[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl (1R,4aS,6S,7R,7aS)-1,6-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 2462c32c-3146-463c-aa22-5351730202b0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl (1R,4aS,6S,7R,7aS)-1,6-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): CC1C(CC2C1C(OC=C2C(=O)OCC3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OCC3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
• InChI: InChI=1S/C23H30O11/c1-10-15(25)6-13-14(9-32-22(30)17(10)13)21(29)31-8-11-2-4-12(5-3-11)33-23-20(28)19(27)18(26)16(7-24)34-23/h2-5,9-10,13,15-20,22-28,30H,6-8H2,1H3/t10-,13+,15-,16+,17+,18+,19-,20+,22+,23+/m0/s1
• InChI Key: SKLNHYQQQAJIRY-UXFDLMNISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₁₁
• Molecular Weight: 482.50 g/mol
• Exact Mass: 482.17881177 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7718	77.18%
Caco-2	-	0.8701	87.01%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6125	61.25%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.7435	74.35%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7907	79.07%
P-glycoprotein inhibitior	-	0.6125	61.25%
P-glycoprotein substrate	-	0.7427	74.27%
CYP3A4 substrate	+	0.6595	65.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8560	85.60%
CYP3A4 inhibition	-	0.9357	93.57%
CYP2C9 inhibition	-	0.8870	88.70%
CYP2C19 inhibition	-	0.8242	82.42%
CYP2D6 inhibition	-	0.8649	86.49%
CYP1A2 inhibition	-	0.7710	77.10%
CYP2C8 inhibition	+	0.5846	58.46%
CYP inhibitory promiscuity	-	0.7141	71.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6536	65.36%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.7450	74.50%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5225	52.25%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8339	83.39%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9034	90.34%
Acute Oral Toxicity (c)	III	0.5096	50.96%
Estrogen receptor binding	+	0.6560	65.60%
Androgen receptor binding	+	0.6423	64.23%
Thyroid receptor binding	-	0.5483	54.83%
Glucocorticoid receptor binding	-	0.5415	54.15%
Aromatase binding	-	0.5725	57.25%
PPAR gamma	+	0.5994	59.94%
Honey bee toxicity	-	0.7412	74.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8627	86.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.59%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.13%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.38%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.67%	91.11%
CHEMBL2243	O00519	Anandamide amidohydrolase	93.65%	97.53%
CHEMBL220	P22303	Acetylcholinesterase	92.97%	94.45%
CHEMBL4208	P20618	Proteasome component C5	92.01%	90.00%
CHEMBL2581	P07339	Cathepsin D	91.01%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.94%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.48%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.50%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.49%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.15%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.31%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.37%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.29%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.72%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.81%	95.83%
CHEMBL1951	P21397	Monoamine oxidase A	81.52%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	80.62%	90.17%

Plants that contains it

• Viburnum urceolatum

Cross-Links

• PubChem: 162858609
• LOTUS: LTS0084699
• wikiData: Q105254909