(2S,3R,4S,5S,6R)-2-[4-[(1R,2R)-1-hydroxy-2-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]propyl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 5b9c48c8-42e2-4ba0-8fa0-49a3dd9e64b4
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[(1R,2R)-1-hydroxy-2-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]propyl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C(C1=CC(=C(C(=C1)OC)OC2C(C(C(C(O2)CO)O)O)O)OC)O)OC3=C(C=C(C=C3OC)C=CCO)OC
• SMILES (Isomeric): C[C@H]([C@@H](C1=CC(=C(C(=C1)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)OC)O)OC3=C(C=C(C=C3OC)/C=C/CO)OC
• InChI: InChI=1S/C28H38O13/c1-14(39-26-17(35-2)9-15(7-6-8-29)10-18(26)36-3)22(31)16-11-19(37-4)27(20(12-16)38-5)41-28-25(34)24(33)23(32)21(13-30)40-28/h6-7,9-12,14,21-25,28-34H,8,13H2,1-5H3/b7-6+/t14-,21-,22+,23-,24+,25-,28+/m1/s1
• InChI Key: XQFVXDZKCNJAFS-LAXPQBLOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₁₃
• Molecular Weight: 582.60 g/mol
• Exact Mass: 582.23124126 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7580	75.80%
Caco-2	-	0.8226	82.26%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5634	56.34%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8889	88.89%
P-glycoprotein inhibitior	+	0.6392	63.92%
P-glycoprotein substrate	-	0.6971	69.71%
CYP3A4 substrate	+	0.5683	56.83%
CYP2C9 substrate	-	0.6225	62.25%
CYP2D6 substrate	-	0.8163	81.63%
CYP3A4 inhibition	-	0.8482	84.82%
CYP2C9 inhibition	-	0.8685	86.85%
CYP2C19 inhibition	-	0.8260	82.60%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	-	0.8638	86.38%
CYP2C8 inhibition	-	0.6272	62.72%
CYP inhibitory promiscuity	-	0.6072	60.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6753	67.53%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.8673	86.73%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.5891	58.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7515	75.15%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.8142	81.42%
skin sensitisation	-	0.8621	86.21%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8194	81.94%
Acute Oral Toxicity (c)	III	0.7436	74.36%
Estrogen receptor binding	+	0.7931	79.31%
Androgen receptor binding	-	0.4870	48.70%
Thyroid receptor binding	+	0.5917	59.17%
Glucocorticoid receptor binding	+	0.6729	67.29%
Aromatase binding	+	0.5214	52.14%
PPAR gamma	+	0.7283	72.83%
Honey bee toxicity	-	0.8035	80.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.7816	78.16%

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	98.12%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.57%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.90%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.25%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.55%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.26%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.09%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.01%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.92%	89.62%
CHEMBL2581	P07339	Cathepsin D	88.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.90%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.49%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.26%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.24%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.55%	96.61%
CHEMBL4208	P20618	Proteasome component C5	81.55%	90.00%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	81.52%	97.88%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.18%	100.00%

Plants that contains it

• Picrasma quassioides

Cross-Links

• PubChem: 163190705
• LOTUS: LTS0017674
• wikiData: Q105339672