(1R,7R)-1-methoxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carbaldehyde

Details

• Internal ID: ee41f009-12e1-40c6-b1b7-6e3b2f7f85e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (1R,7R)-1-methoxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carbaldehyde
• SMILES (Canonical): CC1CCC2C1C(OC=C2C=O)OC
• SMILES (Isomeric): C[C@@H]1CCC2C1[C@@H](OC=C2C=O)OC
• InChI: InChI=1S/C11H16O3/c1-7-3-4-9-8(5-12)6-14-11(13-2)10(7)9/h5-7,9-11H,3-4H2,1-2H3/t7-,9?,10?,11-/m1/s1
• InChI Key: CKLJWMXFSCHRER-ZJTJHKMLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.24 g/mol
• Exact Mass: 196.109944368 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.7150	71.50%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.3917	39.17%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8149	81.49%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9604	96.04%
P-glycoprotein inhibitior	-	0.9335	93.35%
P-glycoprotein substrate	-	0.8522	85.22%
CYP3A4 substrate	-	0.5265	52.65%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8241	82.41%
CYP3A4 inhibition	-	0.8685	86.85%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.7414	74.14%
CYP2D6 inhibition	-	0.8763	87.63%
CYP1A2 inhibition	+	0.6822	68.22%
CYP2C8 inhibition	-	0.7403	74.03%
CYP inhibitory promiscuity	-	0.7893	78.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6424	64.24%
Eye corrosion	-	0.8126	81.26%
Eye irritation	+	0.5558	55.58%
Skin irritation	-	0.5245	52.45%
Skin corrosion	-	0.9244	92.44%
Ames mutagenesis	-	0.6824	68.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.3973	39.73%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6962	69.62%
skin sensitisation	-	0.6107	61.07%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5581	55.81%
Acute Oral Toxicity (c)	III	0.5883	58.83%
Estrogen receptor binding	-	0.6640	66.40%
Androgen receptor binding	-	0.6166	61.66%
Thyroid receptor binding	-	0.7424	74.24%
Glucocorticoid receptor binding	-	0.8318	83.18%
Aromatase binding	-	0.8579	85.79%
PPAR gamma	-	0.7394	73.94%
Honey bee toxicity	-	0.8816	88.16%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8831	88.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.91%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.04%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.51%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.28%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.71%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.18%	86.00%
CHEMBL2664	P23526	Adenosylhomocysteinase	83.40%	86.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.05%	86.33%

Plants that contains it

• Imperata cylindrica
• Pedicularis artselaeri

Cross-Links

• PubChem: 100930976
• LOTUS: LTS0161315
• wikiData: Q105141824