1-Methoxy-7-methyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyran-6-ol

Details

• Internal ID: 273b1813-8c9e-41b3-b733-bcca90f9eb83
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: 1-methoxy-7-methyl-1,3,4,4a,5,6,7,7a-octahydrocyclopenta[c]pyran-6-ol
• SMILES (Canonical): CC1C(CC2C1C(OCC2)OC)O
• SMILES (Isomeric): CC1C(CC2C1C(OCC2)OC)O
• InChI: InChI=1S/C10H18O3/c1-6-8(11)5-7-3-4-13-10(12-2)9(6)7/h6-11H,3-5H2,1-2H3
• InChI Key: PNSYSPPIOSIJCG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25 g/mol
• Exact Mass: 186.125594432 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9628	96.28%
Caco-2	+	0.7581	75.81%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5787	57.87%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.9297	92.97%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9659	96.59%
P-glycoprotein inhibitior	-	0.9621	96.21%
P-glycoprotein substrate	-	0.8706	87.06%
CYP3A4 substrate	+	0.5437	54.37%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7412	74.12%
CYP3A4 inhibition	-	0.9012	90.12%
CYP2C9 inhibition	-	0.9292	92.92%
CYP2C19 inhibition	-	0.9029	90.29%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.7069	70.69%
CYP2C8 inhibition	-	0.8554	85.54%
CYP inhibitory promiscuity	-	0.9527	95.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7036	70.36%
Eye corrosion	-	0.9543	95.43%
Eye irritation	+	0.5590	55.90%
Skin irritation	-	0.6537	65.37%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.7524	75.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5652	56.52%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5553	55.53%
skin sensitisation	-	0.8620	86.20%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7314	73.14%
Acute Oral Toxicity (c)	III	0.5761	57.61%
Estrogen receptor binding	-	0.8240	82.40%
Androgen receptor binding	-	0.7224	72.24%
Thyroid receptor binding	-	0.6967	69.67%
Glucocorticoid receptor binding	-	0.7991	79.91%
Aromatase binding	-	0.8413	84.13%
PPAR gamma	-	0.7737	77.37%
Honey bee toxicity	-	0.7698	76.98%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.7542	75.42%

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	93.45%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.61%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.48%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.75%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	89.47%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.12%	97.25%
CHEMBL240	Q12809	HERG	88.93%	89.76%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.33%	98.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.45%	91.11%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.85%	91.03%

Plants that contains it

• Alstonia scholaris

Cross-Links

• PubChem: 78097640
• LOTUS: LTS0136771
• wikiData: Q105212166