(2S,3R,4S,5S,6R)-2-[4-[[4-[hydroxy-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-3-yl]methyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 23d93180-b96b-4f13-accd-09e98e0091d2
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[[4-[hydroxy-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-3-yl]methyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)CC2COCC2C(C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC2COCC2C(C3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C32H44O16/c1-42-20-8-14(3-5-18(20)45-31-29(40)27(38)25(36)22(10-33)47-31)7-16-12-44-13-17(16)24(35)15-4-6-19(21(9-15)43-2)46-32-30(41)28(39)26(37)23(11-34)48-32/h3-6,8-9,16-17,22-41H,7,10-13H2,1-2H3/t16?,17?,22-,23-,24?,25-,26-,27+,28+,29-,30-,31-,32-/m1/s1
• InChI Key: HPMOXCJRBCHIDW-YDPPCIMVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₆
• Molecular Weight: 684.70 g/mol
• Exact Mass: 684.26293531 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.40
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7197	71.97%
Caco-2	-	0.8617	86.17%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7587	75.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8620	86.20%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6982	69.82%
P-glycoprotein inhibitior	+	0.6507	65.07%
P-glycoprotein substrate	-	0.5476	54.76%
CYP3A4 substrate	+	0.5936	59.36%
CYP2C9 substrate	-	0.8048	80.48%
CYP2D6 substrate	-	0.7822	78.22%
CYP3A4 inhibition	-	0.7494	74.94%
CYP2C9 inhibition	-	0.8437	84.37%
CYP2C19 inhibition	-	0.7547	75.47%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	-	0.8593	85.93%
CYP2C8 inhibition	+	0.5755	57.55%
CYP inhibitory promiscuity	-	0.6534	65.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6329	63.29%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9119	91.19%
Skin irritation	-	0.8531	85.31%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8703	87.03%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.7445	74.45%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9192	91.92%
Acute Oral Toxicity (c)	III	0.6701	67.01%
Estrogen receptor binding	+	0.7720	77.20%
Androgen receptor binding	+	0.5582	55.82%
Thyroid receptor binding	+	0.5251	52.51%
Glucocorticoid receptor binding	+	0.5709	57.09%
Aromatase binding	-	0.4849	48.49%
PPAR gamma	+	0.6803	68.03%
Honey bee toxicity	-	0.7430	74.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8237	82.37%

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	98.84%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.00%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.84%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.66%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.96%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.28%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.79%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.37%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.47%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.81%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.47%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.83%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.73%	86.33%
CHEMBL5747	Q92793	CREB-binding protein	86.30%	95.12%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.54%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.36%	97.14%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.99%	97.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.44%	94.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.59%	97.50%
CHEMBL4208	P20618	Proteasome component C5	82.48%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.11%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.26%	89.00%

Plants that contains it

• Isatis tinctoria

Cross-Links

• PubChem: 101770262
• NPASS: NPC6027