2-(Hydroxymethyl)-6-[2-methoxy-4-[6-[3-methoxy-4-(3,4,5-trihydroxy-6-methoxyoxan-2-yl)oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]phenoxy]oxane-3,4,5-triol

Details

• Internal ID: 52508fd7-b86e-4dc6-8537-f04b56c5a958
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 2-(hydroxymethyl)-6-[2-methoxy-4-[6-[3-methoxy-4-(3,4,5-trihydroxy-6-methoxyoxan-2-yl)oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]phenoxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3C4COC(C4CO3)C5=CC(=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)OC)OC)O)O)O
• SMILES (Isomeric): COC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3C4COC(C4CO3)C5=CC(=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)OC)OC)O)O)O
• InChI: InChI=1S/C32H42O16/c1-40-19-8-13(4-6-17(19)45-31-26(38)23(35)22(34)21(10-33)47-31)28-15-11-44-29(16(15)12-43-28)14-5-7-18(20(9-14)41-2)46-32-27(39)24(36)25(37)30(42-3)48-32/h4-9,15-16,21-39H,10-12H2,1-3H3
• InChI Key: DPJGADMLARFYCD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₁₆
• Molecular Weight: 682.70 g/mol
• Exact Mass: 682.24728525 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.25
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 10

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	-	0.8524	85.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7094	70.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8285	82.85%
P-glycoprotein inhibitior	+	0.6593	65.93%
P-glycoprotein substrate	-	0.7890	78.90%
CYP3A4 substrate	+	0.5807	58.07%
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	+	0.5565	55.65%
CYP inhibitory promiscuity	-	0.5471	54.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5993	59.93%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.8460	84.60%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8821	88.21%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9445	94.45%
Acute Oral Toxicity (c)	III	0.6521	65.21%
Estrogen receptor binding	+	0.7950	79.50%
Androgen receptor binding	+	0.6073	60.73%
Thyroid receptor binding	+	0.5473	54.73%
Glucocorticoid receptor binding	+	0.6470	64.70%
Aromatase binding	-	0.4937	49.37%
PPAR gamma	+	0.6464	64.64%
Honey bee toxicity	-	0.8453	84.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
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	98.93%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.14%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.18%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.20%	92.94%
CHEMBL2581	P07339	Cathepsin D	90.05%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.57%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.68%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.50%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.32%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.31%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.07%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.82%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.75%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.32%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.80%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.70%	92.62%
CHEMBL4208	P20618	Proteasome component C5	81.66%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.07%	95.89%

Plants that contains it

• Eucommia ulmoides

Cross-Links

• PubChem: 163008973
• LOTUS: LTS0134869
• wikiData: Q104986529