[2-[(4-Ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate

Details

• Internal ID: 9c1d32b6-e65b-4f72-8243-60403b2d5d42
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: [2-[(4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate
• SMILES (Canonical): C=CC1C(OC=C2C1(CCOC2=O)O)OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=C(C=C(C=C4O)O)C5=CC(=CC=C5)O
• SMILES (Isomeric): C=CC1C(OC=C2C1(CCOC2=O)O)OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=C(C=C(C=C4O)O)C5=CC(=CC=C5)O
• InChI: InChI=1S/C29H30O14/c1-2-17-27(40-12-18-25(36)39-7-6-29(17,18)38)43-28-24(23(35)22(34)20(11-30)41-28)42-26(37)21-16(9-15(32)10-19(21)33)13-4-3-5-14(31)8-13/h2-5,8-10,12,17,20,22-24,27-28,30-35,38H,1,6-7,11H2
• InChI Key: UZYZCCWBBBCDAD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₀O₁₄
• Molecular Weight: 602.50 g/mol
• Exact Mass: 602.16355563 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.17
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6312	63.12%
Caco-2	-	0.9073	90.73%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6824	68.24%
OATP2B1 inhibitior	-	0.8411	84.11%
OATP1B1 inhibitior	+	0.8065	80.65%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8346	83.46%
BSEP inhibitior	+	0.7616	76.16%
P-glycoprotein inhibitior	+	0.6445	64.45%
P-glycoprotein substrate	+	0.5549	55.49%
CYP3A4 substrate	+	0.7130	71.30%
CYP2C9 substrate	-	0.6143	61.43%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	-	0.8495	84.95%
CYP2C9 inhibition	-	0.7198	71.98%
CYP2C19 inhibition	-	0.7396	73.96%
CYP2D6 inhibition	-	0.8571	85.71%
CYP1A2 inhibition	-	0.8028	80.28%
CYP2C8 inhibition	+	0.7490	74.90%
CYP inhibitory promiscuity	-	0.8782	87.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6329	63.29%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8927	89.27%
Skin irritation	-	0.7744	77.44%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5823	58.23%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.5577	55.77%
skin sensitisation	-	0.8151	81.51%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8165	81.65%
Acute Oral Toxicity (c)	III	0.4689	46.89%
Estrogen receptor binding	+	0.7965	79.65%
Androgen receptor binding	+	0.7223	72.23%
Thyroid receptor binding	+	0.5646	56.46%
Glucocorticoid receptor binding	+	0.6687	66.87%
Aromatase binding	+	0.6308	63.08%
PPAR gamma	+	0.7601	76.01%
Honey bee toxicity	-	0.6204	62.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9464	94.64%

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	98.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.83%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.13%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.05%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.84%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.93%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	91.21%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.59%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.80%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.45%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	84.62%	91.49%
CHEMBL4530	P00488	Coagulation factor XIII	84.45%	96.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.40%	95.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.39%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.29%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.05%	94.45%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	82.09%	95.71%
CHEMBL1937	Q92769	Histone deacetylase 2	82.02%	94.75%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.79%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	81.77%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.34%	99.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.48%	97.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.33%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.19%	94.00%

Plants that contains it

• Gentianella nitida
• Swertia japonica
• Swertia pseudochinensis

Cross-Links

• PubChem: 12305846
• LOTUS: LTS0265728
• wikiData: Q105282549