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

Details

• Internal ID: 1fb2671d-fcc7-4f75-900a-e6719d5cf4a8
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2S,3R,4R,5S,6S)-2-[4-[7-hydroxy-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3C(C4=C(O3)C(=CC(=C4)CCCO)O)CO)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)OC2=C(C=C(C=C2)C3C(C4=C(O3)C(=CC(=C4)CCCO)O)CO)OC)O)O)O
• InChI: InChI=1S/C25H32O10/c1-12-20(29)21(30)22(31)25(33-12)34-18-6-5-14(10-19(18)32-2)23-16(11-27)15-8-13(4-3-7-26)9-17(28)24(15)35-23/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: PHHIEOZUONPPQY-UWIRBJOYSA-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: 0.50
• Atomic LogP (AlogP): 0.74
• 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	-	0.8021	80.21%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6698	66.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8109	81.09%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8409	84.09%
P-glycoprotein inhibitior	-	0.5730	57.30%
P-glycoprotein substrate	+	0.5589	55.89%
CYP3A4 substrate	+	0.6598	65.98%
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	+	0.8041	80.41%
CYP inhibitory promiscuity	-	0.6844	68.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5855	58.55%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9395	93.95%
Skin irritation	-	0.8188	81.88%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7651	76.51%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8936	89.36%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7895	78.95%
Acute Oral Toxicity (c)	III	0.7425	74.25%
Estrogen receptor binding	+	0.7649	76.49%
Androgen receptor binding	-	0.4897	48.97%
Thyroid receptor binding	+	0.6149	61.49%
Glucocorticoid receptor binding	+	0.6032	60.32%
Aromatase binding	-	0.5566	55.66%
PPAR gamma	+	0.5421	54.21%
Honey bee toxicity	-	0.7856	78.56%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.19%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.45%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.34%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.58%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.10%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.82%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.65%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.36%	99.17%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	89.56%	97.31%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.09%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.95%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.59%	92.94%
CHEMBL2535	P11166	Glucose transporter	85.74%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.96%	94.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.95%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.64%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.99%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.49%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.59%	97.36%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.89%	96.00%
CHEMBL4208	P20618	Proteasome component C5	80.31%	90.00%

Plants that contains it

• Pinus massoniana

Cross-Links

• PubChem: 11968731
• NPASS: NPC294808