17-(6-Hydroxy-2,3-dihydro-1-benzofuran-2-yl)-1-[(5-hydroxy-2,2-dimethylchromen-8-yl)methyl]-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: 21d4a678-b534-469f-a794-75c24e1f4788
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 17-(6-hydroxy-2,3-dihydro-1-benzofuran-2-yl)-1-[(5-hydroxy-2,2-dimethylchromen-8-yl)methyl]-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)C6CC7=C(O6)C=C(C=C7)O)CC8=C9C(=C(C=C8)O)C=CC(O9)(C)C
• SMILES (Isomeric): CC1=CC2C3C(C1)C4=C(C=C(C=C4)O)OC3(OC5=CC(=CC(=C25)O)C6CC7=C(O6)C=C(C=C7)O)CC8=C9C(=C(C=C8)O)C=CC(O9)(C)C
• InChI: InChI=1S/C40H36O8/c1-20-12-28-26-8-7-25(42)18-34(26)46-40(19-22-5-9-30(43)27-10-11-39(2,3)48-38(22)27)37(28)29(13-20)36-31(44)14-23(16-35(36)47-40)32-15-21-4-6-24(41)17-33(21)45-32/h4-11,13-14,16-18,28-29,32,37,41-44H,12,15,19H2,1-3H3
• InChI Key: PWJNBDPWNPRUSK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₆O₈
• Molecular Weight: 644.70 g/mol
• Exact Mass: 644.24101810 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 7.93
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	-	0.8238	82.38%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7628	76.28%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.8181	81.81%
OATP1B3 inhibitior	+	0.8794	87.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9881	98.81%
P-glycoprotein inhibitior	+	0.8616	86.16%
P-glycoprotein substrate	+	0.7339	73.39%
CYP3A4 substrate	+	0.7192	71.92%
CYP2C9 substrate	-	0.6229	62.29%
CYP2D6 substrate	-	0.7023	70.23%
CYP3A4 inhibition	-	0.6451	64.51%
CYP2C9 inhibition	+	0.7196	71.96%
CYP2C19 inhibition	+	0.6442	64.42%
CYP2D6 inhibition	-	0.8352	83.52%
CYP1A2 inhibition	-	0.8077	80.77%
CYP2C8 inhibition	+	0.8345	83.45%
CYP inhibitory promiscuity	+	0.7691	76.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4210	42.10%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8829	88.29%
Skin irritation	-	0.7883	78.83%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8654	86.54%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7408	74.08%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7319	73.19%
Acute Oral Toxicity (c)	III	0.4362	43.62%
Estrogen receptor binding	+	0.8753	87.53%
Androgen receptor binding	+	0.7703	77.03%
Thyroid receptor binding	+	0.6895	68.95%
Glucocorticoid receptor binding	+	0.8307	83.07%
Aromatase binding	+	0.5925	59.25%
PPAR gamma	+	0.7934	79.34%
Honey bee toxicity	-	0.6940	69.40%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	99.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL236	P41143	Delta opioid receptor	96.95%	99.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.84%	94.45%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.87%	91.79%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.61%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.53%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.50%	85.14%
CHEMBL233	P35372	Mu opioid receptor	89.79%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.51%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.34%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.78%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.88%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.41%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.19%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.15%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.56%	86.33%
CHEMBL267	P12931	Tyrosine-protein kinase SRC	83.53%	95.69%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.93%	85.00%
CHEMBL1914	P06276	Butyrylcholinesterase	82.88%	95.00%
CHEMBL2337	P48067	Glycine transporter 1	82.86%	95.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.46%	95.56%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.18%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.08%	92.62%
CHEMBL4581	P52732	Kinesin-like protein 1	81.61%	93.18%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.96%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.11%	85.11%

Plants that contains it

• Morus alba
• Morus indica
• Morus macroura

Cross-Links

• PubChem: 5319927
• NPASS: NPC85491