[(2R,3S,4S,5R,6S)-6-[[(8S)-4,8-dihydroxy-5-oxo-7,8-dihydro-6H-naphthalen-1-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,5-dihydroxy-4-methoxybenzoate

Details

• Internal ID: 5020bece-e6c6-4c1e-92ab-d686fdc3870b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[[(8S)-4,8-dihydroxy-5-oxo-7,8-dihydro-6H-naphthalen-1-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,5-dihydroxy-4-methoxybenzoate
• SMILES (Canonical): COC1=C(C=C(C=C1O)C(=O)OCC2C(C(C(C(O2)OC3=C4C(CCC(=O)C4=C(C=C3)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1O)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C4[C@H](CCC(=O)C4=C(C=C3)O)O)O)O)O)O
• InChI: InChI=1S/C24H26O13/c1-34-22-13(28)6-9(7-14(22)29)23(33)35-8-16-19(30)20(31)21(32)24(37-16)36-15-5-4-11(26)17-10(25)2-3-12(27)18(15)17/h4-7,12,16,19-21,24,26-32H,2-3,8H2,1H3/t12-,16+,19+,20-,21+,24+/m0/s1
• InChI Key: LXTPYFMPRPHYEM-DXEMYRHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₃
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.13734088 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5956	59.56%
Caco-2	-	0.8763	87.63%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6051	60.51%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.8378	83.78%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6423	64.23%
P-glycoprotein inhibitior	-	0.5084	50.84%
P-glycoprotein substrate	-	0.7593	75.93%
CYP3A4 substrate	+	0.6360	63.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.8795	87.95%
CYP2C9 inhibition	-	0.8729	87.29%
CYP2C19 inhibition	-	0.8693	86.93%
CYP2D6 inhibition	-	0.9099	90.99%
CYP1A2 inhibition	-	0.6975	69.75%
CYP2C8 inhibition	+	0.5989	59.89%
CYP inhibitory promiscuity	-	0.9327	93.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7044	70.44%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.8182	81.82%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	+	0.5493	54.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.3592	35.92%
Micronuclear	-	0.5208	52.08%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9114	91.14%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8968	89.68%
Acute Oral Toxicity (c)	III	0.7272	72.72%
Estrogen receptor binding	+	0.7772	77.72%
Androgen receptor binding	+	0.5246	52.46%
Thyroid receptor binding	-	0.5718	57.18%
Glucocorticoid receptor binding	+	0.5682	56.82%
Aromatase binding	+	0.5180	51.80%
PPAR gamma	+	0.5667	56.67%
Honey bee toxicity	-	0.8793	87.93%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7349	73.49%
Fish aquatic toxicity	+	0.7209	72.09%

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	98.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL4208	P20618	Proteasome component C5	91.85%	90.00%
CHEMBL2581	P07339	Cathepsin D	91.83%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.24%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.54%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.91%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.14%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.88%	94.45%
CHEMBL2535	P11166	Glucose transporter	86.53%	98.75%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.48%	83.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.01%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.52%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.38%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.34%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.29%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.90%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.17%	94.33%

Plants that contains it

• Juglans mandshurica

Cross-Links

• PubChem: 101012984
• LOTUS: LTS0160564
• wikiData: Q105159083