(2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-6-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dimethoxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 37cf522e-7a45-4352-bbfc-0feacd9aa589
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-6-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dimethoxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)C3C4COC(C4CO3)C5=CC(=C(C(=C5)OC)OC6C(C(C(C(O6)CO)O)O)OC7C(C(CO7)(CO)O)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)OC)[C@H]3[C@@H]4CO[C@H]([C@@H]4CO3)C5=CC(=C(C(=C5)OC)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@](CO7)(CO)O)O)OC
• InChI: InChI=1S/C39H54O22/c1-50-19-5-15(6-20(51-2)32(19)59-36-29(47)27(45)25(43)23(9-40)57-36)30-17-11-55-31(18(17)12-54-30)16-7-21(52-3)33(22(8-16)53-4)60-37-34(28(46)26(44)24(10-41)58-37)61-38-35(48)39(49,13-42)14-56-38/h5-8,17-18,23-31,34-38,40-49H,9-14H2,1-4H3/t17-,18-,23-,24-,25-,26-,27+,28+,29-,30+,31+,34-,35+,36+,37+,38+,39-/m1/s1
• InChI Key: RSLCDGJCFQIMTN-YDPMSYDOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₄O₂₂
• Molecular Weight: 874.80 g/mol
• Exact Mass: 874.31067335 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -3.38
• H-Bond Acceptor: 22
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6337	63.37%
Caco-2	-	0.8677	86.77%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6442	64.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8057	80.57%
P-glycoprotein inhibitior	+	0.7145	71.45%
P-glycoprotein substrate	-	0.6564	65.64%
CYP3A4 substrate	+	0.6572	65.72%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8004	80.04%
CYP3A4 inhibition	-	0.9153	91.53%
CYP2C9 inhibition	-	0.9090	90.90%
CYP2C19 inhibition	-	0.8462	84.62%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.8895	88.95%
CYP2C8 inhibition	+	0.5767	57.67%
CYP inhibitory promiscuity	-	0.8079	80.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5628	56.28%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.8198	81.98%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	-	0.6378	63.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7396	73.96%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7992	79.92%
Acute Oral Toxicity (c)	III	0.5101	51.01%
Estrogen receptor binding	+	0.7696	76.96%
Androgen receptor binding	+	0.6878	68.78%
Thyroid receptor binding	+	0.5906	59.06%
Glucocorticoid receptor binding	+	0.6545	65.45%
Aromatase binding	+	0.6047	60.47%
PPAR gamma	+	0.7692	76.92%
Honey bee toxicity	-	0.7347	73.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8704	87.04%

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	99.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.17%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.40%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.35%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.45%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.15%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.13%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.49%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.35%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	87.84%	92.98%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.98%	86.92%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.81%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.87%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	83.75%	93.18%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.49%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.26%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.94%	90.00%
CHEMBL2581	P07339	Cathepsin D	81.98%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.31%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.11%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.10%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.99%	92.62%

Plants that contains it

• Albizia julibrissin

Cross-Links

• PubChem: 101604423
• LOTUS: LTS0177905
• wikiData: Q105244723