[6-[4,10-Dihydroxy-3,9-dimethoxy-6,12-dioxo-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]benzo[c][1,5]benzodioxocin-2-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 3245ef76-6bf3-435e-ae48-1106bc5aa67d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [6-[4,10-dihydroxy-3,9-dimethoxy-6,12-dioxo-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]benzo[c][1,5]benzodioxocin-2-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): COC1=C(C2=C(C=C1C3C(C(C(C(O3)CO)O)O)O)C(=O)OC4=C(C=C(C(=C4O)OC)C5C(C(C(C(O5)COC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)O)C(=O)O2)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1C3C(C(C(C(O3)CO)O)O)O)C(=O)OC4=C(C=C(C(=C4O)OC)C5C(C(C(C(O5)COC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)O)C(=O)O2)O
• InChI: InChI=1S/C35H36O22/c1-51-27-10(29-23(44)21(42)19(40)16(7-36)54-29)5-12-31(25(27)46)56-35(50)13-6-11(28(52-2)26(47)32(13)57-34(12)49)30-24(45)22(43)20(41)17(55-30)8-53-33(48)9-3-14(37)18(39)15(38)4-9/h3-6,16-17,19-24,29-30,36-47H,7-8H2,1-2H3
• InChI Key: FNOFUPBPMSLAOK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₆O₂₂
• Molecular Weight: 808.60 g/mol
• Exact Mass: 808.16982277 g/mol
• Topological Polar Surface Area (TPSA): 359.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.12
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6522	65.22%
Caco-2	-	0.8720	87.20%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5494	54.94%
OATP2B1 inhibitior	-	0.5705	57.05%
OATP1B1 inhibitior	-	0.4417	44.17%
OATP1B3 inhibitior	+	0.9800	98.00%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5733	57.33%
P-glycoprotein inhibitior	+	0.7031	70.31%
P-glycoprotein substrate	-	0.7680	76.80%
CYP3A4 substrate	+	0.6101	61.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8217	82.17%
CYP3A4 inhibition	-	0.9305	93.05%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.9186	91.86%
CYP2D6 inhibition	-	0.9644	96.44%
CYP1A2 inhibition	-	0.9334	93.34%
CYP2C8 inhibition	+	0.6582	65.82%
CYP inhibitory promiscuity	-	0.8302	83.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7097	70.97%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.8581	85.81%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.6508	65.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7639	76.39%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9306	93.06%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8794	87.94%
Acute Oral Toxicity (c)	III	0.6600	66.00%
Estrogen receptor binding	+	0.7409	74.09%
Androgen receptor binding	+	0.6499	64.99%
Thyroid receptor binding	+	0.5234	52.34%
Glucocorticoid receptor binding	+	0.6215	62.15%
Aromatase binding	+	0.5790	57.90%
PPAR gamma	+	0.6907	69.07%
Honey bee toxicity	-	0.8763	87.63%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7865	78.65%

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	99.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.92%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.64%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.49%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.03%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	89.35%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.80%	83.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.30%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.85%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.32%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.92%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.61%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.15%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.44%	96.00%
CHEMBL2535	P11166	Glucose transporter	81.03%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.20%	97.09%

Plants that contains it

• Ardisia japonica

Cross-Links

• PubChem: 162954748
• LOTUS: LTS0175708
• wikiData: Q104998411