[5-[4-[3-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dimethoxyphenyl]-4-(hydroxymethyl)oxolan-3-yl]-(4-hydroxy-3,5-dimethoxyphenyl)methanone

Details

• Internal ID: 44a890b4-0d9f-4ed2-9e59-c71e19c6619e
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: [5-[4-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dimethoxyphenyl]-4-(hydroxymethyl)oxolan-3-yl]-(4-hydroxy-3,5-dimethoxyphenyl)methanone
• SMILES (Canonical): COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(CO)O)O)OC)C4C(C(CO4)C(=O)C5=CC(=C(C(=C5)OC)O)OC)CO
• SMILES (Isomeric): COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(CO)O)O)OC)C4C(C(CO4)C(=O)C5=CC(=C(C(=C5)OC)O)OC)CO
• InChI: InChI=1S/C33H44O18/c1-43-18-5-14(6-19(44-2)24(18)38)23(37)17-11-47-27(16(17)9-34)15-7-20(45-3)28(21(8-15)46-4)50-31-29(26(40)25(39)22(10-35)49-31)51-32-30(41)33(42,12-36)13-48-32/h5-8,16-17,22,25-27,29-32,34-36,38-42H,9-13H2,1-4H3
• InChI Key: ZHCGKRHZPHLAOZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄O₁₈
• Molecular Weight: 728.70 g/mol
• Exact Mass: 728.25276455 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.75
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5123	51.23%
Caco-2	-	0.8762	87.62%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7730	77.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8220	82.20%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6195	61.95%
P-glycoprotein inhibitior	+	0.6899	68.99%
P-glycoprotein substrate	+	0.5371	53.71%
CYP3A4 substrate	+	0.6915	69.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.8381	83.81%
CYP2C9 inhibition	-	0.8837	88.37%
CYP2C19 inhibition	-	0.8541	85.41%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.8947	89.47%
CYP2C8 inhibition	+	0.7450	74.50%
CYP inhibitory promiscuity	-	0.8060	80.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6205	62.05%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9142	91.42%
Skin irritation	-	0.8357	83.57%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4083	40.83%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8800	88.00%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8825	88.25%
Acute Oral Toxicity (c)	III	0.5679	56.79%
Estrogen receptor binding	+	0.7909	79.09%
Androgen receptor binding	+	0.6913	69.13%
Thyroid receptor binding	+	0.5614	56.14%
Glucocorticoid receptor binding	+	0.6794	67.94%
Aromatase binding	+	0.5985	59.85%
PPAR gamma	+	0.7209	72.09%
Honey bee toxicity	-	0.7109	71.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6333	63.33%
Fish aquatic toxicity	+	0.8923	89.23%

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	99.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.96%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.35%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.11%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.99%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.98%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.91%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.01%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.76%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.71%	97.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.35%	89.44%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.19%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.85%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.26%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.23%	98.75%
CHEMBL4208	P20618	Proteasome component C5	84.97%	90.00%
CHEMBL4581	P52732	Kinesin-like protein 1	84.11%	93.18%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.80%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.50%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.04%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	82.88%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	82.82%	95.93%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.09%	85.49%
CHEMBL340	P08684	Cytochrome P450 3A4	80.57%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.12%	97.14%

Plants that contains it

• Albizia julibrissin

Cross-Links

• PubChem: 163032594
• LOTUS: LTS0008923
• wikiData: Q105375561