(2S,3R,4S,5S,6R)-2-[4-[(2S,3S)-7-hydroxy-2,3-bis(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 4098e5d9-9b66-4499-912f-26de1f5e608d
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[(2S,3S)-7-hydroxy-2,3-bis(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=C2C(C(C(CC2=C1)CO)CO)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O
• SMILES (Isomeric): COC1=C(C=C2C([C@@H]([C@H](CC2=C1)CO)CO)C3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)O
• InChI: InChI=1S/C26H34O11/c1-34-19-7-13-5-14(9-27)16(10-28)22(15(13)8-17(19)30)12-3-4-18(20(6-12)35-2)36-26-25(33)24(32)23(31)21(11-29)37-26/h3-4,6-8,14,16,21-33H,5,9-11H2,1-2H3/t14-,16-,21-,22?,23-,24+,25-,26-/m1/s1
• InChI Key: LLUBKLPJYIQJPI-MWDRMYAUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₁₁
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.21011190 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.51
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5417	54.17%
Caco-2	-	0.8357	83.57%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5963	59.63%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.8588	85.88%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6741	67.41%
P-glycoprotein inhibitior	-	0.4724	47.24%
P-glycoprotein substrate	-	0.6829	68.29%
CYP3A4 substrate	+	0.6234	62.34%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.7492	74.92%
CYP3A4 inhibition	-	0.8799	87.99%
CYP2C9 inhibition	-	0.8790	87.90%
CYP2C19 inhibition	-	0.7680	76.80%
CYP2D6 inhibition	-	0.9091	90.91%
CYP1A2 inhibition	-	0.7748	77.48%
CYP2C8 inhibition	+	0.6531	65.31%
CYP inhibitory promiscuity	-	0.6057	60.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6627	66.27%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9373	93.73%
Skin irritation	-	0.8428	84.28%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8661	86.61%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9211	92.11%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8399	83.99%
Acute Oral Toxicity (c)	III	0.6609	66.09%
Estrogen receptor binding	+	0.7895	78.95%
Androgen receptor binding	+	0.5235	52.35%
Thyroid receptor binding	+	0.5661	56.61%
Glucocorticoid receptor binding	+	0.5914	59.14%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5191	51.91%
Honey bee toxicity	-	0.7935	79.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8329	83.29%

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	99.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.78%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.72%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.41%	92.94%
CHEMBL2581	P07339	Cathepsin D	93.30%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.24%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.05%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.87%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.29%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.20%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.23%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.19%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.90%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.88%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.65%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.30%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.00%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.82%	94.73%
CHEMBL249	P25103	Neurokinin 1 receptor	80.76%	99.17%

Plants that contains it

• Camellia amplexicaulis

Cross-Links

• PubChem: 25225303
• LOTUS: LTS0038424
• wikiData: Q104400349