(2S,3R,4S,5S,6R)-2-[4-[(3S,3aS,6S,6aS)-6-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-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: 6dd9ed4a-8e23-47eb-93b5-d39a86df9d6e
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[(3S,3aS,6S,6aS)-6-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-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)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)OC
• InChI: InChI=1S/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-34-28(42)26(40)24(38)22(10-36)50-34/h5-8,15-16,21-30,33-42H,9-12H2,1-4H3/t15-,16-,21-,22-,23-,24-,25+,26+,27-,28-,29-,30-,33+,34+/m1/s1
• InChI Key: FFDULTAFAQRACT-WNXSZTHCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₆O₁₈
• Molecular Weight: 742.70 g/mol
• Exact Mass: 742.26841461 g/mol
• Topological Polar Surface Area (TPSA): 254.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.85
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5448	54.48%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7094	70.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9044	90.44%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6402	64.02%
P-glycoprotein inhibitior	+	0.6827	68.27%
P-glycoprotein substrate	-	0.8755	87.55%
CYP3A4 substrate	+	0.5440	54.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7831	78.31%
CYP3A4 inhibition	-	0.8850	88.50%
CYP2C9 inhibition	-	0.8524	85.24%
CYP2C19 inhibition	-	0.7622	76.22%
CYP2D6 inhibition	-	0.9085	90.85%
CYP1A2 inhibition	-	0.8720	87.20%
CYP2C8 inhibition	-	0.6062	60.62%
CYP inhibitory promiscuity	-	0.5471	54.71%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5993	59.93%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.8460	84.60%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.6678	66.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8210	82.10%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8992	89.92%
Acute Oral Toxicity (c)	III	0.6521	65.21%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.6506	65.06%
Thyroid receptor binding	+	0.5520	55.20%
Glucocorticoid receptor binding	+	0.6191	61.91%
Aromatase binding	+	0.5331	53.31%
PPAR gamma	+	0.7026	70.26%
Honey bee toxicity	-	0.8382	83.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9093	90.93%

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	98.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.48%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.99%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.49%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.32%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.21%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.90%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.79%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.09%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.00%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.12%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.19%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.07%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.95%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.95%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.94%	97.14%
CHEMBL4208	P20618	Proteasome component C5	80.08%	90.00%

Plants that contains it

• Magnolia obovata

Cross-Links

• PubChem: 15558187
• LOTUS: LTS0008736
• wikiData: Q104994406