(2R,3R,4R,5R,6S)-2-[(2S,3R)-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: aeb9f215-c6cd-4e5c-b0fe-e0b4a0bc2bc8
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[(2S,3R)-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]propoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC(C(C2=CC(=C(C=C2)O)OC)O)OC3=C(C=C(C=C3)CCCO)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]([C@@H](C2=CC(=C(C=C2)O)OC)O)OC3=C(C=C(C=C3)CCCO)OC)O)O)O
• InChI: InChI=1S/C26H36O11/c1-14-22(29)24(31)25(32)26(36-14)35-13-21(23(30)16-7-8-17(28)19(12-16)33-2)37-18-9-6-15(5-4-10-27)11-20(18)34-3/h6-9,11-12,14,21-32H,4-5,10,13H2,1-3H3/t14-,21-,22-,23+,24+,25+,26+/m0/s1
• InChI Key: BAVLMBOWTIUCML-UOMFZXEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₁₁
• Molecular Weight: 524.60 g/mol
• Exact Mass: 524.22576196 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7893	78.93%
Caco-2	-	0.8447	84.47%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6644	66.44%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.8606	86.06%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5385	53.85%
P-glycoprotein inhibitior	-	0.4799	47.99%
P-glycoprotein substrate	+	0.6842	68.42%
CYP3A4 substrate	+	0.6332	63.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7853	78.53%
CYP3A4 inhibition	-	0.9271	92.71%
CYP2C9 inhibition	-	0.8312	83.12%
CYP2C19 inhibition	-	0.9145	91.45%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.8605	86.05%
CYP2C8 inhibition	+	0.7265	72.65%
CYP inhibitory promiscuity	-	0.8782	87.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7096	70.96%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9383	93.83%
Skin irritation	-	0.8405	84.05%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8175	81.75%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.7571	75.71%
skin sensitisation	-	0.8881	88.81%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9484	94.84%
Acute Oral Toxicity (c)	III	0.7893	78.93%
Estrogen receptor binding	+	0.7912	79.12%
Androgen receptor binding	-	0.5639	56.39%
Thyroid receptor binding	+	0.5833	58.33%
Glucocorticoid receptor binding	+	0.6803	68.03%
Aromatase binding	-	0.5223	52.23%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8246	82.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.6307	63.07%

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	99.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.98%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.33%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.66%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.72%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.91%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.30%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.60%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.85%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.51%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.51%	90.71%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.24%	97.31%
CHEMBL2535	P11166	Glucose transporter	85.94%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.14%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	83.19%	90.20%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.83%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.69%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.24%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.58%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.57%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.08%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.82%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.21%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.03%	92.62%

Plants that contains it

• Pinus massoniana

Cross-Links

• PubChem: 162985226
• LOTUS: LTS0201192
• wikiData: Q104922465