%	97.25%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.36%	96.39%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.29%	93.40%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.97%	92.68%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.91%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.59%	90.24%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.52%	95.58%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.39%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.33%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.24%	92.94%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.05%	98.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.79%	95.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.44%	85.14%

Plants that contains it

• Sorocea guilleminiana

Cross-Links

• PubChem: 73079438
• LOTUS: LTS0164558
• wikiData: Q105217460