(4aS,7R,7aR)-1-Methoxy-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran

Details

• Internal ID: b07f284f-229a-4195-af08-3a7f22b65487
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (1R,4aS,7R,7aR)-1-methoxy-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran
• SMILES (Canonical): CC1CCC2C1C(OC=C2C)OC
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@H]1[C@@H](OC=C2C)OC
• InChI: InChI=1S/C11H18O2/c1-7-4-5-9-8(2)6-13-11(12-3)10(7)9/h6-7,9-11H,4-5H2,1-3H3/t7-,9-,10-,11-/m1/s1
• InChI Key: IGZUHQCEDUZXSS-QCNRFFRDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 182.26 g/mol
• Exact Mass: 182.130679813 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• DTXSID50780188
• (4aS,7R,7aR)-1-Methoxy-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.7943	79.43%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4656	46.56%
OATP2B1 inhibitior	-	0.8511	85.11%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9590	95.90%
P-glycoprotein inhibitior	-	0.9471	94.71%
P-glycoprotein substrate	-	0.8592	85.92%
CYP3A4 substrate	-	0.5514	55.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7641	76.41%
CYP3A4 inhibition	-	0.8919	89.19%
CYP2C9 inhibition	-	0.8850	88.50%
CYP2C19 inhibition	-	0.7114	71.14%
CYP2D6 inhibition	-	0.8773	87.73%
CYP1A2 inhibition	+	0.5301	53.01%
CYP2C8 inhibition	-	0.7504	75.04%
CYP inhibitory promiscuity	-	0.8252	82.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5864	58.64%
Eye corrosion	-	0.9038	90.38%
Eye irritation	+	0.6959	69.59%
Skin irritation	+	0.5151	51.51%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4870	48.70%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6837	68.37%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7086	70.86%
Acute Oral Toxicity (c)	III	0.7408	74.08%
Estrogen receptor binding	-	0.8489	84.89%
Androgen receptor binding	-	0.6234	62.34%
Thyroid receptor binding	-	0.7467	74.67%
Glucocorticoid receptor binding	-	0.8971	89.71%
Aromatase binding	-	0.8671	86.71%
PPAR gamma	-	0.8251	82.51%
Honey bee toxicity	-	0.9049	90.49%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.7779	77.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	93.51%	86.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.49%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.10%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.98%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.33%	95.56%

Plants that contains it

• Eremophila deserti

Cross-Links

• PubChem: 71356025
• LOTUS: LTS0169728
• wikiData: Q82743198