[4a-Hydroxy-7-methyl-1-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] acetate

Details

• Internal ID: 37175a50-9a7f-45d2-b0d2-053414babb3b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: [4a-hydroxy-7-methyl-1-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] acetate
• InChI: InChI=1S/C17H26O10/c1-8(18)27-16(2)3-4-17(23)5-6-24-15(13(16)17)25-7-9-10(19)11(20)12(21)14(22)26-9/h5-6,9-15,19-23H,3-4,7H2,1-2H3
• InChI Key: IZBSPNKFNIQBCC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₁₀
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.15259702 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -1.86
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6923	69.23%
Caco-2	-	0.8372	83.72%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7256	72.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8531	85.31%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8865	88.65%
P-glycoprotein inhibitior	-	0.8249	82.49%
P-glycoprotein substrate	-	0.7848	78.48%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8790	87.90%
CYP3A4 inhibition	-	0.8830	88.30%
CYP2C9 inhibition	-	0.9321	93.21%
CYP2C19 inhibition	-	0.9396	93.96%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	-	0.7456	74.56%
CYP inhibitory promiscuity	-	0.9237	92.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6486	64.86%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9752	97.52%
Skin irritation	-	0.5767	57.67%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5691	56.91%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7253	72.53%
skin sensitisation	-	0.8988	89.88%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6906	69.06%
Acute Oral Toxicity (c)	I	0.4364	43.64%
Estrogen receptor binding	+	0.7127	71.27%
Androgen receptor binding	-	0.5614	56.14%
Thyroid receptor binding	+	0.6091	60.91%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6614	66.14%
PPAR gamma	+	0.6207	62.07%
Honey bee toxicity	-	0.7583	75.83%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	+	0.8060	80.60%

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	98.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.86%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.51%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.46%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.24%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.35%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.84%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.94%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.84%	100.00%
CHEMBL5028	O14672	ADAM10	82.06%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.58%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.36%	97.09%

Plants that contains it

• Galeopsis pubescens

Cross-Links

• PubChem: 162981707
• LOTUS: LTS0202969
• wikiData: Q105123109