(1S)-17-(6-hydroxy-1-benzofuran-2-yl)-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,9(21),10,12,14,16,18-nonaene-1,5,15-triol

Details

• Internal ID: 6a1b53c5-b6aa-4e25-916c-fd8a78ac86e4
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (1S)-17-(6-hydroxy-1-benzofuran-2-yl)-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,9(21),10,12,14,16,18-nonaene-1,5,15-triol
• SMILES (Canonical): CC1=CC2=C3C(=C1)C4=C(C=C(C=C4OC3(OC5=C2C=CC(=C5)O)O)C6=CC7=C(O6)C=C(C=C7)O)O
• SMILES (Isomeric): CC1=CC2=C3C(=C1)C4=C(C=C(C=C4O[C@]3(OC5=C2C=CC(=C5)O)O)C6=CC7=C(O6)C=C(C=C7)O)O
• InChI: InChI=1S/C28H18O7/c1-13-6-19-18-5-4-17(30)12-24(18)34-28(32)27(19)20(7-13)26-21(31)8-15(10-25(26)35-28)22-9-14-2-3-16(29)11-23(14)33-22/h2-12,29-32H,1H3/t28-/m0/s1
• InChI Key: MPUZZCUDKSJRLL-NDEPHWFRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₁₈O₇
• Molecular Weight: 466.40 g/mol
• Exact Mass: 466.10525291 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.75
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9740	97.40%
Caco-2	-	0.7910	79.10%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8058	80.58%
OATP2B1 inhibitior	+	0.5718	57.18%
OATP1B1 inhibitior	+	0.8392	83.92%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8175	81.75%
P-glycoprotein inhibitior	+	0.7891	78.91%
P-glycoprotein substrate	+	0.5622	56.22%
CYP3A4 substrate	+	0.6392	63.92%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.6770	67.70%
CYP3A4 inhibition	-	0.5701	57.01%
CYP2C9 inhibition	+	0.8209	82.09%
CYP2C19 inhibition	+	0.5518	55.18%
CYP2D6 inhibition	-	0.8146	81.46%
CYP1A2 inhibition	-	0.5413	54.13%
CYP2C8 inhibition	+	0.8834	88.34%
CYP inhibitory promiscuity	+	0.5744	57.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4016	40.16%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6676	66.76%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6836	68.36%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5917	59.17%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5360	53.60%
Acute Oral Toxicity (c)	III	0.5404	54.04%
Estrogen receptor binding	+	0.9370	93.70%
Androgen receptor binding	+	0.8781	87.81%
Thyroid receptor binding	+	0.6792	67.92%
Glucocorticoid receptor binding	+	0.9110	91.10%
Aromatase binding	+	0.7371	73.71%
PPAR gamma	+	0.8842	88.42%
Honey bee toxicity	-	0.8607	86.07%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9416	94.16%

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	98.18%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	96.98%	98.35%
CHEMBL2581	P07339	Cathepsin D	95.11%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.67%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.59%	94.00%
CHEMBL2337	P48067	Glycine transporter 1	89.45%	95.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.37%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.85%	95.78%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.43%	90.24%
CHEMBL4208	P20618	Proteasome component C5	88.06%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	87.96%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.82%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.54%	89.00%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	86.34%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.70%	95.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.39%	85.11%
CHEMBL1811	P34995	Prostanoid EP1 receptor	85.31%	95.71%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.53%	96.09%
CHEMBL4530	P00488	Coagulation factor XIII	82.91%	96.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.39%	90.93%
CHEMBL3194	P02766	Transthyretin	82.33%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.29%	90.71%

Plants that contains it

• Morus mongolica

Cross-Links

• PubChem: 163008927
• LOTUS: LTS0070244
• wikiData: Q105169766