4-(1,3-Benzodioxol-5-ylmethyl)-3-[[6-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1,3-benzodioxol-5-yl]methyl]oxolan-2-one

Details

• Internal ID: 3ca7edaf-964e-4827-b0da-84791fcfcd99
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 4-(1,3-benzodioxol-5-ylmethyl)-3-[[6-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1,3-benzodioxol-5-yl]methyl]oxolan-2-one
• SMILES (Canonical): C1C(C(C(=O)O1)CC2=CC3=C(C=C2OC4C(C(C(C(O4)COC5C(C(C(O5)CO)O)O)O)O)O)OCO3)CC6=CC7=C(C=C6)OCO7
• SMILES (Isomeric): C1C(C(C(=O)O1)CC2=CC3=C(C=C2OC4C(C(C(C(O4)COC5C(C(C(O5)CO)O)O)O)O)O)OCO3)CC6=CC7=C(C=C6)OCO7
• InChI: InChI=1S/C31H36O16/c32-8-22-24(33)27(36)30(46-22)40-10-23-25(34)26(35)28(37)31(47-23)45-18-7-21-20(43-12-44-21)6-14(18)5-16-15(9-39-29(16)38)3-13-1-2-17-19(4-13)42-11-41-17/h1-2,4,6-7,15-16,22-28,30-37H,3,5,8-12H2
• InChI Key: WDHYGEQZYFKEAX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆O₁₆
• Molecular Weight: 664.60 g/mol
• Exact Mass: 664.20033506 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.64
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5714	57.14%
Caco-2	-	0.8998	89.98%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6709	67.09%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8226	82.26%
P-glycoprotein inhibitior	-	0.4326	43.26%
P-glycoprotein substrate	-	0.7120	71.20%
CYP3A4 substrate	+	0.6120	61.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	+	0.5086	50.86%
CYP2C9 inhibition	-	0.9119	91.19%
CYP2C19 inhibition	-	0.6935	69.35%
CYP2D6 inhibition	-	0.7902	79.02%
CYP1A2 inhibition	-	0.8451	84.51%
CYP2C8 inhibition	-	0.6284	62.84%
CYP inhibitory promiscuity	-	0.6651	66.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6117	61.17%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9153	91.53%
Skin irritation	-	0.8135	81.35%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7100	71.00%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8492	84.92%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5643	56.43%
Acute Oral Toxicity (c)	III	0.5194	51.94%
Estrogen receptor binding	+	0.7882	78.82%
Androgen receptor binding	+	0.6157	61.57%
Thyroid receptor binding	-	0.5814	58.14%
Glucocorticoid receptor binding	-	0.6017	60.17%
Aromatase binding	+	0.5215	52.15%
PPAR gamma	+	0.6798	67.98%
Honey bee toxicity	-	0.6984	69.84%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.9408	94.08%

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	98.88%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.11%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.71%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.01%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.29%	94.80%
CHEMBL4040	P28482	MAP kinase ERK2	95.26%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.96%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.96%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.94%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	89.38%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.02%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.69%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.15%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.70%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.62%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.64%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	85.89%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.16%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.58%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.05%	96.61%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.83%	83.57%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.41%	96.95%

Plants that contains it

• Schisandra rubriflora

Cross-Links

• PubChem: 162845404
• LOTUS: LTS0003790
• wikiData: Q105302379