Isodihydronepetalactone

Details

• Internal ID: 93f37a37-73ec-489d-9cca-667aa7a654a2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4R,4aR,7S,7aR)-4,7-dimethyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[c]pyran-1-one
• SMILES (Canonical): CC1CCC2C1C(=O)OCC2C
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@H]1C(=O)OC[C@@H]2C
• InChI: InChI=1S/C10H16O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h6-9H,3-5H2,1-2H3/t6-,7-,8+,9+/m0/s1
• InChI Key: LSRNBGXEEKNZHN-RBXMUDONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Isodihydronepetalactone
• Cyclopenta[c]pyran-1(3H)-one, hexahydro-4,7-dimethyl-, (4.alpha.,4a.alpha.,7.alpha.,7a.alpha.)-
• Isonepetalactone, dihydro-
• Nepetalactone, isodihydro-
• .alpha.-Dihydronepetalactone
• Nepetalactone, .alpha.-dihydro-
• (+)-Isodihydronepetalactone
• 3,4.alpha.-dihydro-4a.alpha.,7.alpha.,7a.alpha.-Nepetalactone
• 4.alpha.,7.alpha.-Dimethylhexahydrocyclopenta[c]pyran-1(3H)-one
• SCHEMBL3208290
• LSRNBGXEEKNZHN-RBXMUDONSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.8161	81.61%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Lysosomes	0.4778	47.78%
OATP2B1 inhibitior	-	0.8344	83.44%
OATP1B1 inhibitior	+	0.9424	94.24%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9546	95.46%
P-glycoprotein inhibitior	-	0.9676	96.76%
P-glycoprotein substrate	-	0.8946	89.46%
CYP3A4 substrate	-	0.5958	59.58%
CYP2C9 substrate	-	0.5827	58.27%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.9341	93.41%
CYP2C9 inhibition	-	0.8727	87.27%
CYP2C19 inhibition	-	0.8025	80.25%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.9757	97.57%
CYP inhibitory promiscuity	-	0.9738	97.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6999	69.99%
Eye corrosion	-	0.6069	60.69%
Eye irritation	+	0.8955	89.55%
Skin irritation	-	0.6209	62.09%
Skin corrosion	-	0.9676	96.76%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7408	74.08%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.6562	65.62%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.6466	64.66%
Acute Oral Toxicity (c)	III	0.5808	58.08%
Estrogen receptor binding	-	0.8677	86.77%
Androgen receptor binding	+	0.5842	58.42%
Thyroid receptor binding	-	0.8834	88.34%
Glucocorticoid receptor binding	-	0.8850	88.50%
Aromatase binding	-	0.8693	86.93%
PPAR gamma	-	0.8724	87.24%
Honey bee toxicity	-	0.8721	87.21%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9253	92.53%

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	89.95%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.87%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.74%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.32%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.16%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.66%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.37%	89.00%

Plants that contains it

• Nepeta tuberosa
• Uncaria rhynchophylla

Cross-Links

• PubChem: 6432179
• NPASS: NPC140008
• LOTUS: LTS0089083
• wikiData: Q105156734