[2-(4-Hydroxy-3-methoxyphenyl)-4-[[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-3-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 75d09604-7347-4449-9f6c-877d779ee262
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [2-(4-hydroxy-3-methoxyphenyl)-4-[[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-3-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): COC1=C(C=CC(=C1)CC2COC(C2COC(=O)C3=CC(=C(C(=C3)O)O)O)C4=CC(=C(C=C4)O)OC)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC2COC(C2COC(=O)C3=CC(=C(C(=C3)O)O)O)C4=CC(=C(C=C4)O)OC)OC5C(C(C(C(O5)CO)O)O)O
• InChI: InChI=1S/C33H38O15/c1-43-24-11-16(4-5-20(24)35)31-19(14-46-32(42)17-9-21(36)27(38)22(37)10-17)18(13-45-31)7-15-3-6-23(25(8-15)44-2)47-33-30(41)29(40)28(39)26(12-34)48-33/h3-6,8-11,18-19,26,28-31,33-41H,7,12-14H2,1-2H3
• InChI Key: ZVOQMIPCMFQIIO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₁₅
• Molecular Weight: 674.60 g/mol
• Exact Mass: 674.22107050 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6089	60.89%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8303	83.03%
OATP2B1 inhibitior	-	0.7203	72.03%
OATP1B1 inhibitior	+	0.7727	77.27%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6772	67.72%
P-glycoprotein inhibitior	+	0.6646	66.46%
P-glycoprotein substrate	-	0.5114	51.14%
CYP3A4 substrate	+	0.6900	69.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8405	84.05%
CYP3A4 inhibition	-	0.7257	72.57%
CYP2C9 inhibition	-	0.8382	83.82%
CYP2C19 inhibition	-	0.7518	75.18%
CYP2D6 inhibition	-	0.9155	91.55%
CYP1A2 inhibition	-	0.8751	87.51%
CYP2C8 inhibition	+	0.8310	83.10%
CYP inhibitory promiscuity	-	0.5055	50.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6784	67.84%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.8603	86.03%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8322	83.22%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8832	88.32%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9714	97.14%
Acute Oral Toxicity (c)	III	0.7005	70.05%
Estrogen receptor binding	+	0.7546	75.46%
Androgen receptor binding	+	0.6632	66.32%
Thyroid receptor binding	+	0.5622	56.22%
Glucocorticoid receptor binding	+	0.6350	63.50%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6436	64.36%
Honey bee toxicity	-	0.7879	78.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9258	92.58%

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	99.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.95%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.02%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.98%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.94%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.61%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.58%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.31%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.49%	89.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	88.26%	85.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.37%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.28%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.85%	83.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.82%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.16%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.71%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	84.96%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.73%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	84.40%	94.45%
CHEMBL2535	P11166	Glucose transporter	83.50%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.43%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.39%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.20%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.84%	95.56%
CHEMBL3194	P02766	Transthyretin	81.84%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	80.66%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.45%	97.14%

Plants that contains it

• Balanophora laxiflora

Cross-Links

• PubChem: 163072328
• LOTUS: LTS0002547
• wikiData: Q105384492