2-[4-[[4-(Hydroxymethyl)-5-[3-methoxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphenyl]oxolan-3-yl]methyl]-2-methoxyphenoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 8803fd82-217a-4816-8f21-70a71dee15fa
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 2-[4-[[4-(hydroxymethyl)-5-[3-methoxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphenyl]oxolan-3-yl]methyl]-2-methoxyphenoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)CC3COC(C3CO)C4=CC(=C(C=C4)OC5C(C(C(C(O5)C)O)O)O)OC)OC)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)CC3COC(C3CO)C4=CC(=C(C=C4)OC5C(C(C(C(O5)C)O)O)O)OC)OC)O)O)O
• InChI: InChI=1S/C32H44O14/c1-14-24(34)26(36)28(38)31(43-14)45-20-7-5-16(10-22(20)40-3)9-18-13-42-30(19(18)12-33)17-6-8-21(23(11-17)41-4)46-32-29(39)27(37)25(35)15(2)44-32/h5-8,10-11,14-15,18-19,24-39H,9,12-13H2,1-4H3
• InChI Key: JZHXOAXXNPDIQF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₄
• Molecular Weight: 652.70 g/mol
• Exact Mass: 652.27310607 g/mol
• Topological Polar Surface Area (TPSA): 206.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.34
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7047	70.47%
Caco-2	-	0.8374	83.74%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7841	78.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8782	87.82%
P-glycoprotein inhibitior	+	0.6411	64.11%
P-glycoprotein substrate	-	0.5886	58.86%
CYP3A4 substrate	+	0.6257	62.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7989	79.89%
CYP3A4 inhibition	-	0.5431	54.31%
CYP2C9 inhibition	-	0.6992	69.92%
CYP2C19 inhibition	-	0.6293	62.93%
CYP2D6 inhibition	-	0.8718	87.18%
CYP1A2 inhibition	-	0.8017	80.17%
CYP2C8 inhibition	+	0.7281	72.81%
CYP inhibitory promiscuity	+	0.7867	78.67%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6197	61.97%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9211	92.11%
Skin irritation	-	0.8471	84.71%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8605	86.05%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9289	92.89%
Acute Oral Toxicity (c)	III	0.6687	66.87%
Estrogen receptor binding	+	0.7951	79.51%
Androgen receptor binding	+	0.5404	54.04%
Thyroid receptor binding	+	0.5858	58.58%
Glucocorticoid receptor binding	+	0.6515	65.15%
Aromatase binding	+	0.5280	52.80%
PPAR gamma	+	0.6324	63.24%
Honey bee toxicity	-	0.8155	81.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9390	93.90%

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	98.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.41%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.51%	86.33%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	93.57%	97.31%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.04%	85.14%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	91.87%	85.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.26%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.77%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.61%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.43%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.24%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.92%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.66%	92.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.51%	86.92%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.40%	89.44%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.82%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.63%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.67%	90.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.25%	97.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.86%	96.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.98%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	80.01%	94.73%

Plants that contains it

• Parsonsia alboflavescens

Cross-Links

• PubChem: 14309774
• LOTUS: LTS0214599
• wikiData: Q105137409