[(2S,3R,4S,5S,6R)-2-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2-hydroxy-6-(3-hydroxyphenyl)benzoate

Details

• Internal ID: 01292e98-0913-4bcf-8907-da446302e5f6
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2-hydroxy-6-(3-hydroxyphenyl)benzoate
• SMILES (Canonical): C=CC1C2CCOC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=C(C=CC=C4O)C5=CC(=CC=C5)O
• SMILES (Isomeric): C=C[C@@H]1[C@@H]2CCOC(=O)C2=CO[C@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)C4=C(C=CC=C4O)C5=CC(=CC=C5)O
• InChI: InChI=1S/C29H30O12/c1-2-16-18-9-10-37-26(35)19(18)13-38-28(16)41-29-25(24(34)23(33)21(12-30)39-29)40-27(36)22-17(7-4-8-20(22)32)14-5-3-6-15(31)11-14/h2-8,11,13,16,18,21,23-25,28-34H,1,9-10,12H2/t16-,18+,21-,23-,24+,25-,28+,29+/m1/s1
• InChI Key: KOVJNHVDYMZQCP-NDBICIAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₀O₁₂
• Molecular Weight: 570.50 g/mol
• Exact Mass: 570.17372639 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4645	46.45%
Caco-2	-	0.9163	91.63%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7196	71.96%
OATP2B1 inhibitior	-	0.8385	83.85%
OATP1B1 inhibitior	+	0.8067	80.67%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5967	59.67%
P-glycoprotein inhibitior	+	0.5821	58.21%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6978	69.78%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.8842	88.42%
CYP2C9 inhibition	-	0.6727	67.27%
CYP2C19 inhibition	-	0.7393	73.93%
CYP2D6 inhibition	-	0.8756	87.56%
CYP1A2 inhibition	-	0.7478	74.78%
CYP2C8 inhibition	+	0.7446	74.46%
CYP inhibitory promiscuity	-	0.7630	76.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6864	68.64%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.7960	79.60%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7247	72.47%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.8205	82.05%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6805	68.05%
Acute Oral Toxicity (c)	III	0.4552	45.52%
Estrogen receptor binding	+	0.8334	83.34%
Androgen receptor binding	+	0.7333	73.33%
Thyroid receptor binding	+	0.5589	55.89%
Glucocorticoid receptor binding	+	0.6548	65.48%
Aromatase binding	+	0.5704	57.04%
PPAR gamma	+	0.7513	75.13%
Honey bee toxicity	-	0.7100	71.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9645	96.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.75%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.66%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.32%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.33%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.16%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.35%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.49%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.13%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.94%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.59%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.82%	100.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.53%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.12%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	86.05%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	83.48%	94.75%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.48%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	82.00%	94.73%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.96%	97.33%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.36%	97.53%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.31%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.08%	95.89%
CHEMBL4530	P00488	Coagulation factor XIII	80.78%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.42%	94.00%
CHEMBL3194	P02766	Transthyretin	80.18%	90.71%

Plants that contains it

• Gentiana purpurea

Cross-Links

• PubChem: 102090421
• LOTUS: LTS0227124
• wikiData: Q105144007