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

Details

• Internal ID: c7b09c1a-b606-4ade-a212-a5850c194e21
• 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-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C(C1=CC(=C(C=C1)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)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/C27H36O12/c1-14(37-26-19(35-3)10-15(6-5-9-28)11-20(26)36-4)22(30)16-7-8-17(18(12-16)34-2)38-27-25(33)24(32)23(31)21(13-29)39-27/h5-8,10-12,14,21-25,27-33H,9,13H2,1-4H3/b6-5+/t14-,21-,22+,23-,24+,25-,27-/m1/s1
• InChI Key: VKDLTOBGLOHARO-PXTPRPJSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₁₂
• Molecular Weight: 552.60 g/mol
• Exact Mass: 552.22067658 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.40
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7580	75.80%
Caco-2	-	0.8269	82.69%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5634	56.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8574	85.74%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8390	83.90%
P-glycoprotein inhibitior	+	0.6115	61.15%
P-glycoprotein substrate	-	0.6039	60.39%
CYP3A4 substrate	+	0.5756	57.56%
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	+	0.4663	46.63%
CYP inhibitory promiscuity	-	0.6072	60.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6753	67.53%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9341	93.41%
Skin irritation	-	0.8673	86.73%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6897	68.97%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.7767	77.67%
skin sensitisation	-	0.8621	86.21%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8594	85.94%
Acute Oral Toxicity (c)	III	0.7436	74.36%
Estrogen receptor binding	+	0.7841	78.41%
Androgen receptor binding	-	0.5331	53.31%
Thyroid receptor binding	+	0.5668	56.68%
Glucocorticoid receptor binding	+	0.6325	63.25%
Aromatase binding	-	0.5096	50.96%
PPAR gamma	+	0.6883	68.83%
Honey bee toxicity	-	0.8011	80.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
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
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.13%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.39%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.84%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.93%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.87%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.57%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.52%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.43%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.18%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.57%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.36%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.28%	90.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.13%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.74%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.34%	97.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.92%	93.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.65%	86.92%

Plants that contains it

• Picrasma quassioides

Cross-Links

• PubChem: 163195410
• LOTUS: LTS0017562
• wikiData: Q105287677