2-[(4a-hydroxy-7-methyl-5,7a-dihydro-1H-cyclopenta[c]pyran-1-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 97b82486-fc5d-4665-b573-f24bae8a2a49
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: 2-[(4a-hydroxy-7-methyl-5,7a-dihydro-1H-cyclopenta[c]pyran-1-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C15H22O8/c1-7-2-3-15(20)4-5-21-13(9(7)15)23-14-12(19)11(18)10(17)8(6-16)22-14/h2,4-5,8-14,16-20H,3,6H2,1H3
• InChI Key: XDILIWGMXONUFE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₈
• Molecular Weight: 330.33 g/mol
• Exact Mass: 330.13146766 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.63
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6443	64.43%
Caco-2	-	0.8378	83.78%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5315	53.15%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8953	89.53%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9319	93.19%
P-glycoprotein inhibitior	-	0.9077	90.77%
P-glycoprotein substrate	-	0.8815	88.15%
CYP3A4 substrate	+	0.5977	59.77%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.9560	95.60%
CYP2C9 inhibition	-	0.9073	90.73%
CYP2C19 inhibition	-	0.8866	88.66%
CYP2D6 inhibition	-	0.9190	91.90%
CYP1A2 inhibition	-	0.8541	85.41%
CYP2C8 inhibition	-	0.7435	74.35%
CYP inhibitory promiscuity	-	0.8369	83.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9775	97.75%
Skin irritation	-	0.7045	70.45%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5096	50.96%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8104	81.04%
skin sensitisation	-	0.8699	86.99%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7031	70.31%
Acute Oral Toxicity (c)	III	0.3905	39.05%
Estrogen receptor binding	-	0.7785	77.85%
Androgen receptor binding	-	0.5520	55.20%
Thyroid receptor binding	-	0.5095	50.95%
Glucocorticoid receptor binding	-	0.5200	52.00%
Aromatase binding	+	0.5600	56.00%
PPAR gamma	+	0.5799	57.99%
Honey bee toxicity	-	0.8267	82.67%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	-	0.4246	42.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.68%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.90%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.73%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	86.18%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.51%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.07%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.60%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.79%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.85%	90.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.72%	97.79%

Plants that contains it

• Ajuga integrifolia

Cross-Links

• PubChem: 162942535
• LOTUS: LTS0157114
• wikiData: Q105325741