(5E,9E,11aS)-3,6,10-Trimethyl-2,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2-one

Details

• Internal ID: 2b99974a-8b07-45b5-bf7b-a5006a1e50ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (5Z,9Z,11aS)-3,6,10-trimethyl-7,8,11,11a-tetrahydro-4H-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CCC2=C(C(=O)OC2CC(=CCC1)C)C
• SMILES (Isomeric): C/C/1=C/CC2=C(C(=O)O[C@H]2C/C(=C\CC1)/C)C
• InChI: InChI=1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h6-7,14H,4-5,8-9H2,1-3H3/b10-7-,11-6-/t14-/m0/s1
• InChI Key: SLGKCOCDZZQQLY-FWTSASMKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9485	94.85%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4093	40.93%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.9622	96.22%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6636	66.36%
P-glycoprotein inhibitior	-	0.9389	93.89%
P-glycoprotein substrate	-	0.9274	92.74%
CYP3A4 substrate	+	0.5063	50.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8740	87.40%
CYP3A4 inhibition	-	0.7706	77.06%
CYP2C9 inhibition	-	0.9421	94.21%
CYP2C19 inhibition	-	0.6702	67.02%
CYP2D6 inhibition	-	0.9479	94.79%
CYP1A2 inhibition	+	0.7284	72.84%
CYP2C8 inhibition	-	0.9331	93.31%
CYP inhibitory promiscuity	-	0.8936	89.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5518	55.18%
Eye corrosion	-	0.9268	92.68%
Eye irritation	-	0.7074	70.74%
Skin irritation	+	0.5580	55.80%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3770	37.70%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7914	79.14%
Acute Oral Toxicity (c)	III	0.6289	62.89%
Estrogen receptor binding	-	0.8359	83.59%
Androgen receptor binding	-	0.5387	53.87%
Thyroid receptor binding	-	0.7697	76.97%
Glucocorticoid receptor binding	-	0.6347	63.47%
Aromatase binding	-	0.7663	76.63%
PPAR gamma	+	0.5617	56.17%
Honey bee toxicity	-	0.8522	85.22%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9701	97.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.87%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.07%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.59%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.30%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	84.87%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.20%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.36%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.59%	97.09%

Plants that contains it

• Centella asiatica

Cross-Links

• PubChem: 102332267
• NPASS: NPC7869