(3S)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutan-1-one

Details

• Internal ID: facaf28b-780d-47fc-8c38-ce749b725abc
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (3S)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutan-1-one
• SMILES (Canonical): CC(CC(=O)C1=C(C=C(C=C1OC)OC)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C[C@@H](CC(=O)C1=C(C=C(C=C1OC)OC)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C18H26O10/c1-8(27-18-17(24)16(23)15(22)13(7-19)28-18)4-10(20)14-11(21)5-9(25-2)6-12(14)26-3/h5-6,8,13,15-19,21-24H,4,7H2,1-3H3/t8-,13+,15+,16-,17+,18+/m0/s1
• InChI Key: SKRQPTIWMDNXLW-BDORVQJMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₁₀
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.15259702 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6717	67.17%
Caco-2	-	0.7945	79.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6573	65.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8642	86.42%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8177	81.77%
P-glycoprotein inhibitior	-	0.7489	74.89%
P-glycoprotein substrate	-	0.8156	81.56%
CYP3A4 substrate	+	0.5485	54.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8492	84.92%
CYP3A4 inhibition	-	0.8402	84.02%
CYP2C9 inhibition	-	0.8742	87.42%
CYP2C19 inhibition	-	0.8934	89.34%
CYP2D6 inhibition	-	0.8957	89.57%
CYP1A2 inhibition	-	0.7868	78.68%
CYP2C8 inhibition	-	0.6612	66.12%
CYP inhibitory promiscuity	-	0.7911	79.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7285	72.85%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.8591	85.91%
Skin corrosion	-	0.9672	96.72%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6603	66.03%
Micronuclear	-	0.6126	61.26%
Hepatotoxicity	-	0.7676	76.76%
skin sensitisation	-	0.8764	87.64%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5435	54.35%
Acute Oral Toxicity (c)	III	0.7492	74.92%
Estrogen receptor binding	+	0.6098	60.98%
Androgen receptor binding	-	0.6244	62.44%
Thyroid receptor binding	+	0.5193	51.93%
Glucocorticoid receptor binding	+	0.6025	60.25%
Aromatase binding	-	0.5190	51.90%
PPAR gamma	+	0.5687	56.87%
Honey bee toxicity	-	0.8664	86.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7604	76.04%
Fish aquatic toxicity	+	0.7121	71.21%

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	98.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.33%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.45%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.60%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.40%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	90.65%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.02%	96.00%
CHEMBL2581	P07339	Cathepsin D	89.10%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.03%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.53%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.23%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.33%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.03%	89.00%

Plants that contains it

• Stellaria dichotoma

Cross-Links

• PubChem: 92024111
• NPASS: NPC57722