2-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[7-[8-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1-hydroxy-6-methylnaphthalen-2-yl]-8-hydroxy-3-methylnaphthalen-1-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 21837f14-6612-4fe1-904e-f927d47bcbee
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[7-[8-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1-hydroxy-6-methylnaphthalen-2-yl]-8-hydroxy-3-methylnaphthalen-1-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1=CC2=C(C(=C1)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O)C(=C(C=C2)C5=C(C6=C(C=C5)C=C(C=C6OC7C(C(C(C(O7)COC8C(C(CO8)(CO)O)O)O)O)O)C)O)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O)C(=C(C=C2)C5=C(C6=C(C=C5)C=C(C=C6OC7C(C(C(C(O7)COC8C(C(CO8)(CO)O)O)O)O)O)C)O)O
• InChI: InChI=1S/C44H54O22/c1-17-7-19-3-5-21(29(47)27(19)23(9-17)63-39-35(53)33(51)31(49)25(65-39)11-59-41-37(55)43(57,13-45)15-61-41)22-6-4-20-8-18(2)10-24(28(20)30(22)48)64-40-36(54)34(52)32(50)26(66-40)12-60-42-38(56)44(58,14-46)16-62-42/h3-10,25-26,31-42,45-58H,11-16H2,1-2H3
• InChI Key: XFNGUYZDIYVZTF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₄O₂₂
• Molecular Weight: 934.90 g/mol
• Exact Mass: 934.31067335 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -3.02
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6001	60.01%
Caco-2	-	0.8667	86.67%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6831	68.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8599	85.99%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9276	92.76%
P-glycoprotein inhibitior	+	0.7254	72.54%
P-glycoprotein substrate	-	0.6285	62.85%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8189	81.89%
CYP3A4 inhibition	-	0.9168	91.68%
CYP2C9 inhibition	-	0.9024	90.24%
CYP2C19 inhibition	-	0.8321	83.21%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.8792	87.92%
CYP2C8 inhibition	+	0.6417	64.17%
CYP inhibitory promiscuity	-	0.7604	76.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5761	57.61%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.8272	82.72%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8029	80.29%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8888	88.88%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7648	76.48%
Acute Oral Toxicity (c)	III	0.5368	53.68%
Estrogen receptor binding	+	0.8166	81.66%
Androgen receptor binding	+	0.6584	65.84%
Thyroid receptor binding	+	0.5995	59.95%
Glucocorticoid receptor binding	+	0.6724	67.24%
Aromatase binding	+	0.6022	60.22%
PPAR gamma	+	0.7941	79.41%
Honey bee toxicity	-	0.8618	86.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.8517	85.17%

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	99.24%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.06%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.62%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.02%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.33%	96.95%
CHEMBL220	P22303	Acetylcholinesterase	92.06%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.84%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.54%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.84%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.43%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.04%	92.94%
CHEMBL4581	P52732	Kinesin-like protein 1	88.91%	93.18%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.80%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.57%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.08%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.06%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.30%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.23%	96.67%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.64%	89.62%
CHEMBL4208	P20618	Proteasome component C5	83.53%	90.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.56%	96.90%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.13%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.24%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.23%	100.00%
CHEMBL1873	P00750	Tissue-type plasminogen activator	80.66%	93.33%

Plants that contains it

• Diospyros mollis

Cross-Links

• PubChem: 73821373
• LOTUS: LTS0143641
• wikiData: Q105327123