2-[[5-Ethoxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 2f8bac4f-0ffc-4351-b169-5c2ee58988ec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: 2-[[5-ethoxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C17H26O9/c1-2-23-10-5-8(6-18)12-9(10)3-4-24-16(12)26-17-15(22)14(21)13(20)11(7-19)25-17/h3-5,9-22H,2,6-7H2,1H3
• InChI Key: VXDHAHZSQCXFQK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₉
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.15768240 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.76
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5065	50.65%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5795	57.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9370	93.70%
P-glycoprotein inhibitior	-	0.8769	87.69%
P-glycoprotein substrate	-	0.7939	79.39%
CYP3A4 substrate	+	0.5706	57.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8446	84.46%
CYP3A4 inhibition	-	0.9468	94.68%
CYP2C9 inhibition	-	0.8660	86.60%
CYP2C19 inhibition	-	0.7551	75.51%
CYP2D6 inhibition	-	0.9058	90.58%
CYP1A2 inhibition	-	0.8277	82.77%
CYP2C8 inhibition	-	0.6667	66.67%
CYP inhibitory promiscuity	-	0.5627	56.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9790	97.90%
Skin irritation	-	0.8087	80.87%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.5791	57.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.5958	59.58%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8885	88.85%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6678	66.78%
Acute Oral Toxicity (c)	III	0.4681	46.81%
Estrogen receptor binding	-	0.4926	49.26%
Androgen receptor binding	-	0.5671	56.71%
Thyroid receptor binding	-	0.5185	51.85%
Glucocorticoid receptor binding	-	0.5817	58.17%
Aromatase binding	+	0.6442	64.42%
PPAR gamma	+	0.5715	57.15%
Honey bee toxicity	-	0.7846	78.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	-	0.4708	47.08%

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	94.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.92%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.01%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	85.09%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.61%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.55%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.09%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.88%	97.79%

Plants that contains it

• Pedicularis rex

Cross-Links

• PubChem: 162935349
• LOTUS: LTS0216376
• wikiData: Q105298432