4-(1,3-Benzodioxol-5-yl)-5-(hydroxymethyl)-17-methoxy-3,8,15,21-tetraoxatetracyclo[14.2.2.19,13.02,6]henicosa-1(18),16,19-triene-10,11,12-triol

Details

• Internal ID: 1d78197c-b657-498d-b5cc-32cf16040346
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 4-(1,3-benzodioxol-5-yl)-5-(hydroxymethyl)-17-methoxy-3,8,15,21-tetraoxatetracyclo[14.2.2.19,13.02,6]henicosa-1(18),16,19-triene-10,11,12-triol
• SMILES (Canonical): COC1=C2C=CC(=C1)C3C(COC4C(C(C(C(O4)CO2)O)O)O)C(C(O3)C5=CC6=C(C=C5)OCO6)CO
• SMILES (Isomeric): COC1=C2C=CC(=C1)C3C(COC4C(C(C(C(O4)CO2)O)O)O)C(C(O3)C5=CC6=C(C=C5)OCO6)CO
• InChI: InChI=1S/C26H30O11/c1-31-18-6-12-2-4-16(18)32-10-20-21(28)22(29)23(30)26(36-20)33-9-15-14(8-27)24(37-25(12)15)13-3-5-17-19(7-13)35-11-34-17/h2-7,14-15,20-30H,8-11H2,1H3
• InChI Key: YETYPWMXADAFPR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₁
• Molecular Weight: 518.50 g/mol
• Exact Mass: 518.17881177 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.68
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5617	56.17%
Caco-2	-	0.8097	80.97%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6300	63.00%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9734	97.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6734	67.34%
P-glycoprotein inhibitior	-	0.4856	48.56%
P-glycoprotein substrate	-	0.6633	66.33%
CYP3A4 substrate	+	0.6145	61.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7515	75.15%
CYP3A4 inhibition	-	0.6027	60.27%
CYP2C9 inhibition	-	0.7944	79.44%
CYP2C19 inhibition	-	0.6654	66.54%
CYP2D6 inhibition	-	0.7929	79.29%
CYP1A2 inhibition	-	0.8526	85.26%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.6599	65.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4952	49.52%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9489	94.89%
Skin irritation	-	0.8083	80.83%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7921	79.21%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	-	0.6823	68.23%
skin sensitisation	-	0.8847	88.47%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6973	69.73%
Acute Oral Toxicity (c)	III	0.7169	71.69%
Estrogen receptor binding	+	0.7016	70.16%
Androgen receptor binding	+	0.6904	69.04%
Thyroid receptor binding	+	0.5169	51.69%
Glucocorticoid receptor binding	-	0.5619	56.19%
Aromatase binding	-	0.6232	62.32%
PPAR gamma	+	0.6387	63.87%
Honey bee toxicity	-	0.7289	72.89%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8085	80.85%

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	99.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.72%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.42%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.39%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.22%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.56%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.39%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.38%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.22%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.35%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.32%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.23%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.97%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.93%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.31%	97.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.25%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	82.85%	94.73%
CHEMBL4208	P20618	Proteasome component C5	82.34%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.93%	95.89%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.70%	89.44%

Plants that contains it

• Schisandra lancifolia

Cross-Links

• PubChem: 75214821
• LOTUS: LTS0017278
• wikiData: Q105347404