[(2R,3S)-7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-10-methoxy-2,3,4,5-tetrahydronaphtho[2,1-e][1]benzofuran-3-yl]methyl acetate

Details

• Internal ID: 679f8587-ef8a-4ffc-810c-077f9fb966eb
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: [(2R,3S)-7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-10-methoxy-2,3,4,5-tetrahydronaphtho[2,1-e][1]benzofuran-3-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(OC2=CC(=C3C(=C12)CCC4=C3C=CC(=C4)O)OC)C5=CC(=C(C(=C5)OC)O)OC
• SMILES (Isomeric): CC(=O)OC[C@H]1[C@@H](OC2=CC(=C3C(=C12)CCC4=C3C=CC(=C4)O)OC)C5=CC(=C(C(=C5)OC)O)OC
• InChI: InChI=1S/C28H28O8/c1-14(29)35-13-20-26-19-7-5-15-9-17(30)6-8-18(15)25(19)21(32-2)12-22(26)36-28(20)16-10-23(33-3)27(31)24(11-16)34-4/h6,8-12,20,28,30-31H,5,7,13H2,1-4H3/t20-,28+/m1/s1
• InChI Key: FBBYOUKVOHMURW-NGOKVRLYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₈O₈
• Molecular Weight: 492.50 g/mol
• Exact Mass: 492.17841785 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.67
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9688	96.88%
Caco-2	-	0.5925	59.25%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8586	85.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7996	79.96%
OATP1B3 inhibitior	+	0.8295	82.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9923	99.23%
P-glycoprotein inhibitior	+	0.8442	84.42%
P-glycoprotein substrate	+	0.5380	53.80%
CYP3A4 substrate	+	0.6913	69.13%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	-	0.7374	73.74%
CYP3A4 inhibition	-	0.6827	68.27%
CYP2C9 inhibition	+	0.7887	78.87%
CYP2C19 inhibition	+	0.6455	64.55%
CYP2D6 inhibition	-	0.8794	87.94%
CYP1A2 inhibition	+	0.6650	66.50%
CYP2C8 inhibition	+	0.8397	83.97%
CYP inhibitory promiscuity	+	0.7649	76.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6411	64.11%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8672	86.72%
Skin irritation	-	0.8278	82.78%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7549	75.49%
Micronuclear	-	0.5767	57.67%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9011	90.11%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7467	74.67%
Acute Oral Toxicity (c)	III	0.3775	37.75%
Estrogen receptor binding	+	0.8931	89.31%
Androgen receptor binding	+	0.7274	72.74%
Thyroid receptor binding	+	0.6487	64.87%
Glucocorticoid receptor binding	+	0.8576	85.76%
Aromatase binding	-	0.5246	52.46%
PPAR gamma	+	0.6689	66.89%
Honey bee toxicity	-	0.8552	85.52%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9873	98.73%

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	99.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.11%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.07%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.55%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.82%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	93.05%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.95%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.37%	95.56%
CHEMBL2535	P11166	Glucose transporter	90.21%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	87.75%	91.79%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.19%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.65%	89.00%
CHEMBL4208	P20618	Proteasome component C5	86.45%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.92%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.05%	94.00%
CHEMBL2056	P21728	Dopamine D1 receptor	81.42%	91.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.06%	91.19%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.02%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.84%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.12%	100.00%

Plants that contains it

• Pleione yunnanensis

Cross-Links

• PubChem: 162853165
• LOTUS: LTS0191542
• wikiData: Q104992553