(2R,3R,4R,5R,6S)-2-[[(2R,3R)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 0b72a9ac-2c8f-43b2-926a-e38aa8426733
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(2R,3R)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(OC3=C2C=C(C=C3O)CCCO)C4=CC(=C(C=C4)O)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@@H](OC3=C2C=C(C=C3O)CCCO)C4=CC(=C(C=C4)O)OC)O)O)O
• InChI: InChI=1S/C25H32O10/c1-12-20(29)21(30)22(31)25(34-12)33-11-16-15-8-13(4-3-7-26)9-18(28)24(15)35-23(16)14-5-6-17(27)19(10-14)32-2/h5-6,8-10,12,16,20-23,25-31H,3-4,7,11H2,1-2H3/t12-,16-,20-,21+,22+,23-,25+/m0/s1
• InChI Key: DKOVFEOUMNYYQW-SMYHHOMKSA-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: 0.70
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5541	55.41%
Caco-2	-	0.8347	83.47%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6698	66.98%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8185	81.85%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6165	61.65%
P-glycoprotein inhibitior	-	0.6308	63.08%
P-glycoprotein substrate	+	0.5158	51.58%
CYP3A4 substrate	+	0.6550	65.50%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.7682	76.82%
CYP3A4 inhibition	-	0.9089	90.89%
CYP2C9 inhibition	-	0.8423	84.23%
CYP2C19 inhibition	-	0.8431	84.31%
CYP2D6 inhibition	-	0.8690	86.90%
CYP1A2 inhibition	-	0.8081	80.81%
CYP2C8 inhibition	+	0.8101	81.01%
CYP inhibitory promiscuity	-	0.6844	68.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5855	58.55%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9230	92.30%
Skin irritation	-	0.8188	81.88%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7893	78.93%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8936	89.36%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8753	87.53%
Acute Oral Toxicity (c)	III	0.7425	74.25%
Estrogen receptor binding	+	0.7375	73.75%
Androgen receptor binding	+	0.5451	54.51%
Thyroid receptor binding	+	0.6400	64.00%
Glucocorticoid receptor binding	+	0.6268	62.68%
Aromatase binding	-	0.5155	51.55%
PPAR gamma	-	0.5083	50.83%
Honey bee toxicity	-	0.7985	79.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	99.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.23%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.45%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.94%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.92%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.20%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.47%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.56%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	90.41%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.79%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.56%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.82%	94.00%
CHEMBL2535	P11166	Glucose transporter	84.36%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.23%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.08%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.08%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.31%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.75%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.69%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.68%	95.83%
CHEMBL3194	P02766	Transthyretin	81.40%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.44%	89.62%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.02%	80.78%

Plants that contains it

• Pinus massoniana

Cross-Links

• PubChem: 163005220
• LOTUS: LTS0043091
• wikiData: Q104983552