6-hydroxy-10-[6-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,3-benzodioxol-5-yl]-7H-[2]benzofuro[5,6-g][1,3]benzodioxol-9-one

Details

• Internal ID: 537cb6c3-9316-4e53-9b1e-dd38555472e3
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 6-hydroxy-10-[6-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,3-benzodioxol-5-yl]-7H-[2]benzofuro[5,6-g][1,3]benzodioxol-9-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC3=C(C=C2C4=C5C(=C(C6=C4C7=C(C=C6)OCO7)O)COC5=O)OCO3)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC3=C(C=C2C4=C5C(=C(C6=C4C7=C(C=C6)OCO7)O)COC5=O)OCO3)O)O)O
• InChI: InChI=1S/C26H22O12/c1-9-20(27)22(29)23(30)26(37-9)38-14-5-16-15(34-7-35-16)4-11(14)17-18-10(2-3-13-24(18)36-8-33-13)21(28)12-6-32-25(31)19(12)17/h2-5,9,20,22-23,26-30H,6-8H2,1H3
• InChI Key: HJHDPWPZTWAZDP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₂O₁₂
• Molecular Weight: 526.40 g/mol
• Exact Mass: 526.11112613 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 12
• 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	+	0.8740	87.40%
Caco-2	-	0.7974	79.74%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7401	74.01%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9584	95.84%
P-glycoprotein inhibitior	-	0.5396	53.96%
P-glycoprotein substrate	-	0.6158	61.58%
CYP3A4 substrate	+	0.6562	65.62%
CYP2C9 substrate	-	0.8199	81.99%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	+	0.6321	63.21%
CYP2C9 inhibition	-	0.6221	62.21%
CYP2C19 inhibition	+	0.5616	56.16%
CYP2D6 inhibition	-	0.8714	87.14%
CYP1A2 inhibition	-	0.7176	71.76%
CYP2C8 inhibition	+	0.5295	52.95%
CYP inhibitory promiscuity	+	0.6842	68.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5541	55.41%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.7667	76.67%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	+	0.6463	64.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5988	59.88%
Micronuclear	+	0.8574	85.74%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5929	59.29%
Acute Oral Toxicity (c)	III	0.6601	66.01%
Estrogen receptor binding	+	0.7596	75.96%
Androgen receptor binding	+	0.6042	60.42%
Thyroid receptor binding	-	0.5113	51.13%
Glucocorticoid receptor binding	+	0.7068	70.68%
Aromatase binding	+	0.5627	56.27%
PPAR gamma	+	0.7157	71.57%
Honey bee toxicity	-	0.7634	76.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9466	94.66%

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	99.73%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.63%	91.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.78%	96.77%
CHEMBL2581	P07339	Cathepsin D	98.17%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.60%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.71%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.83%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.07%	86.33%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	93.52%	97.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.26%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.46%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.27%	94.80%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.04%	93.40%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.71%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.92%	92.62%
CHEMBL4208	P20618	Proteasome component C5	86.77%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.58%	96.21%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.42%	97.36%
CHEMBL2535	P11166	Glucose transporter	86.11%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.68%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.48%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.22%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.30%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.01%	95.78%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.62%	98.21%

Plants that contains it

• Acanthus mollis

Cross-Links

• PubChem: 74951348
• LOTUS: LTS0151297
• wikiData: Q105029252