(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(2S,3R)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy]oxane-3,4,5-triol

Details

• Internal ID: a4dd686c-d522-4bc2-86c1-ea7aad3a4307
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(2S,3R)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)C2C(C3=C(O2)C=CC(=C3)CCCO)CO)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)[C@@H]2[C@H](C3=C(O2)C=CC(=C3)CCCO)CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C25H32O10/c1-32-19-10-14(5-7-18(19)34-25-23(31)22(30)21(29)20(12-28)35-25)24-16(11-27)15-9-13(3-2-8-26)4-6-17(15)33-24/h4-7,9-10,16,20-31H,2-3,8,11-12H2,1H3/t16-,20+,21+,22-,23+,24+,25+/m0/s1
• InChI Key: CXVRQPHVEZBNSH-QRIMJXQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₁₀
• Molecular Weight: 492.50 g/mol
• Exact Mass: 492.19954721 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.01
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5698	56.98%
Caco-2	-	0.8630	86.30%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6730	67.30%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.7882	78.82%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8262	82.62%
P-glycoprotein inhibitior	-	0.5188	51.88%
P-glycoprotein substrate	-	0.5514	55.14%
CYP3A4 substrate	+	0.6517	65.17%
CYP2C9 substrate	-	0.8102	81.02%
CYP2D6 substrate	-	0.7408	74.08%
CYP3A4 inhibition	-	0.9188	91.88%
CYP2C9 inhibition	-	0.8194	81.94%
CYP2C19 inhibition	-	0.8052	80.52%
CYP2D6 inhibition	-	0.8535	85.35%
CYP1A2 inhibition	-	0.7985	79.85%
CYP2C8 inhibition	+	0.8103	81.03%
CYP inhibitory promiscuity	-	0.6885	68.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5245	52.45%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7748	77.48%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8933	89.33%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7647	76.47%
Acute Oral Toxicity (c)	III	0.7379	73.79%
Estrogen receptor binding	+	0.7188	71.88%
Androgen receptor binding	+	0.5581	55.81%
Thyroid receptor binding	+	0.5729	57.29%
Glucocorticoid receptor binding	-	0.5561	55.61%
Aromatase binding	-	0.5555	55.55%
PPAR gamma	+	0.5601	56.01%
Honey bee toxicity	-	0.7918	79.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7455	74.55%
Fish aquatic toxicity	-	0.5481	54.81%

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	99.28%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.00%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.05%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.39%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.02%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.69%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.02%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.40%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.65%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.91%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.66%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.09%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.02%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.64%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.29%	97.09%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.99%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.00%	92.62%
CHEMBL2535	P11166	Glucose transporter	81.84%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.42%	95.50%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.10%	94.03%

Plants that contains it

• Keteleeria evelyniana

Cross-Links

• PubChem: 54576434
• LOTUS: LTS0168958
• wikiData: Q104972157