(6S,9E,11aR)-3,6,10-trimethyl-4,6,7,8,11,11a-hexahydrocyclodeca[b]furan-2,5-dione

Details

• Internal ID: 7461330a-08b0-43e4-bc12-050f31661db2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (6S,9E,11aR)-3,6,10-trimethyl-4,6,7,8,11,11a-hexahydrocyclodeca[b]furan-2,5-dione
• SMILES (Canonical): CC1CCC=C(CC2C(=C(C(=O)O2)C)CC1=O)C
• SMILES (Isomeric): C[C@H]1CC/C=C(/C[C@@H]2C(=C(C(=O)O2)C)CC1=O)\C
• InChI: InChI=1S/C15H20O3/c1-9-5-4-6-10(2)13(16)8-12-11(3)15(17)18-14(12)7-9/h5,10,14H,4,6-8H2,1-3H3/b9-5+/t10-,14+/m0/s1
• InChI Key: VILHAYBRKKWZBQ-SFWYFMFBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 3
• 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	+	0.9962	99.62%
Caco-2	+	0.9152	91.52%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.8500	85.00%
OATP1B1 inhibitior	+	0.9329	93.29%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.5234	52.34%
P-glycoprotein inhibitior	-	0.8927	89.27%
P-glycoprotein substrate	-	0.8597	85.97%
CYP3A4 substrate	+	0.5100	51.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.8121	81.21%
CYP2C9 inhibition	-	0.9229	92.29%
CYP2C19 inhibition	-	0.8368	83.68%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	+	0.7106	71.06%
CYP2C8 inhibition	-	0.9184	91.84%
CYP inhibitory promiscuity	-	0.9305	93.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5968	59.68%
Eye corrosion	-	0.9399	93.99%
Eye irritation	-	0.5000	50.00%
Skin irritation	+	0.5520	55.20%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6628	66.28%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6443	64.43%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6474	64.74%
Acute Oral Toxicity (c)	III	0.6058	60.58%
Estrogen receptor binding	-	0.7932	79.32%
Androgen receptor binding	-	0.5110	51.10%
Thyroid receptor binding	-	0.7374	73.74%
Glucocorticoid receptor binding	-	0.5463	54.63%
Aromatase binding	-	0.8514	85.14%
PPAR gamma	-	0.5385	53.85%
Honey bee toxicity	-	0.8812	88.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9870	98.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.97%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.52%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	92.06%	86.00%
CHEMBL2581	P07339	Cathepsin D	91.08%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.28%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.11%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.64%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.78%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.15%	94.73%

Plants that contains it

• Curcuma aromatica

Cross-Links

• PubChem: 44254211
• LOTUS: LTS0162116
• wikiData: Q105384082