9-(1,3-benzodioxol-5-yl)-4-[3,4-dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one

Details

• Internal ID: ed27cdf0-f5ce-4e05-8f10-60866d76770e
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-4-[3,4-dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6)O)O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6)O)O)OC7C(C(C(C(O7)CO)O)O)O
• InChI: InChI=1S/C33H36O16/c1-12-29(48-33-27(38)25(36)24(35)21(9-34)47-33)26(37)28(39)32(46-12)49-30-15-8-19(42-3)18(41-2)7-14(15)22(23-16(30)10-43-31(23)40)13-4-5-17-20(6-13)45-11-44-17/h4-8,12,21,24-29,32-39H,9-11H2,1-3H3
• InChI Key: GDROJZMLSNLPRF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₆O₁₆
• Molecular Weight: 688.60 g/mol
• Exact Mass: 688.20033506 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.05
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5948	59.48%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6138	61.38%
OATP2B1 inhibitior	-	0.7275	72.75%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8854	88.54%
P-glycoprotein inhibitior	-	0.4318	43.18%
P-glycoprotein substrate	-	0.5468	54.68%
CYP3A4 substrate	+	0.6723	67.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.6952	69.52%
CYP2C9 inhibition	-	0.8203	82.03%
CYP2C19 inhibition	-	0.7727	77.27%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.9313	93.13%
CYP2C8 inhibition	+	0.6210	62.10%
CYP inhibitory promiscuity	+	0.6031	60.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5937	59.37%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.8298	82.98%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	+	0.5863	58.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8185	81.85%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8894	88.94%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7496	74.96%
Acute Oral Toxicity (c)	III	0.7638	76.38%
Estrogen receptor binding	+	0.8466	84.66%
Androgen receptor binding	+	0.5942	59.42%
Thyroid receptor binding	+	0.5260	52.60%
Glucocorticoid receptor binding	+	0.6465	64.65%
Aromatase binding	+	0.5534	55.34%
PPAR gamma	+	0.6930	69.30%
Honey bee toxicity	-	0.6657	66.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7723	77.23%

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	99.44%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.30%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.05%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.45%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.57%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.60%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.03%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.50%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.33%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.25%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.38%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.36%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.18%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.71%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.50%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.29%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.11%	96.21%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.29%	92.38%
CHEMBL4208	P20618	Proteasome component C5	82.03%	90.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.76%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.69%	95.89%
CHEMBL2535	P11166	Glucose transporter	80.54%	98.75%
CHEMBL1907	P15144	Aminopeptidase N	80.04%	93.31%
CHEMBL3401	O75469	Pregnane X receptor	80.01%	94.73%

Plants that contains it

• Justicia patentiflora

Cross-Links

• PubChem: 163048467
• LOTUS: LTS0104027
• wikiData: Q105006912