2-[4,5-Dihydroxy-6-[[7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 22e55dac-d1d8-49cb-a5dc-abf0c5b19997
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 2-[4,5-dihydroxy-6-[[7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2C(C(CC3=CC(=C(C(=C23)OC)O)OC)CO)COC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C2C(C(CC3=CC(=C(C(=C23)OC)O)OC)CO)COC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)O
• InChI: InChI=1S/C34H48O18/c1-45-17-7-14(8-18(46-2)24(17)38)22-16(15(9-35)5-13-6-19(47-3)26(40)32(48-4)23(13)22)12-49-33-30(44)28(42)31(21(11-37)51-33)52-34-29(43)27(41)25(39)20(10-36)50-34/h6-8,15-16,20-22,25,27-31,33-44H,5,9-12H2,1-4H3
• InChI Key: SPGYBVBVYZBBHV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₈O₁₈
• Molecular Weight: 744.70 g/mol
• Exact Mass: 744.28406468 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.31
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6219	62.19%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5822	58.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8281	82.81%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4796	47.96%
P-glycoprotein inhibitior	-	0.4301	43.01%
P-glycoprotein substrate	-	0.6025	60.25%
CYP3A4 substrate	+	0.6377	63.77%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.7492	74.92%
CYP3A4 inhibition	-	0.9448	94.48%
CYP2C9 inhibition	-	0.9175	91.75%
CYP2C19 inhibition	-	0.8651	86.51%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.5907	59.07%
CYP inhibitory promiscuity	-	0.7267	72.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6302	63.02%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.8487	84.87%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7965	79.65%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9266	92.66%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9523	95.23%
Acute Oral Toxicity (c)	III	0.6732	67.32%
Estrogen receptor binding	+	0.8324	83.24%
Androgen receptor binding	+	0.6800	68.00%
Thyroid receptor binding	+	0.5267	52.67%
Glucocorticoid receptor binding	+	0.6074	60.74%
Aromatase binding	+	0.6043	60.43%
PPAR gamma	+	0.6994	69.94%
Honey bee toxicity	-	0.7028	70.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8050	80.50%

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	98.30%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.47%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.63%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.75%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.49%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.52%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.19%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.91%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.71%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.20%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.84%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.53%	92.62%
CHEMBL2581	P07339	Cathepsin D	84.98%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.20%	96.00%
CHEMBL4208	P20618	Proteasome component C5	80.83%	90.00%

Plants that contains it

• Albizia julibrissin

Cross-Links

• PubChem: 162949972
• LOTUS: LTS0034087
• wikiData: Q105257403