5-methyl-2-[(2R)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]cyclohexa-2,5-dien-1-one

Details

• Internal ID: e1e79598-5d9f-4af6-a68e-2836cd225239
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 5-methyl-2-[(2R)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]cyclohexa-2,5-dien-1-one
• InChI: InChI=1S/C16H24O7/c1-8-3-4-10(11(18)5-8)9(2)7-22-16-15(21)14(20)13(19)12(6-17)23-16/h4-5,9,12-17,19-21H,3,6-7H2,1-2H3/t9-,12+,13+,14-,15+,16+/m0/s1
• InChI Key: PDLLMFWVNKVELC-PQZGBVCXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₇
• Molecular Weight: 328.36 g/mol
• Exact Mass: 328.15220310 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7329	73.29%
Caco-2	-	0.7676	76.76%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8299	82.99%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7341	73.41%
P-glycoprotein inhibitior	-	0.9340	93.40%
P-glycoprotein substrate	-	0.8834	88.34%
CYP3A4 substrate	+	0.5489	54.89%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.9270	92.70%
CYP2C9 inhibition	-	0.8846	88.46%
CYP2C19 inhibition	-	0.8369	83.69%
CYP2D6 inhibition	-	0.9074	90.74%
CYP1A2 inhibition	-	0.8692	86.92%
CYP2C8 inhibition	-	0.9377	93.77%
CYP inhibitory promiscuity	-	0.8088	80.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7486	74.86%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9864	98.64%
Skin irritation	-	0.8352	83.52%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6534	65.34%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6998	69.98%
skin sensitisation	-	0.8695	86.95%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.4874	48.74%
Acute Oral Toxicity (c)	III	0.5935	59.35%
Estrogen receptor binding	-	0.6220	62.20%
Androgen receptor binding	-	0.5268	52.68%
Thyroid receptor binding	-	0.5323	53.23%
Glucocorticoid receptor binding	+	0.5609	56.09%
Aromatase binding	-	0.5728	57.28%
PPAR gamma	-	0.7383	73.83%
Honey bee toxicity	-	0.8877	88.77%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7450	74.50%
Fish aquatic toxicity	+	0.8378	83.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.43%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.97%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.42%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.36%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.13%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.05%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.98%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.45%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.86%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	81.50%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.76%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.06%	93.56%

Plants that contains it

• Paeonia suffruticosa

Cross-Links

• PubChem: 162899588
• LOTUS: LTS0050276
• wikiData: Q105206584