[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S)-4-hydroxy-2,3-bis[(4-hydroxy-3,5-dimethoxyphenyl)methyl]butoxy]oxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 9a00481b-f026-4f71-ba8b-26e6cf31c44a
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S)-4-hydroxy-2,3-bis[(4-hydroxy-3,5-dimethoxyphenyl)methyl]butoxy]oxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)CC(CO)C(CC2=CC(=C(C(=C2)OC)O)OC)COC3C(C(C(C(O3)COC(=O)C=CC4=CC(=C(C(=C4)OC)O)OC)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C[C@H](CO)[C@H](CC2=CC(=C(C(=C2)OC)O)OC)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)/C=C/C4=CC(=C(C(=C4)OC)O)OC)O)O)O
• InChI: InChI=1S/C39H50O17/c1-48-25-11-20(12-26(49-2)33(25)42)7-8-32(41)54-19-31-36(45)37(46)38(47)39(56-31)55-18-24(10-22-15-29(52-5)35(44)30(16-22)53-6)23(17-40)9-21-13-27(50-3)34(43)28(14-21)51-4/h7-8,11-16,23-24,31,36-40,42-47H,9-10,17-19H2,1-6H3/b8-7+/t23-,24-,31-,36-,37+,38-,39-/m1/s1
• InChI Key: OJQYRNFQILLTRY-KQMUVIQYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₀O₁₇
• Molecular Weight: 790.80 g/mol
• Exact Mass: 790.30480012 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6479	64.79%
Caco-2	-	0.8683	86.83%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6755	67.55%
OATP2B1 inhibitior	-	0.5755	57.55%
OATP1B1 inhibitior	+	0.7657	76.57%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7668	76.68%
P-glycoprotein inhibitior	+	0.7597	75.97%
P-glycoprotein substrate	-	0.5960	59.60%
CYP3A4 substrate	+	0.6404	64.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.7396	73.96%
CYP2C9 inhibition	-	0.8932	89.32%
CYP2C19 inhibition	-	0.8275	82.75%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	-	0.8550	85.50%
CYP2C8 inhibition	+	0.6917	69.17%
CYP inhibitory promiscuity	-	0.6686	66.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6996	69.96%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.8620	86.20%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.6044	60.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.6958	69.58%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8647	86.47%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.9346	93.46%
Acute Oral Toxicity (c)	III	0.7238	72.38%
Estrogen receptor binding	+	0.7912	79.12%
Androgen receptor binding	+	0.6170	61.70%
Thyroid receptor binding	+	0.5349	53.49%
Glucocorticoid receptor binding	+	0.6777	67.77%
Aromatase binding	+	0.5707	57.07%
PPAR gamma	+	0.7006	70.06%
Honey bee toxicity	-	0.7350	73.50%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9224	92.24%

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	98.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.24%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.35%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.18%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.63%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.53%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.59%	95.89%
CHEMBL2581	P07339	Cathepsin D	91.16%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.27%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.61%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.51%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.31%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	84.04%	92.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.84%	89.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.79%	96.61%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.21%	90.71%
CHEMBL3194	P02766	Transthyretin	80.18%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.14%	97.09%

Plants that contains it

• Zanthoxylum rhetsa

Cross-Links

• PubChem: 10327953
• LOTUS: LTS0239913
• wikiData: Q104402071