(2R,3R,4S,5S,6R)-2-[[(2S,3R)-2-[4-(1,3-dihydroxypropan-2-yloxy)-3,5-dimethoxyphenyl]-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: b4573539-dec4-4157-963c-e6b4823c177e
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2S,3R)-2-[4-(1,3-dihydroxypropan-2-yloxy)-3,5-dimethoxyphenyl]-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC2=C1OC(C2COC3C(C(C(C(O3)CO)O)O)O)C4=CC(=C(C(=C4)OC)OC(CO)CO)OC)CCCO
• SMILES (Isomeric): COC1=CC(=CC2=C1O[C@@H]([C@H]2CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C4=CC(=C(C(=C4)OC)OC(CO)CO)OC)CCCO
• InChI: InChI=1S/C30H42O14/c1-38-20-8-15(5-4-6-31)7-18-19(14-41-30-26(37)25(36)24(35)23(13-34)43-30)27(44-28(18)20)16-9-21(39-2)29(22(10-16)40-3)42-17(11-32)12-33/h7-10,17,19,23-27,30-37H,4-6,11-14H2,1-3H3/t19-,23+,24+,25-,26+,27+,30+/m0/s1
• InChI Key: JXZJSKVDEPPIQL-ANMMOIOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₁₄
• Molecular Weight: 626.60 g/mol
• Exact Mass: 626.25745601 g/mol
• Topological Polar Surface Area (TPSA): 206.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5447	54.47%
Caco-2	-	0.8424	84.24%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6493	64.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8150	81.50%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6133	61.33%
P-glycoprotein inhibitior	+	0.5793	57.93%
P-glycoprotein substrate	+	0.5131	51.31%
CYP3A4 substrate	+	0.6748	67.48%
CYP2C9 substrate	-	0.8102	81.02%
CYP2D6 substrate	-	0.7408	74.08%
CYP3A4 inhibition	-	0.9385	93.85%
CYP2C9 inhibition	-	0.8482	84.82%
CYP2C19 inhibition	-	0.8708	87.08%
CYP2D6 inhibition	-	0.8984	89.84%
CYP1A2 inhibition	-	0.8431	84.31%
CYP2C8 inhibition	+	0.7469	74.69%
CYP inhibitory promiscuity	-	0.7137	71.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5736	57.36%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9319	93.19%
Skin irritation	-	0.8226	82.26%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8203	82.03%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.7822	78.22%
skin sensitisation	-	0.8981	89.81%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7870	78.70%
Acute Oral Toxicity (c)	III	0.7076	70.76%
Estrogen receptor binding	+	0.7690	76.90%
Androgen receptor binding	+	0.5949	59.49%
Thyroid receptor binding	+	0.5486	54.86%
Glucocorticoid receptor binding	+	0.6218	62.18%
Aromatase binding	+	0.5838	58.38%
PPAR gamma	+	0.5671	56.71%
Honey bee toxicity	-	0.7449	74.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7755	77.55%
Fish aquatic toxicity	-	0.4925	49.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.26%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.21%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.90%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.20%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.85%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	90.37%	94.73%
CHEMBL4302	P08183	P-glycoprotein 1	90.30%	92.98%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.71%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.24%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.15%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.94%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.38%	95.93%
CHEMBL4581	P52732	Kinesin-like protein 1	83.30%	93.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.55%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.47%	97.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.29%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.10%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.79%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.11%	92.62%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.34%	97.50%

Plants that contains it

• Acer maximowiczianum

Cross-Links

• PubChem: 11146584
• NPASS: NPC169995