1-[2,4-Dihydroxy-3-(3-methylbut-2-enyl)phenyl]-17-(6-hydroxy-1-benzofuran-2-yl)-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: f3bed22d-aabe-4219-a185-18ca5272888b
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-17-(6-hydroxy-1-benzofuran-2-yl)-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)C6=CC7=C(O6)C=C(C=C7)O)C8=C(C(=C(C=C8)O)CC=C(C)C)O
• SMILES (Isomeric): CC1=CC2C3C(C1)C4=C(C=C(C=C4)O)OC3(OC5=CC(=CC(=C25)O)C6=CC7=C(O6)C=C(C=C7)O)C8=C(C(=C(C=C8)O)CC=C(C)C)O
• InChI: InChI=1S/C39H34O8/c1-19(2)4-8-26-30(42)11-10-29(38(26)44)39-37-27(25-9-7-24(41)18-34(25)46-39)12-20(3)13-28(37)36-31(43)14-22(16-35(36)47-39)32-15-21-5-6-23(40)17-33(21)45-32/h4-7,9-11,13-18,27-28,37,40-44H,8,12H2,1-3H3
• InChI Key: SCNZCLDHJJSZBK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₄O₈
• Molecular Weight: 630.70 g/mol
• Exact Mass: 630.22536804 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 8.61
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9754	97.54%
Caco-2	-	0.8535	85.35%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6485	64.85%
OATP2B1 inhibitior	-	0.5674	56.74%
OATP1B1 inhibitior	+	0.7970	79.70%
OATP1B3 inhibitior	+	0.8528	85.28%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9725	97.25%
P-glycoprotein inhibitior	+	0.8297	82.97%
P-glycoprotein substrate	+	0.7574	75.74%
CYP3A4 substrate	+	0.7057	70.57%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.7118	71.18%
CYP3A4 inhibition	-	0.5551	55.51%
CYP2C9 inhibition	+	0.8197	81.97%
CYP2C19 inhibition	+	0.7111	71.11%
CYP2D6 inhibition	-	0.8431	84.31%
CYP1A2 inhibition	-	0.5154	51.54%
CYP2C8 inhibition	+	0.8730	87.30%
CYP inhibitory promiscuity	+	0.8818	88.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4887	48.87%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8851	88.51%
Skin irritation	-	0.7344	73.44%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9163	91.63%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6583	65.83%
skin sensitisation	-	0.7610	76.10%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8885	88.85%
Acute Oral Toxicity (c)	III	0.4294	42.94%
Estrogen receptor binding	+	0.8935	89.35%
Androgen receptor binding	+	0.8179	81.79%
Thyroid receptor binding	+	0.6729	67.29%
Glucocorticoid receptor binding	+	0.8307	83.07%
Aromatase binding	+	0.5948	59.48%
PPAR gamma	+	0.7976	79.76%
Honey bee toxicity	-	0.7498	74.98%
Biodegradation	-	1.0000	100.00%
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	99.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.94%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.26%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.63%	99.15%
CHEMBL3038469	P24941	CDK2/Cyclin A	92.50%	91.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.46%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.38%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.46%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.11%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.77%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.76%	96.95%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	87.63%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	86.63%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.55%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.44%	96.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.31%	85.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.05%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.96%	85.11%
CHEMBL4208	P20618	Proteasome component C5	84.40%	90.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.72%	85.30%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.65%	96.39%
CHEMBL1914	P06276	Butyrylcholinesterase	83.54%	95.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.75%	89.05%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.37%	95.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.12%	92.94%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.00%	89.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.52%	97.21%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	81.35%	88.84%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.30%	94.03%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	81.26%	96.42%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.14%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.68%	97.79%

Plants that contains it

• Morus alba
• Morus mongolica

Cross-Links

• PubChem: 14334314
• LOTUS: LTS0139234
• wikiData: Q104998955