5-[1,5-Dihydroxy-3-methyl-8-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxynaphthalen-2-yl]-8-hydroxy-6-methylnaphthalene-1,4-dione

Details

• Internal ID: 6b394c9d-6cf6-4da6-9b9d-81ee071382cc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 5-[1,5-dihydroxy-3-methyl-8-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxynaphthalen-2-yl]-8-hydroxy-6-methylnaphthalene-1,4-dione
• SMILES (Canonical): CC1=CC2=C(C=CC(=C2C(=C1C3=C4C(=O)C=CC(=O)C4=C(C=C3C)O)O)OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1=CC2=C(C=CC(=C2C(=C1C3=C4C(=O)C=CC(=O)C4=C(C=C3C)O)O)OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)O)O)O
• InChI: InChI=1S/C33H34O15/c1-11-7-13-14(34)5-6-19(23(13)28(41)22(11)21-12(2)8-17(37)24-15(35)3-4-16(36)25(21)24)47-33-31(44)29(42)27(40)20(48-33)10-46-32-30(43)26(39)18(38)9-45-32/h3-8,18,20,26-27,29-34,37-44H,9-10H2,1-2H3
• InChI Key: SZKSYABHAXDRDG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₄O₁₅
• Molecular Weight: 670.60 g/mol
• Exact Mass: 670.18977037 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.18
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5828	58.28%
Caco-2	-	0.8983	89.83%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6507	65.07%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7958	79.58%
P-glycoprotein inhibitior	-	0.4727	47.27%
P-glycoprotein substrate	+	0.5080	50.80%
CYP3A4 substrate	+	0.6739	67.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.9197	91.97%
CYP2C9 inhibition	-	0.9066	90.66%
CYP2C19 inhibition	-	0.9105	91.05%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	+	0.5535	55.35%
CYP inhibitory promiscuity	-	0.8790	87.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7007	70.07%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9187	91.87%
Skin irritation	-	0.8445	84.45%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	+	0.5930	59.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7500	75.00%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.6767	67.67%
skin sensitisation	-	0.8756	87.56%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9385	93.85%
Acute Oral Toxicity (c)	III	0.5742	57.42%
Estrogen receptor binding	+	0.7946	79.46%
Androgen receptor binding	+	0.5833	58.33%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4701	47.01%
Aromatase binding	+	0.5766	57.66%
PPAR gamma	+	0.7093	70.93%
Honey bee toxicity	-	0.8422	84.22%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9748	97.48%

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	99.67%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	98.95%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	98.16%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.32%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.23%	96.21%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.44%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.00%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.16%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.32%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.49%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.99%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.47%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.29%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.95%	94.73%
CHEMBL4208	P20618	Proteasome component C5	86.19%	90.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.59%	96.67%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.62%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.53%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.08%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	81.99%	94.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.85%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.37%	100.00%

Plants that contains it

• Diospyros lycioides

Cross-Links

• PubChem: 85211523
• LOTUS: LTS0273527
• wikiData: Q105264208