[4a,5-dihydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7a-dihydro-1H-cyclopenta[c]pyran-7-yl]methyl acetate

Details

• Internal ID: bcced573-9777-4c51-87b0-74a7374e2f88
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [4a,5-dihydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7a-dihydro-1H-cyclopenta[c]pyran-7-yl]methyl acetate
• InChI: InChI=1S/C17H24O11/c1-7(19)26-6-8-4-10(20)17(24)2-3-25-15(11(8)17)28-16-14(23)13(22)12(21)9(5-18)27-16/h2-4,9-16,18,20-24H,5-6H2,1H3
• InChI Key: KYTISVZGNSQNDO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₁₁
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.13186158 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -3.12
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6261	62.61%
Caco-2	-	0.8874	88.74%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7185	71.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8525	85.25%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6637	66.37%
P-glycoprotein inhibitior	-	0.8303	83.03%
P-glycoprotein substrate	-	0.8214	82.14%
CYP3A4 substrate	+	0.6406	64.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	-	0.9821	98.21%
CYP2C9 inhibition	-	0.9138	91.38%
CYP2C19 inhibition	-	0.8640	86.40%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.8722	87.22%
CYP2C8 inhibition	-	0.6509	65.09%
CYP inhibitory promiscuity	-	0.7718	77.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6786	67.86%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9627	96.27%
Skin irritation	-	0.7507	75.07%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6006	60.06%
Micronuclear	-	0.7741	77.41%
Hepatotoxicity	-	0.7699	76.99%
skin sensitisation	-	0.8646	86.46%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6960	69.60%
Acute Oral Toxicity (c)	III	0.3668	36.68%
Estrogen receptor binding	+	0.5714	57.14%
Androgen receptor binding	+	0.6013	60.13%
Thyroid receptor binding	-	0.5491	54.91%
Glucocorticoid receptor binding	-	0.5632	56.32%
Aromatase binding	+	0.6569	65.69%
PPAR gamma	-	0.5262	52.62%
Honey bee toxicity	-	0.7988	79.88%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7105	71.05%
Fish aquatic toxicity	+	0.6903	69.03%

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	97.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.86%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.98%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.50%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.12%	99.17%
CHEMBL2581	P07339	Cathepsin D	83.51%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	83.22%	95.93%

Plants that contains it

• Plantago media

Cross-Links

• PubChem: 163031625
• LOTUS: LTS0220056
• wikiData: Q105147940