(2S,3R,4R,5R,6S)-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: a4cd4a17-9436-4d27-bb00-a249af691f83
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(CC3=CC(=C(C(=C3C2C4=CC(=C(C(=C4)OC)O)OC)OC)O)OC)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)OC[C@H]2[C@@H](CC3=CC(=C(C(=C3[C@@H]2C4=CC(=C(C(=C4)OC)O)OC)OC)O)OC)CO)O)O)O
• InChI: InChI=1S/C28H38O12/c1-12-22(30)25(33)26(34)28(40-12)39-11-16-15(10-29)6-13-7-19(37-4)24(32)27(38-5)21(13)20(16)14-8-17(35-2)23(31)18(9-14)36-3/h7-9,12,15-16,20,22,25-26,28-34H,6,10-11H2,1-5H3/t12-,15-,16-,20+,22-,25+,26+,28-/m0/s1
• InChI Key: MVVPJSSIOPWZBQ-XELLWYFSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₁₂
• Molecular Weight: 566.60 g/mol
• Exact Mass: 566.23632664 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 12
• 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	-	0.5461	54.61%
Caco-2	-	0.8088	80.88%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5570	55.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8366	83.66%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4522	45.22%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5334	53.34%
CYP3A4 substrate	+	0.6071	60.71%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.7682	76.82%
CYP3A4 inhibition	-	0.8845	88.45%
CYP2C9 inhibition	-	0.8487	84.87%
CYP2C19 inhibition	-	0.7730	77.30%
CYP2D6 inhibition	-	0.9155	91.55%
CYP1A2 inhibition	-	0.6768	67.68%
CYP2C8 inhibition	+	0.5840	58.40%
CYP inhibitory promiscuity	-	0.5472	54.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6722	67.22%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9241	92.41%
Skin irritation	-	0.8341	83.41%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6776	67.76%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9218	92.18%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9399	93.99%
Acute Oral Toxicity (c)	III	0.6180	61.80%
Estrogen receptor binding	+	0.7717	77.17%
Androgen receptor binding	+	0.6572	65.72%
Thyroid receptor binding	+	0.5985	59.85%
Glucocorticoid receptor binding	+	0.6448	64.48%
Aromatase binding	+	0.5376	53.76%
PPAR gamma	+	0.5853	58.53%
Honey bee toxicity	-	0.8110	81.10%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9110	91.10%

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	99.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.49%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.44%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.34%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.14%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.83%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.37%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.79%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.89%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.19%	94.00%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.05%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	85.89%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.08%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.00%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.22%	96.00%
CHEMBL4208	P20618	Proteasome component C5	81.37%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.97%	95.89%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.48%	94.03%

Plants that contains it

• Casuarina junghuhniana

Cross-Links

• PubChem: 163071689
• LOTUS: LTS0004773
• wikiData: Q105173365